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House holiday rentals in Isle of Portland

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Isle of Portland

House rentals with a pool

Guest favourite
Home
5 out of 5 average rating, 18 reviews

14 Wood Farm near Charmouth

TerryRating, 5 stars5 months ago
Clean, cosy and comfortable and still feels new. Good shower and comfy beds (although my 5’6 son said the single bed was a bit short and narrow for him - the only issue as everything else was perfect). The holiday park is quiet and well maintained, we enjoyed the heated pool and dog walking area around the fishing lake. The pygmy goats are so cute!
Superhost
Home
5 out of 5 average rating, 22 reviews

Launceston Farmhouse with swimming pool & sauna

ElizabethRating, 5 stars9 months ago
Gorgeous, well equipped house in peaceful surroundings. We wanted somewhere that we could unwind as a family after a busy few months with work and exams and this was perfect. Access to the pool was the cherry on the cake. Catherine and Sarah were great hosts.
Superhost
Home
4.84 out of 5 average rating, 112 reviews

Spacious Caravan near sea Weymouth Bay Haven

SuzanneRating, 5 stars3 months ago
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.
Top guest favourite
Home
5 out of 5 average rating, 33 reviews

Stunning Home with Roof Terrace at Silverlake

BarbaraRating, 5 stars2 weeks ago
The accommodation was spotlessly clean beautifully decorated, with luxuriously comfortable beds to sleep in, large fluffy thick towels. Kitchen equipment had everything Rhian’s accommodation is pure luxury.
Top guest favourite
Home
5 out of 5 average rating, 29 reviews

Charming thatched farmhouse, heated pool & cottage

PennyRating, 5 stars1 month ago
we stayed here to celebrate my husband's 60th birthday with friends and had a fabulous time. Beautiful location, very peaceful and relaxing. Good kitchen and comfy beds.
Guest favourite
Home
4.9 out of 5 average rating, 52 reviews

Large Airy Barn conversion, 5 bedrooms, Jurassic

WillRating, 5 stars3 months ago
Lovely barn, great for a big group (we were 7 adults, 2 kids). We were in there for Christmas and the place had a lovely homely feel to it, great for the festive season. Super warm, no issues there at all. Not perfect for little kids running around (hard times floors, mini steps, very hot AGA in the kitchen etc), a few issues with low water pressure in some of the bathrooms, but otherwise spot on. Would definitely recommend, thanks for a top stay.
Guest favourite
Home
4.94 out of 5 average rating, 49 reviews

Perfect Country Home. Plenty of outdoor terraces

JulesRating, 5 stars1 month ago
We had a gorgeous stay! The place itself is stunning and the furnishings extremely tasteful and comfortable. I would happily go back. Very much an elegant home from home!
Superhost
Home
5 out of 5 average rating, 3 reviews

Poacher's Cottage

AliceRating, 5 stars9 months ago
Our stay at Poachers cottage was really wonderful and exactly what we had wanted. The grounds are absolutely beautiful and the cottage was so thoughtfully and beautifully done. The facilities were incredible and we were very lucky to have the pool to ourselves with beautiful weather when we stayed. There was loads for our toddler to do and Adele had any bits we might need for him. I am pretty heavily pregnant and between the pool and the very comfortable beds I had a wonderfully relaxing stay and anytime I needed something, somehow it was already there in the cupboard or in the bedroom. We couldn’t have asked for more. Home made cake and local bits when we arrived and all. Honestly I’ve been so torn on whether to keep this place all to myself but I couldn’t help but rave about my holiday when I got home and have had 3 friends ask for the link to go and stay!

Weekly house rentals

Superhost
Home
4.77 out of 5 average rating, 132 reviews

Purbeck Escape - 5 bedroom detached

LouiseRating, 5 stars7 months ago
comfortable, clean and spacious. good comms and perfect location as a group of us were doing a local hiking event. fabulous scenery nearby as well
Top guest favourite
Home
4.98 out of 5 average rating, 188 reviews

Kingfisher Lodge with Private Riverbank

LouiseRating, 5 stars3 days ago
Wonderful few days stay! Such a peaceful place to be, so quiet and calm, perfect for a reset! The garden is truly dog friendly which was so perfect for our little escape artist! We were a short drive from lots of local villages and pubs and from the gorgeous coast. Highly recommend hive beach cafe, crab house, and the Saxon arms was good for a roast. We loved west bay beach for an early morning dip, modbury farm shop and Eweleaze dairy vending machine (a joy!) Thanks so much Andrea!
Top guest favourite
Home
4.95 out of 5 average rating, 58 reviews

2 East Walls, Wareham. Cosy 3-bedroom cottage

LucyRating, 5 stars4 days ago
We had a lovely stay in Wareham. The house is in a great location - you can walk into town, yet it’s very quiet, and it is a short drive to the coast. The house had everything we needed for a family of four and it was much more spacious than the photos suggest. Andy was very welcoming and provided a basket full of goodies. We’d recommend staying here.
Guest favourite
Home
5 out of 5 average rating, 33 reviews

Lovely Sea view Detached house by Hive Beach

PollyRating, 5 stars3 months ago
We had a fabulous few days here over the New Year, and would definitely love to return! The perfect spot for some fresh sea air and lovely walks, and a super comfy and cosy house, we loved it, thank you!!
Superhost
Home
4.76 out of 5 average rating, 527 reviews

Ryalls Stud Cottage

DavidRating, 5 stars2 days ago
Although the cottage was old it added to its charm. It was very cosy & comfortable for our one night stay. Lavina greeted us on our arrival & was friendly & made it clear we were to ask her if we had any problems which we did not. The field opposite the cottage owned by Lavina was a great place for our dogs to have a charge around. Am sure we will be back to stay again on our way down to South Devon. It’s a great half way stop.
Top guest favourite
Home
5 out of 5 average rating, 154 reviews

Wyndham Sock Barn, Hot tub, 5 en-suit bedrooms

BernieRating, 5 stars2 weeks ago
The family celebrated my birthday last year in a fantastic location in the Cotswolds. On leaving Rachel's airbnb this year my wife said: "I didn't think anything could beat last years house but the Barn was absolutely perfect". Believe me, this is high praise indeed.
Guest favourite
Home
5 out of 5 average rating, 13 reviews

Henley House

JemmaRating, 5 stars2 days ago
Henley house exceeded our expectations. Our group of 7 had a fantastic time and the house was great for us all to spread out and be very comfortable. The location is brilliant near wonderful coastal walks and running trails. As well as the pretty harbour. Enjoyed some table tennis tournaments in the evening c/o of the attached garage space. Great fun! Weymouth is such a lovely area and we will back. Hopefully to this lovely home from home!
Superhost
Home
4.84 out of 5 average rating, 19 reviews

Russett Cottage

MariaRating, 5 stars1 week ago
Really lovely cottage, very spacious, clean, comfy beds, nice garden and kitchen was very well stocked. Corfe Castle is a pretty village with lots of walks and easy access to Corfe Common. We were blessed with super weather, really enjoyed our stay.

Private house rentals

Guest favourite
Home in Dorset
4.81 out of 5 average rating, 26 reviews

Delimar

ShirleyRating, 5 stars4 days ago
I went away with my daughter and her 2 young children ages 2 to 5 years over the Easter weekend. The house is very spacious and has everything you need. The twin single beds were ideal for the children with a single bedroom next door for mum. I slept downstairs in the double bedroom it was very comfortable. The children did not feel restricted for space at all. the dining table was ideally placed for all of us . The convenience of having Tesco just around the corner with everything you need is a big bonus, so if you forgot to bring something it wasn't a problem. The island has so much to offer too. As Rachel explains, the entrance to the property is rather snug, but workable with a bit of shunting back and forth. The property was very comfortable, warm and relaxing and you don't have passing traffic or noise. we will definitely book to come down to Portland again and stay in Rachel's property. Thank you for a lovely break away. Shirley
Guest favourite
Home
4.91 out of 5 average rating, 11 reviews

C Side House

StephanieRating, 5 stars1 week ago
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.
Guest favourite
Home
5 out of 5 average rating, 10 reviews

Islands Wrest. 2 Bedrooms. 2-3 Beds. Pet friendly.

AudraRating, 5 stars7 months ago
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
Top guest favourite
Home
5 out of 5 average rating, 16 reviews

House on the Jurassic Coast, Dorset

KarenRating, 5 stars3 weeks ago
Our stay at Katy’s house was outstanding. From first booking Katy was very friendly and helpful with advice on places to visit and eat. She accommodated our requests in an efficient and understanding manner. The house was extremely spacious, clean, well equipped and comfortable, particularly the beds! The children loved discovering the playroom with its toys and games. The giraffe became a family pet to our granddaughter. We had a sunny stay so the large garden was a welcome extension to our outdoor fun. None of us wanted to leave. We hope to go back one day and share this discovery with friends.
Top guest favourite
Home
5 out of 5 average rating, 5 reviews

Rural Retreat Luxury Farmhouse with 3 Acre Gardens

BarryRating, 5 stars3 months ago
The perfect place for Christmas. The house was decorated for Christmas very beautifully with two trees, a beautiful wreath on the front door and beautiful garlands decorating all the wooden beams. The house was very comfortable, lovely and warm. There was more than enough space for all ten of us. The sunsets were spectacular from the house and so lovely to see steam trains chugging past. Sarah and Julian were also very generous and left a large selection of sweets, biscuits and wine. All in all a fabulous Christmas getaway.
Superhost
Home
4.7 out of 5 average rating, 66 reviews

La Carabela, 3 bed house, Lulworth Cove

AbbiRating, 5 stars1 month ago
Beautiful location, perfect for walks and pottering in Lulworth. Home was very peaceful and lovely to stay in.
Superhost
Home
4.67 out of 5 average rating, 15 reviews

Down by the Riverside lovely south facing garden

SusanRating, 5 stars3 months ago
The house was ideal for our Christmas guests. Louise and Barry could not have been more helpful and kind and we loved the Christmas decorations!!
Top guest favourite
Home
4.96 out of 5 average rating, 69 reviews

2-bed house near beach, WPNSA and marina.

LyndaRating, 5 stars1 week ago
My husband and I enjoyed our stay very much. We have stayed in various places on Portland over the past 30 years and this was definitely one of the most comfortable, with all the amenities we required. It was lovely having n outdoor space to sit in the sun. We would not hesitate to recommend it to anyone wishing to spend a holiday on Portland. Thank you Michelle.

Destinations to explore