
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 Isle of Portland house rentals
House rentals with a pool

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!

Large Airy Barn conversion, 5 bedrooms, Jurassic
My friends and I had such a lovely stay here over Easter! The perfect place for a city break. The house itself is airy and spacious (we were 11 and had space to ourselves!) with a big entertaining kitchen and an outdoor dining spot that catches the sunshine. Gorgeous surrounds for classic English countryside rolling hill views, and really close to towns and pubs and coastal walks. Would definitely return!

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 ☺️

Gamekeeper's Cottage
We booked Nigel and Adele's cottage very last minute and they accommodated us with no problems. The cottage is child friendly- stair gate, travel cot, high chair- everything was ready and in place when we arrived for which we were very grateful. Very impressed with the details e.g. the provision of breakfast items, homemade cake, toy basket, 2 types of pillow etc. I would highly recommend this stay if you have a toddler as the gardens are extensive and the surrounding area is great for walks and exploring!
Weekly house rentals

Delimar
We loved staying here. There was a large supermarket as well as local shops and cafes within walking distance. It was easy to get around Portland and further afield from here. It had all the amenities we needed and it was clean and very welcoming. I would definitely recommend it for a stay.

Wayfarers Cottage Fortuneswell Portland, UK
What a beautiful homely cottage. Excellent layout, lovely rear garden where you get the sun most of the day. Everything you can think of you need, is there. Perfect for great walks, the SW coastal path at the bottom of the road. We had sun all week, so no need for the log burner but can imagine a winter afternoon there being all cosy. Thanks again Valerie, we all had a great time and sad to be back home.

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.

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.

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

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

Jurassic coast (2 bedroom, 2 bathroom cottage
Beautiful cottage and garden close to the beach Penny and David were great hosts

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!

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.

Home from home
A lovely private property in a quiet street. Spotlessly clean with a modern kitchen and bathroom. The town and seafront are a 30 minute walk but it's a very easy route and it was nice being away from main town. Julia and Paul were very friendly when I met them and I had a great stay
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- Rentals with beach access Isle of Portland
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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