List your home
Apply filters
£ to

Holiday homes 39

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • England Clear
  • Dorset Clear
  • Isle of Portland Clear
  • Portland Clear

Location

  • All locations

more +

less -

Also consider

Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties

Filters applied: Walking holidays (39)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
39 Results   |  

Very Good 4.5/5 

22 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 4

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £45 / night

£310 - £720 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
A beautiful restored Victorian character cottage, a few minutes walk from the famous Chesil Beach, 5 minutes drive from the National Sailing Academy and walking distance to the Olympic Sailing Village. Excellent beach, restaurants and pubs within walking distance of t  …see more


19 Feb 2015

5/5

"Wonderful cosy cottage."

Just returned from a wonderful 4 days at Rosa Cottage. The property is absolutely gorgeous, lovely period features, great wood burning stove and spotlessly clean. Perfectly located for exploring Dorse… More


5 Jan 2015

5/5

"Great house close to the pubs and costal walks"

Friendly owner who came and checked everything was ok. Lovely spacious house for my family and dog.The house was very well equipped with comfi beds and a lovely living room. Felt more like visiting a… More


25 Nov 2014

5/5

"Perfect trip"

Outstanding all round throughout the whole process. From booking to checkout. Great house. Great vibe. Very very happy and will book again. Superbly appointed throughout.… More

See all reviews Continue

Excellent 5/5 

17 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £43 / night

£300 - £690 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Hillside is a stunning fully refurbished Victorian house with views from a southwest facing garden overlooking Portland Harbour and WPNSA.Only five minutes walk from Chesil beach, Hillside was refurbished to be our home which we have chosen to allow others to enjoy. Wha  …see more


1 May 2014

5/5

"A true home from home - a true gem of a property"

Hillside is a beautiful well restored property in Fortuneswell, Portland, just off Weymouth. The area is lovely and very good for those who like to go on some nice walks. I've been to HIllside 2 years… More


24 Apr 2014

5/5

"Fantastic house everything you need"

Well kitted out, comfortable, clean, well decorated. We were down with our daughter at sailing event and would highly recommend Hillside.… More


1 Apr 2014

5/5

"Beautifully furnished property perfect holiday home."

We booked in the morning and arrived late on Friday night for a two night stay. Beautiful property. With a lovely seated area outside with views of the bay. Only issue would be to practice your parall… More

See all reviews Continue

Very Good 4.5/5 

20 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £50 / night

£350 - £950 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Fishermans Cottage is a charming detached 18th century cottage on the edge of Southwell, with excellent sea views. Ideal for Sailing academy, bird watching or just a quiet getaway. The ideal location for the 2012 Olympic Sailing whether supporting, taking part or just  …see more


20 Jul 2015

5/5

"Lovely clean spacious cottage with sea views"

We all loved Fishermans Cottage. It is light, airy and spotlessly clean! The cottage is in a quiet position set in a pretty garden with raised decking to give you a lovely sea view. The position o… More


16 Dec 2014

5/5

"Beautiful"

Me & my partner stayed at the end of November for a week & loved every minute... Recently having talks of coming back due to loving the house so much. We have loved every minute. Thank you for lending… More


17 Nov 2014

5/5

"Excellent place to stay"

This is a beautiful cottage and has very quiet and peaceful surroundings. Perfect for visiting Portland. The cottage is clean and has all the necessary amenities. We had a wonderful time there. All ma… More

See all reviews Continue

Featured properties

Very Good 4.5/5 

14 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £50 / night

£350 - £690 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Situated in a quiet location at the southern end of the island with stunning sea views just a stone's throw away from beautiful coastal walks and scenery - near Portland Bill lighthouse and the Lobster Pot restaurant.  …see more


28 Sep 2014

5/5

"Beautiful sea side cottage"

Had a lovely stay in this elegant cottage , the cottage was presented in tip top condition it had all the amenities you could wish for ,we felt so relaxed as soon as we walked through the door after a… More


16 Jun 2014

5/5

"Cosy cottage near the sea"

Our second trip to this cottage and surely not our last. Clean, comfortable, cosy and quiet Very well placed for the attractions of Portland and the Dorset Coast. Set in a pretty little village, se… More


9 Nov 2013

5/5

"Exactly what it says on the tin"

A warm, cosy, clean and nicely decorated property. Comfy beds with crisp linen. Ideally situated for walks to Portland Bill as the coastal path starts approx 100 yards from the property. Large, w… More

See all reviews Continue

Very Good 4.5/5 

17 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £86 / night

£600 - £1365 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
50% DISCOUNT FOR JUST 2 PEOPLE STAYING, SEND ENQUIRY TO GET DISCOUNT. Ideal for small groups, couples and families - fabulous sea views. Sleeps up to 8 +2 people comfortably. 4 bedrooms - 3 double/twin, bunk bedroom & sofa bed. Secure gated parking for several cars.  …see more


1 Nov 2014

5/5

"Excellent house dan pleasant stay"

We (7 family members) arrived to a great house, with ample parking space for our large MPV, clean and comfortable bedrooms, excellent bath and shower rooms as well as a spotless and well-equipped kitc… More

I am so glad you enjoyed the house and the area, thank you for the review. Deborah


30 Oct 2014

5/5

"A perfect base"

We have just returned from a short break in Portland, staying at Qaurries Reach. We loved the house. It had everything we could possibly need. It was the perfect base for us to explore the local are… More

Thank you for the review I am glad you enjoyed your stay. Deborah


20 Oct 2014

5/5

"Brilliant everything you cBrilliant"

Quarries reach is a beautiful house with everything you could wish for from cleanliness to lovely comfortable beds, plenty of places to eat and also to visit, we will definitely be going back… More

Thank you for the review I am so glad you enjoyed your stay and look forward to welcoming you back. Deborah

See all reviews Continue

Excellent 5/5 

19 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £72 / night

£500 - £1190 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
50% DISCOUNT FOR JUST 2 PEOPLE STAYING, SEND ENQUIRY TO GET DISCOUNT. Ideal for small groups, couples and families - extensive sea views. Sleeps up to 6 +2 people comfortably. 3 bedrooms with either twin or king-size beds & sofa bed in lounge. Off road parking. Si  …see more


8 Sep 2010

5/5

"A Holiday to Remember"

My family and I stayed at 65 Fortuneswell while on Portland this summer and it was perfect. Such a beautiful holiday cottage set in just the perfect location. It had great views out of every window!… More


19 May 2015

5/5

"Comes up trumps again!!"

We live in Spain and came over to the UK on this trip (May 2015) for my mums birthday, as a surprise for her. We stayed, in the run-up to Christmas 2014 at Deborah's other property, Quarries Reach, … More

Thank you Lorraine for such a great review, I am so glad you enjoyed both of our houses. We look forward to welcoming you again soon. Deborah


21 Apr 2015

5/5

"Great place to stay, fabulous view"

We I stayed at 65 Fortuneswell for a week in mid April. We chose it on the basis of the reviews and photos on TripAdvisor. We were not disappointed. The property is excellent, modern but in keeping… More

Thank you for the great review, I am so glad you enjoyed your stay. Deborah

See all reviews Continue

Very Good 4.5/5 

31 Photos

Isle of Portland / Portland

Studio / sleeps 2

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £43 / night

£295 - £360 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Not suitable for children
  • Car advised
  • No pets allowed
Weymouth, Portland, Dorset. Jurassic coast, sea view, beach, cliff walks, sailing, water sports, kayaking, wind surfing, snorkelling, bathing, fishing, golf, rock climbing, horse riding, bird watching, on-site creche, peaceful quiet location, kite and seafood festivals.  …see more


3 Feb 2015

5/5

"What More Could You Ask For..?"

Lovely, clean, comfortable apartment with a fantastic view of the sea and Portland Bill lighthouse. Very quiet, no traffic noise to intrude, plenty of local amenities and parking. There are lots of re… More

Thank you very much for your great review. I'm pleased you enjoyed the sea views and quietness of the location. I look forward to welcoming you back in the future.


15 Apr 2014

5/5

"Short Break"

Needed reasonably priced but good quality accommodation to visit family. Suited us perfectly for this short break as well furnished with very comfortable beds and a stunning view from the window. Wo… More

Thank for your very kind review.I am glad that it suited you perfectly and that you slept well in the comfortable beds. What a great view to wake up to.Cooking facilities are provided by means of a microwave and the on site world class restaurant is just a 1 minute walk away. I look forward to welcoming you for your return visit.


23 Feb 2014

5/5

"Superb apartment with stunning sae views"

I recently stayed at 2 Maritime House and cannot speak highly enough of the standard of the apartment. I came to Portland on business and wanted somewhere different to stay other than the usual hotels… More

Thank you for your excellent review.We look forward to welcoming you back in the future for a great holiday with your family. I am pleased you found it spacious to enable you to work and enjoy the sea view at the same time.

See all reviews Continue

Very Good 4.5/5 

20 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £47 / night

£325 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need. Now has WiFi.  …see more


4 Jun 2015

5/5

"Great"

We had a great time , very clean , nice size for a cottage rooms larger than expected . Lots of places to walk or drive to , great views all over the isle , great beach , weymouth not far away ,lots … More


30 Jul 2015

5/5

"Pebble Reef is a real home from home"

Stayed here for 2 weeks with my husband, daughter, son in law and grandsons. It is a lovely old cottage, extended at the back to give a spacious kitchen diner and a second bathroom. As I am disabled,… More

Thank you for your wonderful review, we are sorry to hear that the TV was faulty will get that checked out and repaired as soon as possible. Regards Mandy


18 Mar 2015

5/5

"Good location"

A lovely cottage, in a good location for the village and the coastal walks, shopping really close, lots of places to explore on the island. Nice and clean accommodation at a good price, I hope to sta… More

See all reviews Continue

Very Good 4.5/5 

20 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £50 / night

£350 - £695 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • No pets allowed
  • Private garden
Seagull Cottage is a lovely holiday house ideal for sailing, beach, and outdoor activity holidays in Portland. It is located a mile from the WPNSA National Sailing Academy, the 2012 Olympic Sailing venue, and just a few minutes walk from the world famous Chesil Beach.  …see more


25 Feb 2015

5/5

"Excellent property and location"

We stayed in Seagull Cottage for 5 nights to attend a training camp at the WPNSA Sailing Academy. The cottage was ideally located for us as it was walking distance to the academy (or 2 minutes in the … More


23 Nov 2014

5/5

"Excellent cottage for families and couples alike"

We stayed in July this year as we intended to visit Weymouth and this seemed like the ideal base . David was really helpful both in the lead up and during our stay. The cottage is great , has everythi… More


2 Jun 2015

4/5

"Very Comfortable cottage, well equipped and good position"

My husband and I with our 2 grown up boys stayed here to celebrate my youngest's 30th birthday. It was a perfect location for us to discover the island on our bikes and also the Jurassic coast.… More

See all reviews Continue

Very Good 4/5 

11 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 4

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £40 / night

£280 - £690 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children over 5
  • Car advised
  • Pets welcome
Cottage newly decorated in good order dog friendly with sea views also from south facing patio looking over Chesil beach In quiet street close to all amenities buses pubs restaurant. Lovely walks along sea front and beach ideal fishing water sports dogs and swimming.  …see more


4 Jan 2015

5/5

"Lovely house. perfect spot!"

We stayed in fisherman's view with our 2 young children. It is a very comfortable, well-equipped house in a great location. Beautiful chesil beach is less than a minutes walk away, as are shops and … More


19 Jul 2014

5/5

"Great Value"

lovely cottage in quiet location with views of chesil beach from patio. Great base for fishing or exporing Portland. had a lovely time taking photo's of the sunsets on Chesil beach which is a short… More


15 Jul 2014

5/5

"Highly Recommended"

Lovely little 3 bed cottage, fully equipped kitchen, dining room and lounge. Lovely patio to the rear, a real sun trap with a little view of the sea. Chesil beach view from the top bedroom too. The… More

See all reviews Continue

Very Good 4/5 

9 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £60 / night

£420 - £600 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Pebbles view cottages is the perfect holiday destination whether you just want to get away from it all exploring the Isle of Portland or beaches of Weymouth or a more active holiday with fantastic sailing,diving rock climbing cycling and walking, portland has it all.  …see more


16 Mar 2015

5/5

"Fabulous high quality holiday home with great sea views"

we really enjoyed our stay in this beautiful home. A fully eqipped kitchen with lots of extras like multi-coloured lighting and coffee machine; plenty of space to cook a Christmas meal for 6. Beautif… More


2 Nov 2014

4/5

"Nice house but neighbours made parking a problem."

House was better than we expected however upon arrival met by neighbours who immediately stated where we could or could not park. In fact they made it impossible for us to park even a small car outsi… More


25 Oct 2014

4/5

"Perfect accomodation, bordering on luxurious!"

The pictures of this property don't do it justice - inside looks and feels as luxurious and comfortable as a show home, except with bags more character! Neither of us have ever stayed in such comfort… More

See all reviews Continue

Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £68 / night

£470 - £625 / week

View

Key info:

  • Nearest beach 0.5 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Within sound of the breaking surf, take breakfast on the balcony and enjoy stunning views of Chesil Beach. Situated in a quiet area of Fortuneswell yet only a short walk from Shops, Restaurants, Pubs and Beach and 5 minutes from the Olympic Sailing Venue.  …see more


8 Jun 2014

5/5

"Beautiful House - Great Value"

We just came back from a week at Eastleigh House over the May half term break. There was my husband and myself , my father in law and our 3 children aged 15, 10 and 8. The house is absolutely beautifu… More


24 Jun 2013

5/5

"Fantastic house, beautiful interior, felt totally at home!"

We spent a lovely week at Eastleigh in April, when my husband walked into the house, he questioned whether we were in the right place, as it was so beautiful! It had everything we needed, my 2 and 5 y… More


26 May 2013

5/5

"A very comfortable 'holiday home'"

We have just returned from 2 weeks staying at Eastleigh House on the Island of Portland Dorset. As 'recycled teenagers' we did not use our car at all, (we even managed to get a space right outside th… More

See all reviews Continue

Excellent 5/5 

17 Photos

Isle of Portland / Portland

Studio / sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £45 / night

£315 - £393 / week

View

Key info:

  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the mecca for sporting activities such as  …see more


24 Jun 2015

5/5

"Ignore the building site and it's a great place to stay"

Good quality room with fully equipped kitchen area and bathroom. The building works did not cause.us any problems as they only worked 08.00-17.00. Nice gentle stroll to Portland Bill lighthouse to wat… More

Dear Guest, Thank you for taking the time from your busy schedule to leave a positive response for us. We are glad to hear you were able to take a nice gentle stroll to Portland Bill Lighthouse. In addition, it is good to hear that the building works did not affect your stay with us. We look forward to seeing you on your next visit. Once again thank you very much for helping us grow our business. VH


28 May 2015

5/5

"A peaceful getaway"

Fantastic studio apartment with a spectacular view. The studio is in a lovely historical building, and is close to Portland Bill. A great, polite, happy, pleasant host, and a very clean and tidy room.… More

Thank you for taking the time out from your busy schedule to write a review about your stay at the Ocean Studio Apartment. We are pleased to hear that the studio apartment was fantastic, clean and tidy, and that the view was spectacular. Most importantly I am really please that the host was polite, pleasant and happy. We trust you will choose to stay with us again on your next visit to Portland. Best wishes VH


9 Apr 2015

5/5

"Excellent apartments with a ocean view"

I recommend to everyone this apartments. Me and my partner stayed 5 nights and was absolutely amazing. Peaceful, nobody disturb us, the area was lovely. The food what they served was FAB. The owners o… More

Dear Ania M, We are glad to hear that you enjoyed the peace and quiet the studio apartment provided you and your partner throughout your stay. In addition, it was good to know that you loved the area and found it amazing staying with us. Congratulations on your engagement - we wish you and your partner prosperous future. In addition, we are glad to hear that you both enjoyed your meal at the hotel and was glad to be a part of the engagement party. We look forward to seeing you again in the not to distant future. Once again thank you for choosing to stay with us. Kind Regards Verna

See all reviews Continue

Excellent 5/5 

16 Photos

Isle of Portland / Portland

Studio / sleeps 2

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £48 / night

£333 - £399 / week

View

Key info:

  • Suitable for children over 5
  • No pets allowed
Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the Mecca for sporting activities such as wi  …see more


2 Jun 2015

5/5

"Really enjoyed our stay at Ocean Studios aparatments, would definitely booked again"

Great hospitality, lovely and clean, everything we needed for our stay. Good location for exploring Portland and surrounding area, Loved it.… More

We are delighted to hear that the hospitality you received was great, location of the Ocean Studio Apartment was excellent for exploring Portland and the surrounding areas. We are also glad to hear the apartment had the necessary furnishing to make your stay comfortable. We would like take this opportunity to thank you for reviewing the Ocean Studio Apartments and look forward to you staying with us on your next visit to the beautiful Isle of Portland. VH

See all reviews Continue

Very Good 4.5/5 

28 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 7

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £175 / night

£1225 - £1414 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Seagull House in Portland Chesil Beach  …see more


21 Sep 2014

5/5

"AMAZING .place with super views."

Super house,clean,comfortable,light and airy plenty of walks near by,would love to visit again,we really enjoyed it ,weather not great on our visit but we will come back!! We think we've found a hidde… More


12 Sep 2014

4/5

"Amazing views from this Olympian house"

We stayed for a week at Seagull House and thoroughly enjoyed it. The house is very well equipped with everything we needed to make the stay work. It is in a great location for exploring the Dorset coa… More

See all reviews Continue

6 Photos

Isle of Portland / Portland

Cottage / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £58 / night

£400 - £469 / week

View

Key info:

  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
4* Self catering Pets welcome Outside area Village location Off road parking Bbq Sun loungers Air conditioned Coastal walks Village pub Jurassic coast heritage site Public transport close by  …see more

20 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £50 / night

£350 - £850 / week

View

Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
there are many beaches around Portland and only a short drive away you can enjoy Weymouth beach with its golden sands,there is a lot of history around Portland, lots of places to explore, perfect for walking and dog friendly, we are 10 mins away from the sailing academy  …see more

11 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £71 / night

£495 - £750 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
'Casita del mar' is suited to families and Yachtsmen. Home of Weymouth and Portland Sailing Academy  …see more

Very Good 4/5 

24 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £67 / night

£464 - £1390 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A stylish apartment with fantastic on-site health facilities, situated on the Jurassic coast beside Chesil Beach  …see more


11 Mar 2014

4/5

"Nice sized property lacking in personal touches"

This apartment has all the makings of a great holiday rental. Its a good size for 6 with the benefit of a pool, small gym and both a dishwasher and washing machine, so perfect for either 3 couples or… More

See all reviews Continue

Very Good 4/5 

18 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £62 / night

£433 - £1390 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
Sea Shell Cottage offers spacious accommodation in the heart of the highly desirable Brewers Quay area of Weymouth.  …see more


9 Aug 2014

5/5

"lovely cottage and superb location"

We all had a wonderfull time at seashell cottage, this is our second stay in as many years. The cottage is very homely and provides everything you would need and more. The location is superb. Only a f… More


3 May 2014

3/5

"property description imaginative"

Property description is imaginative and misleading. Advertised as sleeps 6 plus 2 on a sofa bed, however there is only one small bathroom and the kitchen was so tiny it was impossible for 2 people to … More

See all reviews Continue

Very Good 4.5/5 

24 Photos

Isle of Portland / Portland

Studio / sleeps 2

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £47 / night

£325 - £395 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Not suitable for children
  • Car not necessary
  • Pets welcome
Open all year. Tranquil, warm retreat above Church Ope Cove. Self catering Studio for 2 set on the cliff path a 7 minute walk from the nearest village and major amenities. Comfy four poster bed (new pics coming soon) Wet room, Wifi, Woodburner, Ipod dock. Pet welcome. S  …see more


2 Jul 2015

5/5

"Great Birthday and Anniversary Break"

For a studio apartment this property has everything you could ask for and more including brilliant weather. It was a perfect base from which to explore the Island and surrounding area. We did many w… More


8 Jun 2015

5/5

"perfect spot to explore the island from"

Church Ope Studio had everything we needed to enjoy a lovely three days on Portland. It's perfectly positioned just off the coastal path and next to a picturesque cove. Great facilities in the studio … More


5 May 2015

5/5

"Cosy, comfortable & compact- perfect pad!"

We were very lucky on a bank holiday to get our booking here-& it was everything & more that we wanted for a break from London with our little dogs. The studio is just that- it's a studio wiith a sup… More

See all reviews Continue

Excellent 5/5 

22 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £89 / night

£620 - £632 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Stunning location with probably the best uninterrupted sea views on Portland. Attractive 2 bedroom house with gardens and easy parking.Close to shops, pubs, restaurants and beaches but right on the edge of open hillside. Only 5 minutes from the National Sailing Academy.  …see more


29 Aug 2013

5/5

"Home From Home"

Considering the weather was not too kind to us we had a great time, plenty to see and do no matter what the weather was like. Without repeating other traveller’s reviews too much, the views have to … More


7 Feb 2013

5/5

"Highly recommend this lovely house, very well equipped with the most fantastic views."

Really enjoyed our stay in this lovely house. It was spacious, very clean & comfortable and was extremely well equipped for a self catering property. The views from the house of Portland Harbour, Weym… More


14 Jan 2013

5/5

"Ideal quiet family holiday cottage"

Bayview is tucked in the nice residential area of Portland. The view of Chesil beach and the harbour are really awesome. This cottage is well equipped, spotlessly clean, well furnished with a comfo… More

See all reviews Continue

Excellent 5/5 

18 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

Short stays welcome

Add to shortlist

from £193 / night

£1350 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Beautifully renovated family house situated down a quiet lane, minutes from a picturesque cove and lovely cliff top walks.  …see more


25 Aug 2013

5/5

"Idyllic location, lovely cottage, very spacious"

We enjoyed a beautiful week on Portland staying at 1 Bow & Arrow Cottages. The house is set over three floors with four spacious bedrooms - all the beds were very comfortable. We loved the downstairs … More

See all reviews Continue

Excellent 5/5 

20 Photos

from £69 / night

£480 - £1150 / week

View

View

Holiday home rental

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £69 / night

£480 - £1150 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property  …see more


8 Sep 2014

5/5

"brilliant"

what a lovely house warm welcoming,fully equipped kitchen all the mod cons would highly recommend have just spent long weekend with family lovely place to visit, pubs restaurants all on your doorstep … More


8 Sep 2014

5/5

"cant wait to book again......."

We stayed at the gift house for a long weekend with extended family, the house is beautiful, very spacious, immaculately clean, everything you would need its there in the house, the finishing touc… More


5 Sep 2014

5/5

"Super house in a beautiful location"

This is a lovely house with all you could need for a great holiday. It is close to Chesil Beach with wonderful views of the sea, and the amenities which were used for the 2012 Olympics. There is easy … More

See all reviews Continue

Good 3.5/5 

16 Photos

Isle of Portland / Portland

Studio / sleeps 2

Good 3.5/5 

2 Nights min stay

Add to shortlist

from £53 / night

£366 - £433 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the mecca for sporting activities such as wi  …see more


22 Jun 2015

4/5

"Perfect studio apartment for 1 or 2 people"

We had a great stay at the apartment. It was comfortable and clean and Verna was very helpful. There was construction going on in the building but it was not too disruptive.… More

Dear Guest, We were very pleased that you choose to stay with us and thrilled to hear that you found the time spent with us was enjoyable and that the work taking place during your vacation did not cause you any discomfort. I also delighted t hear it was the "Perfect Studio Apartment", additionally I am happy to see you had a safe flight back to Canada. Once again thanks for choosing to stay with us and we look forward to seeing you in the coming years. In addition, I appreciate you taking the time to write a positive response about your stay. VH


13 Mar 2015

3/5

"Does what it says on the tin"

It's a quiet, spacious, well equipped but basic studio flat that has parking - what we needed! We booked this as wanted somewhere for a couple of nights as a base for a climbing trip that would give u… More

Dear 101Fletch, Thank you for the positive review you've left us. We are pleased to hear you found the studio flat spacious with appropriate amenities that met your needs. We are also glad to hear that it was what you and your partner needed for your climbing weekend. Once again thank you for staying with us. Hope to see you in the not to distant future. Kind Regards Verna

See all reviews Continue

10 Photos

Isle of Portland / Portland

Studio / sleeps 2

2 Nights min stay

Add to shortlist

from £48 / night

£333 - £399 / week

View

Key info:

  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the Mecca for sporting activities such as wi  …see more

Very Good 4.5/5 

11 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £86 / night

£600 - £900 / week

View

Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This well presented holiday house has a large and sociable open plan living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere.  …see more


3 Aug 2014

5/5

"Unbelievably brilliant!!"

We stayed at Pitt Hayes Cottage for a week and couldn't fault it. The property is large and we felt spoilt for room. There are 2x twin bedrooms downstairs, a large open plan kitchen, a smaller living… More


23 Jun 2014

5/5

"Fabulous , totally exceeded our expectations"

Had a wonderful week at the cottage , touring the local area , as well as walking on the Island itself which has some interesting history as well as amazing views , ranging from crashing waves at … More


28 May 2013

5/5

"Lovely, spacious, comfortable cottage with fabulous views"

We had a great time in Portland. There were 9 of us in total (4 adults, 4 children and a baby). We enjoyed visiting Portland castle, Fancy's Farm, various beaches and Portland Bill. The cottage suit… More

See all reviews Continue

Very Good 4/5 

8 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 4

Very Good 4/5 

Short stays welcome

Add to shortlist

from £72 / night

£500 - £720 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
A charming cottage in this pretty road, a short walk down to Chesil Beach and Cove and easy going of the National Sailing Academy at Portland Harbour.  …see more


18 Aug 2014

4/5

"Great house in a lovely area"

We were really satisfied with this house, the interior was comfortable and well equipped ( would have liked a DVD player though!) and is situated in a very quiet area. It was delightful to wak… More

See all reviews Continue

Very Good 4/5 

20 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £58 / night

£402 - £1216 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, in a location guaranteed to inspire.  …see more


15 Dec 2013

4/5

"A nice place but too much cost cutting"

We have stayed at Ocean Views three times now. The first time (last Christmas) was great with everything in the leisure centre working. However on the second visit the hot tub was not working - very… More

See all reviews Continue

Good 3/5 

17 Photos

Isle of Portland / Portland

House / 1 Bedroom / sleeps 4

Good 3/5 

3 Nights min stay

Add to shortlist

from £42 / night

£288 - £723 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, in a location guaranteed to inspire.  …see more


15 Aug 2014

3/5

"Wish I had read the previews review !"

This is not suitable for a family of four ! Really disappointed....... Portland and Weymouth were lovely as always and we had good weather. We went out at 10 am and came back at 11pm as could not sta… More


2 Nov 2013

3/5

"Careful of the gaps in the balcony floor"

Ocean View complex is a renovation of an ex Naval Base. A lot of these flats are rented to local people. The surrounding area is very run down (see photos). On arrival you have to go to the site offic… More

See all reviews Continue

 

18 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

 

3 Nights min stay

Add to shortlist

from £53 / night

£371 - £1159 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman's cottage built with Portland stone.  …see more


9 Apr 2015

1/5

"Birthday weekend ruined by incompetent management and disgusting property"

We booked a weekend break away as a family to celebrate a birthday at Sea Pinks Cottage in Portland reference 240354, on arrival at the cottage there was no parking to unload the car and the closest p… More

See all reviews Continue

20 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £53 / night

£371 - £1159 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, a location guaranteed to inspire.101 Ocean Views is a stylishly furnished apartment locate  …see more

6 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £58 / night

£400 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Cosy two bedroom cottage in the heart of Fortuneswell, Portland.  …see more

10 Photos

Isle of Portland / Portland

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £86 / night

£600 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Frigate Apartment is a stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy. The development boasts a state-of-the-art health and fitness centre complete with an indoor  …see more

8 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £58 / night

£400 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation.  …see more

8 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

1 night min stay

Add to shortlist

from £72 / night

£500 - £1000 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Whether you are looking for that relaxing break, or here to sail or just time with the family this charming cottage would suit your needs. Nestled off Wakeham, you will agree this cottage is a real find. This deceptive very comfortable house offers home from home facil  …see more

8 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 7

1 night min stay

Add to shortlist

from £72 / night

£500 - £750 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Character cottage over three floors, sleeps seven comfortably. A short walk from Chesil Beach and the local amenities, the National Sailing Academy and Portland Harbour. The harbour is found within a short drive or leisurely walk from the property. At the centre of th  …see more

10 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £58 / night

£400 - £750 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
Fabulous sea views from this cottage just a few minutes from Chesil Beach.  …see more

5 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £65 / night

£450 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
If you were much closer you would be in the sea!!  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page