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House vacation rentals in Isle of Portland

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Top-rated house rentals in Isle of Portland

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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
4.99 out of 5 average rating, 266 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.

Superhost
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
4.87 out of 5 average rating, 124 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

Top guest favorite
A spacious living area features a comfortable gray sofa adorned with a colorful striped blanket. Large glass doors allow natural light to fill the space, providing a view of the patio and garden outside. Light curtains gently frame the windows.
Home
4.95 out of 5 average rating, 198 reviews

Bride Valley Studio, Jurassic coast

Bride Valley Studio is a light, spacious retreat for 2, a perfect place for a romantic getaway. The bedroom has a kingsize bed, the studio is 6x5m with kitchen and sofa. Please ask in advance if you’d like the travel cot and high chair or if you need the single bed putting up. Studio is 15m from our house, screened by trees, with own entrance, patio and parking. This is a quiet spot with fields on 3 sides, a mile from Burton Bradstock, ideal for walking, cycling, relaxing and Hive Beach

Guest favorite
An expansive view of the sea captures the vibrant hues of sunset blending into the sky. The foreground features charming stone houses, while the calm ocean reflects the warm colors of twilight, creating a serene coastal scene.
Home
4.94 out of 5 average rating, 105 reviews

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.

Guest favorite
Gentle waves lap against smooth rocks along the shoreline, reflecting soft hues of pink and blue in the evening sky. The rugged cliffs outline the horizon, creating a serene natural landscape that evokes the tranquility of the coastal environment.
Home
4.77 out of 5 average rating, 136 reviews

Portland Stone Cottage on Chesil Beach

Three storey house with a recently refurbished kitchen. Neutral decor, plenty of space for a large family, outdoor patio with seating area, two TVs, central heating throughout, fridge/freezer, washing machine, bathroom with bath/shower, separate toilet. 1st floor: Double bedroom with TV and a single bedroom . 2nd floor: large bedroom with a double and single bed. A stone's throw away from Chesil beach, supermarket nearby, on the bus route, sea views and a peaceful neighbourhood.

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
4.97 out of 5 average rating, 150 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

Superhost
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
4.84 out of 5 average rating, 149 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 spacious bedroom features a comfortable bed with plush bedding, accentuated by decorative cushions. Light yellow wallpaper adds a touch of brightness, while subtle decor elements like framed artwork and flowers enhance the setting. A bedside table is positioned beside the bed, contributing to the overall inviting ambiance.
Home
4.89 out of 5 average rating, 180 reviews

SUNNY DAYS - “Free parking”-3 minutes from beach

Sunny Days is a bright and welcoming cottage whose front door is just a few moments' walk from the seafront. Tucked quietly away in a residential road. Benefits from off road parking and courtyard garden, dogs welcome. Great central location with Weymouths beautiful beach just minutes away at the end of the road. Bars and restaurants nearby, town centre 10 minutes level walk away. The gorgeous Harbour and plenty more all within easy walking distance.

Guest favorite
The exterior of a charming farmhouse is displayed, featuring a thatched roof and stone walls. A fenced garden surrounds the property, with a patio area furnished with a dining table and chairs. Lush green grass enhances the rural atmosphere.
Home
4.92 out of 5 average rating, 119 reviews

Beautiful farmhouse in Dorset

Sunnyside at Waterhouse Farm is a spacious farmhouse on our working farm in West Dorset, surrounded by fields and woodland. The house has a fenced garden and easy access to miles of local footpaths. Upstairs are two large ensuite bedrooms: one with a king bed, the other with either three singles or a double and single. Downstairs features a cosy sitting room with wood burner, an open-plan kitchen and dining area, plus a utility room with cloakroom.

Guest favorite
An aerial view captures the stone cottage surrounded by lush greenery and well-maintained gardens. The rustic roof and charming exterior blend harmoniously with the surrounding landscape, with neatly shaped hedges and manicured paths visible in the background.
Home
4.94 out of 5 average rating, 148 reviews

Luxury 3 Bed Cottage on Rewilding Estate

Beautiful 3-bed cottage with views over Mapperton Gardens in West Dorset. Stylishly restored with antique charm and eco heating. Sleeps 5–6 with 2 bathrooms and private garden (not suitable for unsupervised children). Enjoy access to Mapperton Gardens & Wildlands (Mar–Oct). Close to Beaminster, Bridport, and the Jurassic Coast. Dogs welcome downstairs. Perfect for a peaceful countryside escape.

Guest favorite
A cozy bedroom features a large bed adorned with red accents and intricately folded towel designs. Two wooden nightstands flank the bed, and a wooden dresser with a mirror is situated nearby. The wall is decorated with a floral wallpaper, creating a cheerful atmosphere.
Home
4.93 out of 5 average rating, 189 reviews

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).

Top 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
4.93 out of 5 average rating, 234 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.

Popular amenities for Isle of Portland house rentals