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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.

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Top guest favorite
An open-plan living area features rustic stone walls, creating a warm ambiance. A wooden dining table is set for two, accompanied by stylish wooden chairs. A cozy seating area with a wicker chair and soft cushions invites relaxation, while large windows allow natural light to fill the space.
Home in Ryall
4.99 out of 5 average rating, 257 reviews

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.

Guest favorite
A charming facade of a cottage features a bright blue exterior with white shutters adorning the windows. The front door, painted white, includes a decorative panel. A welcoming atmosphere is created by the vibrant color, framed by traditional building elements.
Home in Dorset
4.94 out of 5 average rating, 142 reviews

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

Top guest favorite
A light-filled living space features a grey sofa adorned with yellow cushions, paired with a wooden coffee table. A kitchenette with modern cabinetry, a washing machine, and essential appliances is visible in the background, enhancing the room's functional layout.
Home in Dorset
4.97 out of 5 average rating, 101 reviews

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.

Guest favorite
A stone cottage features a light green door framed by greenery. Large windows allow natural light to illuminate the entryway, while shrubs and trees create a peaceful, sheltered setting. The roofline peaks gently against a backdrop of clear blue skies.
Home in Martinstown
4.96 out of 5 average rating, 106 reviews

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.

Top guest favorite
A cozy lounge area features a soft gray sofa with striped cushions, complemented by a small side table and a decorative plant. A desk with a chair sits nearby, illuminated by a stylish lamp. The open layout leads to the kitchen, enhancing the inviting atmosphere.
Home in Dorset
5 out of 5 average rating, 182 reviews

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.

Guest favorite
A spacious bedroom features a wooden bed with soft bedding and decorative pillows. Flanking the bed are two bedside tables with lamps. The wall behind is painted in a refreshing green hue, while a set of light towels is neatly arranged on the bed.
Home in Dorset
4.89 out of 5 average rating, 123 reviews

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.

Top guest favorite
A modern studio with a wooden exterior is set on a spacious wooden deck, bordered by potted plants. Large glass doors and windows provide ample natural light and views of the surrounding countryside.
Home in Cruxton
4.98 out of 5 average rating, 302 reviews

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.

Top guest favorite
A tall stone monument is prominently situated atop a grassy hill, surrounded by lush greenery. A weathered wooden signpost stands in the foreground, pointing in two directions. The sky features scattered clouds and clear blue sections, creating a bright outdoor scene.
Home in Dorset
4.97 out of 5 average rating, 146 reviews

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

Guest favorite
A living area features light-colored furniture, including a cozy sofa adorned with decorative pillows. A flat-screen television sits on a dark wooden unit. Artwork depicting a sailboat and a wooden oar add character to the walls. Natural light enters through a window with light shades.
Home in Dorset
4.86 out of 5 average rating, 143 reviews

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.

Top guest favorite
An open-plan living area features a spacious bed adorned with a floral-patterned duvet. A comfortable sofa and coffee table are visible, with bifold doors leading to a terrace. Natural light fills the room, complemented by a small table with fresh flowers and a map on the wall.
Home in Wynford Eagle
4.92 out of 5 average rating, 278 reviews

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.

Top guest favorite
The landscaped garden features a combination of grass and patio areas, with a stone pathway leading through the greenery. A small outdoor seating area is present, surrounded by tidy plants and a mature olive tree, creating a serene outdoor space.
Home in Dorset
4.98 out of 5 average rating, 195 reviews

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.

Guest favorite
A charming cottage exterior features a light-colored facade with a slate roof, framed by greenery and stone details. The entrance, highlighted by a classic columned portico, is complemented by two windows on either side, providing a welcoming and quaint appearance.
Home in Dorset
4.92 out of 5 average rating, 226 reviews

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.

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