
House vacation rentals in Weymouth and Portland District
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Top-rated house rentals in Weymouth and Portland District
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.

Blue Bay Cottage - Cove Street, Weymouth Harbour
Beautiful 3 bedroom cottage close to Weymouth harbour and town centre. Own entrance leading to dining room, kitchen, conservatory, cloakroom and rear courtyard. Stairs to lounge with gas stove, bathroom with large shower and single bedroom. Further stairs to master bedroom and twin bedroom. Kitchen with integrated dishwasher, fridge, Neff hide and slide oven, microwave. The cottage has gas central heating and a parking permit for on street/harbourside parking. WiFi and outside space to sit

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.

Enchanting Manor Coach House
An elegant, relaxed home in the grounds of the Manor in this AONB with walks directly from the house. The pretty village of Winterbourne St. Martin (Martinstown) has a great pub and a super village shop both within a short walk. Close to the Jurassic Coast and spectacular country views, its the perfect place to chill after a walk, a day at the beach (approx five miles away) or visiting the many attractions in and around Dorchester. Guests have a private garden, and access to a tennis court.

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.

Cruxton Studio, an Idyllic Countryside Escape in Dorset
Tucked away amongst fields down a Dorset country lane, Cruxton Studio is the perfect getaway. After an invigorating walk, return for tea and a homemade Dorset Apple Cake or simply sit outside and listen to the wildlife. Clean lines and soft tones create a fresh feel, while sweeping skies make it an ideal spot for stargazing. The property is surrounded by beautiful countryside with walks and cycle rides straight from the door and the Jurassic Coast is only a 20 minute drive 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

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.

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 Weymouth and Portland District house rentals
House rentals with a pool

Susie's Caravan, Dorset

Large coastal cottage with spa and private pool

Sand Martin (BV07), Silverlake, Dorset

Country House - Pool Jacuzzi Escape Room Karaoke

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

5-Bedroom Retreat w/ Pool, Sauna, Garden & Bar
Weekly house rentals

Private Self-Contained Hideaway

Stone's Throw, Portland, on the Jurassic Coast

Luxury Cottage with Copper Bath and Scenic Trails

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

Newly renovated, 3 bed, 200m from beach, parking

The Palms at No10 - Spacious and Family Friendly

1GB Wifi | SuperKing bed | Sport TV | Washer/Dryer

Otter Cottage - Luxury harbourside cottage
Private house rentals

Cottage 5 mins walk to Harbour

Beachside Cottage with Panoramic views of the sea

A short stroll to Chesil Cove

The Chapel at Litton Cheney

Cobweb Cottage, Winfrith Newburgh

Peaceful Dorset Mill House

Chesil House

Henley House
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