
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.

Luxurious rural retreat
The Lodge at Willen Farm is a beautiful single level converted barn on the outskirts of the quiet village of Leigh, just 4 miles from the town of Sherborne in Dorset. The Lodge provides the perfect location for a relaxing escape to the rural countryside, yet just 40 minutes from the fabulous Jurassic coastline. Spacious accommodation with two double bedrooms, one with en-suite shower/toilet and a separate bathroom. Contemporary style with an outside patio area. Parking and a small garden area.

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.

Seaside Retreat – Cosy 2-Bed, Garden & Murals
Welcome to your seaside escape — a cosy, art-filled hideaway just two minutes from the beach. This relaxed little home is full of personality, plants, and sunshine. My sister’s hand-painted murals and original artwork give the space a creative, soulful feel, and the private garden (a total suntrap in summer) is perfect for morning coffee or evening drinks. Whether you're here for sea swims, a weekend reset, or just a change of pace, this is the kind of place made for feeling at home.

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.

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

Luxury waterfront 5 bed house
A newly built 3 storey 5 bed detached house with stunning harbour views, 5 mins to Sandbanks beaches. Direct access to the water, Kayaks available for hire. 2 of the 5 bedrooms have sea views and share a balcony. All 5 bedrooms have en-suites and the master bedroom has a freestanding bath overlooking the sea. It has a bespoke layout with an open plan kitchen/dining area on the 3rd floor which makes the most of the stunning views at the highest level of the house.

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.

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

Spacious Caravan near sea Weymouth Bay Haven

Luxury 5 Bedroom House - Games Room & Hot Tub/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

Gamekeeper's Cottage

The Stalls Studio, Durdle Door
Weekly house rentals

Sally Hall ⭐️Large central Portland home

A short stroll to Chesil Cove

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

Stone's Throw, Portland, on the Jurassic Coast

Schooner Cottage

Luxury Cottage with Copper Bath and Scenic Trails

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

Cove Cottage: Grade II listed with sea views
Private house rentals

Delimar

Cosy Coastal Cottage • Sea Views & Dogs Welcome

Private Self-Contained Hideaway

Beautiful cottage with sea views & sunsets

Cheesemans Cottage

Fabulous Coastal Family Cottage - Portland, Dorset

Stonehouse - a big beautiful house with sea views

2-bed house near beach, WPNSA and marina.
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- Rentals with a fireplace Isle of Portland
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