List your home
Apply filters
£ to

Holiday homes 15

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: Balcony or terrace (15)

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
15 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

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

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

Featured properties

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

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

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

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

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

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

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

12 Photos

Isle of Portland / Portland

Lodge / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £91 / night

£631 - £1485 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
A perfect choice for those wishing to relax in a peaceful setting after a day out in the fresh sea air  …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

14 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £65 / night

£450 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Pet friendly!! Character Stone Cottage with roof terrace, wood burner and sea views - your dog is welcome! Dog friendly two bedroom character cottage on the Isle of Portland  …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