
House holiday 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.

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.

Guests Favorite Coastal Cottage, walk to beach
Our cottage is on the southwest coastal path, a couple of minutes walk to the beach and sleeps 7. It's dog-friendly, free parking & ideally located to enjoy family holidays and watersports with safe beaches for swimming. Quiet tranquil area but near enough for each access to all the main attractions. Bedroom 3 can either be a king-size bed or set up as a twin with two single beds. It looks onto safe green areas for children & dogs to play. The cottage is well equipped. Saltpath_cottage

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.

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.

Cottage in Bower Hinton
Beautifully finished one bedroom barn conversion, part of Hillside Farm- a 19th Century hamstone barn. Carefully renovated with king size bed, generous walk in shower, open fire and well equiped kitchen to make your stay as comfortable as possible.

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.

Boutique Harbour Stay - walking distance to Beach
Stylish cosy cottage recently renovated within very close walking distance of Weymouth Harbour and award winning beach. Offering the perfect place to explore Dorset, the Jurassic Coast or to simply relax and escape for a while.
Popular amenities for house rentals in Weymouth and Portland District
House rentals with a pool

Susie's Caravan, Dorset

Spacious Caravan near sea Weymouth Bay Haven

Large coastal cottage with spa and private pool

Your Own Private Indoor Pool. Rural Seaside

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
Weekly house rentals

Cottage 5 mins walk to Harbour

Beachside Cottage with Panoramic views of the sea

Private Self-Contained Hideaway

Luxury Cottage with Copper Bath and Scenic Trails

Idyllic stay near James Mays pub

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

Wolf Cottage - Stunning Harbourside Cottage

The Palms (Weymouth) Spacious and Family Friendly
Private house rentals

Little House at the Seaside.

Beautiful cottage with sea views & sunsets

Cobweb Cottage, Winfrith Newburgh

Spacious oasis of calm

The Rabbit hole Weymouth 5 mins walk from beach

Stone's Throw, Portland, on the Jurassic Coast

Cove Cottage: Grade II listed with sea views

Valley View - Newly converted with amazing views
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- House rentals England
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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Stonehenge
- Bournemouth Beach
- Boscombe 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
- Man O'War Beach
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- Torre Abbey
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