
House holiday rentals in Isle of Portland
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Top-rated house rentals in Isle of Portland
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Popular amenities for house rentals in Isle of Portland
House rentals with a pool

Woodcutter's Cottage
The cottage was beautiful and we loved that there were Christmas decorations up. It had everything that we needed and more. The hosts were very friendly and helpful. Would highly recommend to anyone looking for a relaxing place to stay.

Large coastal cottage with spa and private pool
Fabulous property great pool and hot tub would highly recommend to any families for holidays

Spacious Caravan near sea Weymouth Bay Haven
This is our second time staying in this lovely caravan. It’s always pristine and lovely. I always felt like a home away from home there. The bedrooms are a good size and the extra full bathroom is a definite plus! I’d highly recommend staying here.

Stunning Home with Roof Terrace at Silverlake
Super comfortable and beautifully designed house, stocked with almost anything you can want The estate is beautiful and has tons to do So glad I found this place!

East Creek + beach side + pool, dog Ringstead Bay
location was absolutely perfect for a relax and a decent walk everyday, we paddle boarded up the coast both ways and the scenery was stunning and finished most days with a swim in the pool. if you're after a close too everything place too stay this isn't the place for you but if you're looking for a break away from the world then this will tick all your boxes 🤗

Flint Cottage for two with indoor pool & sauna
We had a blissful few days at Flint cottage. Wonderful kitchen to cook in, and multiple fabulous farm shops nearby. We ordered a heat and eat pie and a DIY breakfast pack for our first night, which made the start of the holiday so much more chilled out. The outdoor bath was also really special. We were so comfortable throughout we just relaxed completely. Can’t wait to come back!

Perfect Country Home. Plenty of outdoor terraces
This was the best air b and b stay I’ve had! It was so peaceful and quiet. I booked it for my mums birthday and she was blown away by the property. If you are looking to get away and relax this is the place! Everything was such high quality and felt very homely. Thank you ☺️

Wimborne luxury dog friendly lodge with pool
We had such a wonderful stay. The lodge was pristine and in such a lovely area. We hope to come and stay again in the future. The lodge was spacious, had really helpful instructions and contained everything you could possibly need. The local area is beautiful. We had such a fantastic time, the local pubs and restaurants served delicious food, we can’t wait to return. Huge thank you for being so responsive, checking in on us and for sharing the Owls Nest with us.
Weekly house rentals

Wayfarers Cottage Fortuneswell Portland, UK
Valerie’s house was like a home from home. Immaculate inside and we felt welcomed the moment we stepped through the door. Biscuits were a lovely welcome treat and coffee and tea for the morning were welcomed. The garden at the back was a perfect suntrap. The house is well placed for a short stroll to Saltys fish and chips and a short stroll down hill to the Cove Inn. The end of the road takes you onto the coastal path which made our walk to Portland lighthouse much easier. As a host Valerie responded really quickly to any questions we had including questions about parking which we didn’t struggle with at all. Highly recommended and would stay again.

Charming Portland house with sea and sunset views
Really lovely place in the heart of Portland

Stone's Throw, Portland, on the Jurassic Coast
We've just had a wonderful stay at Stone's Throw. The property is very comfortable, clean and has everything you need for your stay with easy access to the locality and to the wider area of Dorset. The dedicated car parking space is very useful too.

2-bed house near beach, WPNSA and marina.
Great location with lots to see and do on our first visit to Portland. Nice and modern accommodation and very useful to have an allocated parking space. Within easy walking distance of the harbour and plenty of restaurants/ pubs. Supermarkets and Weymouth beach just short drives away.

Cove Cottage: Grade II listed with sea views
Lovely location with a nice view from the top of the garden.

Cuddy, two bedroom house with amazing sea views
We really enjoyed this Airbnb! It was very comfortable, the views were gorgeous, it was easy to get to restaurants and the beach and was very clean. Can’t go wrong with this place!

Wolf Cottage - Stunning Harbourside Cottage
I was actually disappointed when I first arrived. I had booked a "stunning harbourside cottage" only to discover this cottage is not by the harbour. However, the stunning part is accurate. It is a really lovely property that has been lovingly made into a home-from-home. Once you get over not being by the harbour, it is in a good location that is accessible to all Weymouth has to offer. We had a fabulous stay and would absolutely go back. Tim is a delightful and dedicated host.

Seaside Cottage
Great place, all in very good condition. Walking distance to the seaside. Small grocery shop (co-op) at block away. Easy to park and a lots to see around.
Private house rentals

Beachside Cottage with Panoramic views of the sea
We stayed here in early June and loved the place. We were slightly perturbed that the sea view overlooked the Oasis Shop/Cafe small car park but in fact this was not noisy nor did it spoil the view. It is literally a 20 yard walk to the steep pebbled beach (some sand at low tide) and half an hour's walk to Weymouth pier along the promenade. There is also a frequent bus service. The accommodation is immaculate, having the living area upstairs. Everything we needed was provided - even an electric toothbrush charger in the bathroom. We spent many an hour on the balcony with drinks watching the swimmers, surfers, sailors and spotting the commercial/navy ships which often anchored in the bay. We had many a happy days out in the Weymouth area and were able to leave the car parked outside all the ten days as we used the bus services. We hope to return in the near future.

C Side House
Fantastic location and a beautiful house. Carole’s instructions were excellent and apart from the parking being quite a squeeze, the rest of the property was wonderful. We enjoyed lovely walks around the house, fish and chips on the beach and a lovely drink in The Cove pub. We took a boat from Portland Marina to Weymouth on one of our trips and this was well worth it. So much to do nearby and the house itself was a lovely home from home. We highly recommend.

Hideaway House, Easton, Portland
Lovely updated house with all amenities. Centrally located with lots of takeout restaurants within easy walking distance.

Islands Wrest. 2 Bedrooms. 2-3 Beds. Pet friendly.
Mark has a lovely place and we settled in nicely. It was easy to communicate with mark and we enjoyed his place. Also ideal if you are two couples for example as each room was self contained. There is also use of a garden. Thank you

Cobweb Cottage, Winfrith Newburgh
It was great experience staying at The Cobweb cottage as it is very beautiful, nice and clean. We enjoyed our time there. I also would like say special thanks to Celia who was very proactive and responsive to our request.

Fabulous Coastal Family Cottage - Portland, Dorset
Lovely house with more then enough room for large groups, also the shower pressure was excellent!

Nothe House - Exclusive home, Weymouth Harbour
Amazing house with fantastic views of the harbour. Great location as you can either walk to the beach or the town, or get the historic rowing ferry for a couple of quid, right at the bottom of the steps of Nothe Gardens. The house was really well equipped and had everything we needed for our stay, making it feel like a home away from home. Good size bedrooms with plenty of space downstairs for the 8 of us. The garden is a real sun trap and we enjoyed watching the sunsets in the evening. The hosts were brilliant - we couldn’t access the shed to get the BBQ and whilst we were out they had changed the lock and got it out ready for our return, amazing service! It was a lovely long weekend and we could’ve easily stayed longer - I can’t recommend Nothe House enough! Thank you so much!

Sea Pilot's Cottage | On the harbour | Sleeps 6
Beautiful property in an excellent location. Would highly recommend this airbnb to anyone visiting weymouth! The house is immaculate, probably the cleanest air bnbs I've ever stayed in! The view from the living room is stunning, looks directly out into the harbour, you can just sit there and watch the world go by. It was really easy to get around, all the bars and restaurants in walking distance. Parking is also 5 min walk down the road. We came with a 9 month old and the host was able to accomodate us with a cot and highchair which was really helpful. Generally, the house is very well equipped and has beautiful kitchenware if you plan on having an evening in. Overall a great stay and a lovely host who was super responsive.
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- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Boscombe Beach
- Southbourne Beach
- The Tank Museum
- Crealy Theme Park & Resort
- Highcliffe Beach
- Preston Sands
- Sandy Bay Beach Blue Flag Winner 2019
- Blackgang Chine
- Torre Abbey
- Charmouth Beach
- Man O'War Beach
- Poole Quay
- Dawlish Warren Beach
- Beer Beach
- Oddicombe Beach
- Hurst Castle
- Palace House
- Watcombe Beach
- Tapnell Farm Park