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23 Results   |  

Excellent 5/5 

45 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

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from £47 / night

£325 - £795 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Portland is a unique place to visit. It sits 40 feet above sea level at the highest point and made up of limestone rock. Portland is part of the Jurassic Coastline. There is so much to explore and see during your stay. Leisure facilities include Sailing, fishing, divi  …see more


30 Sep 2014

5/5

"ANOTHER GREAT WEEKS HOLIDAY"

Just having our second stay at Alpen Rose, cottage is large with loads of room to spread out .Lovely suntrap back garden picnic table. The cottage is well stocked with pot/pans etc tv and wifi. set j… More


7 Sep 2014

5/5

"Another home from home stay"

Again we thoroughly enjoyed our stay at Alpen Rose. Located in a very nice area, with a multitude of opportunities to enjoy Portland and the surrounding area The cottage is very comfortable and the w… More

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Excellent 5/5 

17 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £43 / night

£300 - £690 / week

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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

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Excellent 5/5 

19 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

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from £72 / night

£500 - £1330 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
30% 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


22 Aug 2015

5/5

"Fantastic "

We stayed in the house for 4 nights. It is in a great location for Weymouth and exploring Portland. The house was well equipped and spacious. The view from the balcony especially of the sunset are fa… More

I am so glad you enjoyed the house and managed to see a sunset from the balcony despite the awful weather!! Deborah


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

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Featured properties

Excellent 5/5 

17 Photos

Isle of Portland / Portland

Studio / sleeps 2

Excellent 5/5 

2 Nights min stay

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from £45 / night

£315 - £393 / week

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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

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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

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from £45 / night

£310 - £720 / week

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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

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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

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from £83 / night

£577 - £1505 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
30% 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

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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

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from £54 / night

£375 - £690 / week

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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

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Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £68 / night

£470 - £625 / week

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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

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Very Good 4/5 

11 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 4

Very Good 4/5 

7 Nights min stay

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from £40 / night

£280 - £690 / week

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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

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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

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from £50 / night

£350 - £695 / week

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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

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Very Good 4/5 

6 Photos

Isle of Portland / Portland

Cottage / 1 Bedroom / sleeps 2

Very Good 4/5 

3 Nights min stay

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from £58 / night

£400 - £469 / week

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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


14 Aug 2015

4/5

"Spotlessly Clean, Well Equipped, Fantastic Walks from the Doorstep"

Stayed here for a week in August. Portland is a great place to get away from the hustle and bustle but still has plenty to offer anyone who prefers a quieter holiday with great coastline walks and goo… More

Glad you had a nice stay & we hope you return in the future. Thank you for our first review.

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11 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £71 / night

£495 - £750 / week

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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 4.5/5 

28 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 7

Very Good 4.5/5 

4 Nights min stay

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from £175 / night

£1225 - £1414 / week

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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

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24 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £90 / night

£630 - £1828 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
When you’re looking for an escape with the beauty of Portland Harbour on your doorstep, look no further that 9 Sidon Mews. With stylish and modern interiors and a bright and sunny garden, you will find plenty of space for everybody to unwind. This contemporary house i  …see more

Very Good 4.5/5 

24 Photos

Isle of Portland / Portland

Studio / sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £47 / night

£325 - £395 / week

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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

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Excellent 5/5 

22 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

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from £89 / night

£620 - £632 / week

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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


10 Aug 2015

5/5

"Fantastic location, spectacular views!"

We loved our stay at Bayview. The back garden was definitely the best part of this property, the views were breathtaking! Lovely views from most windows too. House had lovely character and was very we… 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

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Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

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from £69 / night

£480 - £1150 / week

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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

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6 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £58 / night

£400 - £650 / week

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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

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from £86 / night

£600 - £850 / week

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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

10 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

2 Nights min stay

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from £58 / night

£400 - £750 / week

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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

31 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Short stays welcome

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from £46 / night

£320 - £823 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

19 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

Short stays welcome

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from £72 / night

£503 - £1206 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
This semi detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

21 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £75 / night

£519 - £1222 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
This detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

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