
House vacation rentals in Isle of Portland
Find and book unique houses on Airbnb
Top-rated house rentals in Isle of Portland
Guests agree: these houses are highly rated for location, cleanliness, and more.

West Dorset cider barn with far reaching views
The grade two listed cider barn, with its own pretty terrace, has double french doors which flood the open plan living area with morning light. It is a five minute drive from the Jurassic coast with beautiful beaches and opportunities for fossil hunting . The barn has far reaching views spanning across the Marshwood Vale. This stylish and extremely comfortable new conversion is set in 11 acres of wildlife rich meadows land . It is an ideal base for exploring this beautiful part of West Dorset.

Charming Portland house with sea and sunset views
Welcome to our renovated Dorset getaway. Our Portland stone house is 5 minutes walk from Chesil Beach and 20 minutes walk to the Weymouth & Portland National Sailing Academy. The Isle of Portland is an idyllic spot to relax with stunning sea views or base yourself to explore the many activities in the area: walking, coasteering, horse riding, sailing, water sports, alpacas etc. The house is perfect for a self catering getaway but there are great restaurants a short walk away.

Portland Stone Cottage on Chesil Beach
Three storey house with a recently refurbished kitchen. Neutral decor, plenty of space for a large family, outdoor patio with seating area, two TVs, central heating throughout, fridge/freezer, washing machine, bathroom with bath/shower, separate toilet. 1st floor: Double bedroom with TV and a single bedroom . 2nd floor: large bedroom with a double and single bed. A stone's throw away from Chesil beach, supermarket nearby, on the bus route, sea views and a peaceful neighbourhood.

Cheerful one bedroom home in the heart of Dorset
A great base for exploring Dorset and centrally-located. This newly decorated self contained 1 bedroom annexe has a fully equipped kitchen & in the county town of Dorchester, the birth place of Thomas Hardy. It is a perfect base to explore the beautiful countryside and Jurassic coast! The town’s amenities are only a short walk away including the new Brewery Square development. Complimentary tea and coffee also provided. Please note, we are unable to accommodate children

Fair Winds House
Fair Winds offers a getaway just a stone's throw from the ocean and Portland Marina with allocated parking and enclosed garden. Wake up to sea views 2 minutes walk from Portland Castle Beach, or 5 minutes to the renowned Chesil Beach. We have a brilliant bakery and the beachside sauna, both just around the corner. For a peaceful retreat or an adventure by the sea, Fair Winds is an ideal base for exploring the wonders of Dorset's stunning coastline.

Beautiful farmhouse in Dorset
Sunnyside at Waterhouse Farm is a spacious farmhouse on our working farm in West Dorset, surrounded by fields and woodland. The house has a fenced garden and easy access to miles of local footpaths. Upstairs are two large ensuite bedrooms: one with a king bed, the other with either three singles or a double and single. Downstairs features a cosy sitting room with wood burner, an open-plan kitchen and dining area, plus a utility room with cloakroom.

Swallows Return - Alpacas-Gardens-Brook-Tennis
Nestled in an area of Outstanding Natural Beauty, Wynford Eagle is one of West Dorset's hidden gems. Swallows Return is a cosy studio retreat, a haven for peace and relaxation which opens out onto a large terrace with stunning views of the valley, 8 acres of grounds and gardens and beautiful alpacas. A great base to explore Dorset, situated just 15 minutes from the Jurassic coastline and all this incredible area has to offer.

The Stable
The Stable is a stylish converted barn for two, or a couple with a young child, set on a peaceful working farm in Broadoak. Surrounded by rolling hills and country walks, it’s just a short drive to Bridport and the Jurassic Coast. The spacious interior blends comfort with character, and outside there’s a private, landscaped garden with lawn and patio — perfect for relaxing after a day exploring Dorset.

Kingfisher Lodge with Private Riverbank
A beautiful Lodge set in 7.5 acres with its own riverbank, situated down a Dorset country lane. Set amongst fields, the tranquil, peaceful surroundings make the accommodation perfect for those who want to get away. Devoid from light pollution, the sweeping skies make it an ideal spot for star gazing. The Jurassic Coast is only a short drive, with beautiful coastal walks. A perfect break!

Top To Bottom beautiful cottage heart of Easton
My place is close to great views, restaurants and dining. You’ll love my place because of the location, the people, the outdoors space, and the neighbourhood. My place is good for couples, families (with kids), big groups, and furry friends (pets).

April's Cottage, sea views close to Chesil Beach
Escape from it all in this little cosy character cottage crammed with history and home comforts including own parking right outside your front door. Located in the heart of the Jurassic coast, moments from Chesil Beach, local shops, pubs and cafes.

Character 4 bedroom house, Weymouth Harbour
Hartlebury End... your stunning home from home just a few minutes walk from Weymouth's outer harbour, town & beautiful sandy beach. Own car port & lovely enclosed garden. Friday changeovers preferred if staying for weekly durations.
Popular amenities for Isle of Portland house rentals
House rentals with a pool

Woodcutter's Cottage

Susie's Caravan, Dorset

Spacious Caravan near sea Weymouth Bay Haven

Large coastal cottage with spa and private pool

Stunning Home with Roof Terrace at Silverlake

Luxury House 100m to beach - sleeps 8 Pool+Hot Tub

East Creek + beach side + pool, dog Ringstead Bay

Flint Cottage for two with indoor pool & sauna
Weekly house rentals

A short stroll to Chesil Cove

Private Self-Contained Hideaway

Cosy Coastal Cottage • Sea Views & Dogs Welcome

Seaview Home w/Private Garden,BBQ,Decking,Fire Pit

Lower Cliff 8

Schooner Cottage

Luxury Cottage with Copper Bath and Scenic Trails

Sea Pilot's Cottage | On the harbour | Sleeps 6
Private house rentals

Sally Hall ⭐️Large central Portland home

Delimara

C Side House

Beautiful cottage with sea views & sunsets

2Houses and a Chapel by the sea

Spacious, Peaceful, Private House and Garden

Stonehouse - a big beautiful house with sea views

Stonehall House - a big and beautiful seaside home
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- Thames River Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Pet-friendly rentals Isle of Portland
- Rentals with a fireplace Isle of Portland
- Rentals with beach access Isle of Portland
- Rentals with breakfast Isle of Portland
- Townhouse rentals Isle of Portland
- Waterfront rentals Isle of Portland
- Family-friendly rentals Isle of Portland
- Rentals with a patio Isle of Portland
- Rentals with a washer and dryer Isle of Portland
- Rentals with outdoor seating Isle of Portland
- Cottage rentals Isle of Portland
- Rentals with a firepit Isle of Portland
- Beachfront rentals Isle of Portland
- House rentals England
- House rentals United Kingdom
- New Forest national park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Boscombe Beach
- Bournemouth Beach
- Kimmeridge Bay
- Highcliffe Beach
- Southbourne Beach
- The Tank Museum
- Poole Quay
- Crealy Theme Park & Resort
- Preston Sands
- Sandy Bay Beach Blue Flag Winner 2019
- Mudeford Sandbank
- Beer Beach
- Blackgang Chine
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Oddicombe Beach
- Oake Manor Golf Club
- Hurst Castle
- Elberry Cove
- Compton Beach




