House vacation rentals in Weymouth and Portland District

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Top-rated house rentals in Weymouth and Portland District

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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, 135 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

Guest favorite

A serene beach scene is presented, featuring gentle waves lapping against the shore. A small boat can be seen in the distance, with a sandy beach bordered by a low fence. Lush greenery frames the view, enhancing the natural coastal landscape.

Home in Dorset

4.89 out of 5 average rating, 102 reviews

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

Superhost

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, 105 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.

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, 123 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.

Guest favorite

A well-maintained outdoor space features a stone pathway leading through a landscaped garden with various plants and flowers. A wooden deck area offers seating, while a pergola provides shade. The garden is enclosed and creates a private setting for relaxation.

Home in Dorset

4.89 out of 5 average rating, 109 reviews

3 bed costal home with parking & garden, Weymouth

Sunnyside Weymouth is a bright, spacious 3-bed home with parking, just a short walk from the award winning beach, harbour, shops, and cafes. Unwind in the large, comfy lounge with Smart TV, cook with ease in the well-equipped kitchen, and relax in the sunny garden. Ideally located for exploring local attractions and the stunning Jurassic Coast, with scenic trails, historic sites, and family-friendly activities all nearby.

Top guest favorite

A cozy sitting area is positioned by a large window, providing a clear view of the beach and sea. A blue armchair sits invitingly, with wooden railings framing the space. Light streams in, enhancing the bright, airy ambiance.

Home in Dorset

4.97 out of 5 average rating, 157 reviews

Stylish Beach House moments from the beach

Bay House enjoys an exceptional seafront position just moments from the sandy beach and is located in the historic Cobb Hamlet. Presented in a modern contemporary style with great attention to detail, the property takes in incredible views of the sandy beach, sea and West Dorset Coastline. It lies just a few steps from the beach and Lyme’s famous Cobb Harbour. English Tourist Board rating 5* (2021).

Top guest favorite

The contemporary exterior of Marsh Gate House features a spacious lawn framed by a low wall. The property showcases large windows reflecting the sky, and a balcony extends from the upper floor, offering a glimpse of outdoor seating. The house is set in a serene residential area.

Home in Dorset

4.99 out of 5 average rating, 104 reviews

Spacious, luxury family holiday home with sea view

Located in an elevated position overlooking the Jurassic Coastline at West Bay. The perfect holiday retreat for large families, or for couples & friends wishing to experience time away on the Dorset Coast. Plenty of space and privacy, with all bedrooms having en-suites. The first-floor master suite has its own private balcony & sea views.Beach, cafes and pubs all within easy walking distance.

Guest favorite

A bright living area features a gray sofa bed positioned beside a wooden dining table with two chairs. Lush indoor plants are arranged along the walls and shelves, with natural light filtering through the window dressed in blinds.

Home in Dorset

4.88 out of 5 average rating, 436 reviews

Weymouth house, full of plants and near the sea

welcome to our Airbnb, its light with modern decor and indoor plants a plenty. 10 min walk to Portland Harbour with easy access to the Rodwell Trail which connects it's location to town and Chesil/Portland by foot. Great location for water sport, nature and more. ** Please note this property isn't suitable for 5 adults**

Guest favorite

The exterior of Little Staddles is showcased, featuring a contemporary cedar-clad facade. Large windows allow natural light to fill the space, while a set of stairs leads to the private entrance. Surrounding greenery and foliage enhance the serene woodland setting.

Home in Uplyme

4.97 out of 5 average rating, 617 reviews

Luxurious hideaway near Lyme Regis

Little Staddles is a contemporary cedar clad chalet, set in a pretty woodland, in an Area of Outstanding Natural Beauty, just a couple of miles from Lyme Regis. With a super king sized cosy bed, woodburner, luxurious bathroom, outdoor hot tub and heated outside shower... it really is the perfect place to relax and unwind.

Guest favorite

The charming exterior of the house is framed by vibrant greenery and colorful flowers. A winding stone path leads from the garden to the entrance, while a sunlit blue sky enhances the welcoming atmosphere of the property.

Home in Dorset

4.87 out of 5 average rating, 111 reviews

Beautiful spacious home & garden

Kick back and relax in this calm, stylish space with a beautiful garden and wildlife pond. 15 mins walk from Weymouth’s award winning beach and Lodmoor Country Park (seasonal miniature steam train, Sealife Centre and Sandworld). Easy reach of Weymouth’s historic harbour.