
House vacation rentals in Isle of Portland
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Top-rated house rentals in Isle of Portland
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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.

Blue Skies Retreat,Modern house Chesil Beach
Modern semi-detached house located two minutes walk from Portland Marina and Chesil beach. Perfectly situated for divers, walkers sailors and anyone who pursues water based activities. Pubs restaurants and takeaways within walking distance of the house. Private parking situated at the front of the property. This house has a modern contemporary interior with two double bedrooms. One of these with twin beds. Enclosed rear garden with patio and seating area perfect for watching the Chesil sunset.

Home from home
Enjoy a stylish experience at this centrally-located accommodation. Coming with a friend but don’t want to share bed, bed settee available, request when booking. Nature reserve within a minute walk, off main road but short walking distance to beach, shops, pubs and local buses. Off road parking for 1 car, small outside seating area to enjoy your morning cuppa or evening drinks. Self contained with own front door. Stair lift on request, bathroom has low level access shower, handrails and seat.

Cottage near Sandbanks
Harbour Cottage is a charming two storey house, just a short stroll from the shores of Poole Harbour and the renowned beaches of Sandbanks. A fully fitted kitchen and spacious lounge on the ground floor include a 40in TV with Bose sound bar and desk area with fast wifi. A fully enclosed garden has a table, chairs and BBQ for alfresco dining. The spacious bedroom, with king size bed and single bed, is complemented by a luxurious en-suite shower room . Private off road parking for 2 cars.

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.

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.

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.

1-Bed Escape / Parking and Jurassic Views
FREE PARKING, FAST Wi-FI and sweeping Jurassic views welcome you to this cosy 1- Bed Hideaway. Perfect for couples, small families or solo travellers seeking quiet lane near coast path. Comfortable Double bed Ensuite walk in shower and separate bath Kitchenette Lounge area Separate private patio Smart TV Private off-road parking for up to two cars Superhost care -replies within an hour, book now !

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.
Popular amenities for Isle of Portland house rentals
House rentals with a pool

Susie's Caravan, Dorset

Spacious Caravan near sea Weymouth Bay Haven

Stunning Home with Roof Terrace at Silverlake

East Creek + beach side + pool, dog Ringstead Bay

Flint Cottage for two with indoor pool & sauna

Peaceful West Dorset location

The Lighthouse (BR03), Silverlake, Dorset

Gamekeeper's Cottage
Weekly house rentals

Sally Hall ⭐️Large central Portland home

Beautiful cottage with sea views & sunsets

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

Stone's Throw, Portland, on the Jurassic Coast

Luxury Cottage with Copper Bath and Scenic Trails

Chesil House

Sea Pilot's Cottage | On the harbour | Sleeps 6

Lower Cliff 9
Private house rentals

A short stroll to Chesil Cove

Private Self-Contained Hideaway

Cosy Coastal Cottage • Sea Views & Dogs Welcome

Cobweb Cottage, Winfrith Newburgh

Schooner Cottage

Fabulous Coastal Family Cottage - Portland, Dorset

2-bed house near beach, WPNSA and marina.

Stonehall House - a big and beautiful seaside home
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