
Cottage holiday rentals in Isle of Portland
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Top-rated cottage rentals in Isle of Portland
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Popular amenities for cottage rentals in Isle of Portland
Cottage rentals with a hot tub

Cherry Lodge
Lovely property and great for our family get together. Everything very clean and kitchen very well equipped. We enjoyed the hot tub- need to use own towels. Dining room great for family to eat together. Good location although better to have a car to visit local sights. Really enjoyed our weekend .

Romantic Retreat with hot tub
We had a lovely stay at Andrew’s airbnb. Our little cottage was so peaceful and really helped us relax after a long week! We felt right at home and had everything we needed. Andrew is lovely and communicated well, giving us clear instructions on how to get to the house and how to use the amenities. Thank you for a lovely stay!💗

A Stunning Dorset Thatched Cottage - Dog friendly
Ruth's cottage was wonderful. The garden is totally fenced so it's dog friendly. The cottage was clean and had everything we needed for our short stay. The bed was comfortable and nicely firm. We enjoyed the hot tub and sitting on the decked terrace when the sun came out. Ruth left us a small food hamper with bread, crisps, bread, milk and wine. Our spaniel enjoyed her walks into the Moreton village and playing in the ford. Moreton village has a walled garden and a cafe, and the church windows are something to see. Also, Lawrence of Arabia is buried in the village grave yard (separate from the church yard)

The Cottage, Parsonage Farmhouse with hot tub
Helen and Martin were lovely and welcoming hosts. House was so clean, and the beautiful garden so peaceful and private. We thoroughly enjoyed our stay, meeting all the gorgeous dogs, relaxing in the hot tub and walking to the local pub - with delicious food. Would thoroughly recommend and will definitely return! Thank you Helen and Martin 😊

Charming Brick Cottage with a Patio and Hot Tub
A homely and clean accomodation on beautiful settings on a farm, reminding us of memories of staying on farms in our childhood. Approximatley 30 mins from Weymouth where we carried out our bucket list - a visit to Durdle Door by boat, attendning the festival, swimming in the sea, going on the big wheel, eating delicious meals and relaxing in beautiful harbour settings. And where we could return from our days out to relax in our wonderful accomodation, sit in the garden, with a barley field backed on to us, listen to the cows in nearby fields and relax in the hot tub! Spending time together away from the hustle and bustle of life. Our host Jane made us feel very welcome, providing us with helpful information and was at the end of a phone or text if we needed any additional help. Thank you Jane - we made precious memories during our stay

The Hideaway - sustainable hidden gem with hottub
We had a great stay at the Hideaway. The property is really beautiful, peaceful and relaxing, sitting in the middle of farmland and surrounded be countryside. I can really recommend the Hideaway if you are looking for somewhere to decompress and unwind. Thank you Amy for all your help.

Ranmoor Estate - Robin Lodge - Hot Tub & A/C
Very nice place. Hot tubs not as private as could have been but very nice pod. Sofa had a slight dog smell would be my only real complaint.

Tranquil modern cottage with outdoor bateau bath
Glebe Farm Cottage has been simply perfect during my nearly 2 month stay this May & June with my cocker spaniel. It has everything you need for a relaxed break; incredible views, sunsets, local walks, an alfresco bath in the private gravel garden with lashings of hot water to relax in & listen to the birdsong & the buzzing of the bees. You can lie there sipping your favourite wine and enjoy the utter quiet, interspersed with the occasional air display from nearby Compton Abbas airfield. The village is gorgeous, ducklings on the pond, handy coffee and essentials vending machines tucked just 50yards away from the cottage for you & walkers who visit this lovely place. Tessa has been the perfect host, touching base when needed & providing the softest linen for the most comfortable sleep imaginable. The cottage is wonderfully laid out and decorated & I’m definitely taking some house & garden design tips to my new home. Thank you, it’s been fabulous.
Pet-friendly cottage rentals

Cottage in the heart of Montacute
Had a wonderful solo stay with my dog at Dawn’s place. The cottage was cozy, quiet, and perfect for unwinding. Great local walks right from the door, a friendly dog-welcoming pub nearby, and a real sense of peace. Felt safe and relaxed the whole time —would absolutely return. Thanks for having us Dawn!

Idyllic hidden cottage in the heart of Bridport.
One of the best places I’ve stayed! It really felt like home away from home. It has been so beautifully renovated and although small, it really doesn’t feel like it. I will 100% be coming back! The location was amazing. We ended up parking in the nearby car park which only cost us £15 for 3 days. Very short walk into town and a nice long walk to West Bay but very easily doable. The house itself was super peaceful and quiet! Had the best nights sleeps too, even in the hot weather! Holly was super easy to communicate with too and always replied straight away!

The Pink House at Lulworth, Dorset
We had a brilliant stay at the Pink House! The house itself was beautifully decorated and was warm and inviting - we felt really at home here. Deborah was very friendly and responsive in her communication and sent us lots of local recommendations of things to do and places to visit. The garden was really private and we loved the built in BBQ and home-grown tomatoes and cucumbers, and the welcome basket that we're waiting for us when we arrived. The Pink House is in a great location with walks right from the front door and only 15-30 mins drive to the various beaches. We had a wonderful stay and wished we booked for longer - we'll definitely be back again!

The Parlour, Duntish Mill Farm, EV Charging
A lovely peaceful stay in a beautifully finished and comfy space. A great trip all round, would definitely recommend a visit!

Shepherd's Cottage
Lovely little cottage which was immaculately clean and well presented with rustic aesthetic. Interior and exterior are beautiful. Hosts were very welcoming and friendly and there to help for anything we needed. Bed was comfy and we had 2 nights of great sleep. Very quiet and lovely to hear all of wildlife and no hustle and bustle from vehicles. The cottage was pet friendly and our dog was really content and loved the garden. The bath on the end of the second night was a great added bonus. Although the cottage is very rural, it was really easy for us to travel to local towns, pubs and attractions. We would recommend to anyone wanting to explore Dorset and would love to stay here again.

Tudor Rose Luxury thatched cottage Dorset.
This is our second time staying at Denise’s lovely cottage in Stourpaine and I’m sure we’ll be back. The cottage is perfect, spotlessly clean, has everything we needed and the location is ideal. We really enjoyed sitting in the garden this time - the garden is lovely and really private. It’s the perfect Airbnb - highly recommend!

Chocolate box cottage, Sleepy village, Sea 30 mins
Beautiful cottage, very peaceful and private. Loved how perfectly wonky everything is. Great location to get to nearby beaches. Helen was very proactive and kept in touch throughout. If we visit this way again I wouldnt hesitate to book another stay.

Willow Tree cottage.
Love little place that we’d definitely come back to again even in the winter with log burner being there. Would definitely recommend.
Private cottage rentals

Pigs' House - cosy, rural cottage in West Dorset
very nice and cosy accomodation, in the middle of nowhere (what we wanted). well equipped. very relaxed stay.

Character Cottage close old harbour, beach & town
Weymouth is an easy spot to explore the Jurassic Coast from as a base. The home is centrally located to the Esplanade, nightlife, train, local and tourist bus locations, and some great restaurantants like the Ship Inn and Rockfish. Chesil Beach, Portland Bill, are a short local bus visit away, as was the Crab House Cafe (!!!). We didn't spend much time on the beach or along the quay, but the flat is very close to all of this. We didn't hear any noise from the carpark across the path during our stay, but with the windows open there was just a little of the evening school holiday chatter in the evening - nothing that would bother you - actually quite nice to hear folks out and about enjoying themselves. Home had some nice biscuits and basic hot drink supplies. Also, thankfully, not a long list of chores to attend to at the end of the stay! Grateful for that! All together, lovely spot and so well situated that no need for a car to enjoy Weymouth, Lyme Regis, Chesil Beach, or Corfe Castle.

Pilgrims Cottage-Luxury Grade 1 Listed cottage
Beautifully restored home in the most extraordinary location - opposite the Church, and with the remains of the ancient Abbey just down the road. Everything in the house is the finest quality - even the hairdryers are GHD! You’ll be very comfortable. Pollyanna was a perfect host. Three characterful pubs in this small, quaint town, and just a 15 minute drive to Dorchester (go to the Curiosity Centre!). Would very happily stay again.

Cornerstone Cottage - Harbourside Retreat
Beautiful accommodation, lovely blend of old cottage but with all updated mod cons ! Fantastic location, with stunning harbour views. Bars, restaurants and the town all with easy walking distance.

Beach Views Cottage, Portland - Stunning & Cosy
The cottage is beautifully refurbished and clean throughout. It was a pleasure to stay there, and was very relaxing. Andy and Sam prepared a very thoughtful welcome pack for us, after asking our preferences. I can’t recommend this place enough!

Peaceful cottage in West Dorset
Absolutely wonderful stay at Rebecca’s. The property is charming (and super clean, up to date etc.) and it is set in a stunning area of countryside so it’s the perfect place to relax and unwind. The house had everything we needed and we felt right at home immediately. The location is perfect too - beautiful walks right from the house, a short drive from the coast but nicely away from the busier areas. Rebecca’s communication, flexibility and hospitality were also exceptional which all contributed to a brilliant holiday. Would highly recommend and looking forward to returning!

The Old Stable central & OSP, 2 bed/2 ensuite
Lovely home in the heart of Corfe Castle. Cosy; great base to explore old Harry rocks, durdle door etc.

18th Century Cottage Annex - nearJurassic Coast
fantastic stay, thank you to Dorothy for making our stay so enjoyable and relaxing, great folder left with recommendations on where to visit, where to go to eat etc, the views from the pub beer garden were just amazing. we went to a couple of local beaches and to monkey world, and corfe castle. and explored the surrounding beautiful village. annex was lovely, cosy and enjoyed using the private decking and garden. only one negative is that the water tasted chemically( if that's a word hahah) but we got around this by rinsing the kettle after each use and refilling the water per use. Thanks for a wonderful relaxing stay in beautiful Dorset.
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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