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Holiday rentals in Askerswell

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Top-rated holiday rentals in Askerswell

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Top guest favourite
The cottage, constructed from Portland stone with a thatched roof, is framed by a well-maintained garden. The exterior features multiple windows and a welcoming entrance, surrounded by neatly arranged flower beds and green lawns, presenting a serene countryside setting.
Cottage in Chilfrome

Beautiful 2 bedroom cottage in glorious Dorset

Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.

4.98 out of 5 average rating, 113 reviews
Top guest favourite
A bright living area is visible, featuring two comfortable sofas adorned with cushions. A wooden coffee table is placed in front of the sofas. The modern kitchen area is equipped with wooden cabinetry, a tiled backsplash, and essential appliances, creating an open and inviting space.
Flat in Dorset

Olive Tree Holiday Apartment

Niall and Hilary look forward to welcoming you Only a leisurely 10 mins stroll from the centre of the bustling market town of Bridport and 25 mins (Or 5 mins by bike/car) from the beach and harbour at West Bay, Olive Tree Apartment is perfectly located for a holiday break on the beautiful Jurassic Coast. With flexible, newly restored and reappointed accommodation and a lovely Mediterranean style garden with outside bar and BBQ. Allocated parking and a welcome to well behaved doggy friends.

4.97 out of 5 average rating, 136 reviews
Top guest favourite
A cozy cabin is nestled among greenery, featuring a wooden deck with outdoor seating. The structure has a green exterior and a metal roof, while large windows provide natural light. Surrounding plants and trees enhance the peaceful atmosphere of the setting.
Cabin in Askerswell

Wildflower Cabin near Jurassic Coast

Cozy, comfy cabin 10 mins from the beaches of the Jurassic Coast. Summer swimming or winter waves, fossils and beach saunas. Secret garden romantic hideaway, or countryside base near West Bay. Lovely local walks and eateries, Bridport Saturday market. The area is very foodie and arty. Car/bike recommended. The cabin is in a large garden behind our house but you have your own deck and lawn. Private loo/shower overlooking your lawn just 10 strides from the cabin. NB. Both beds are raised.

4.98 out of 5 average rating, 57 reviews
Top guest favourite
A charming cottage is framed by lush greenery and colorful flowers, leading to a gravel path. A stone church stands nearby, visible in the background under a bright sky, contributing to the tranquil rural setting.
Cottage in Powerstock

Delightful Thatch Cottage in Dorset - sleeps 5

Thatch Cottage is a three-bedroom, grade II listed former estate workers' dwelling constructed in the 1780s. The cottage is situated in the heart of the picturesque, and very rural, village of Powerstock. The village is located in the West Dorset area of outstanding natural beauty at the foot of the ancient Iron Age fort at Eggardon Hill. Conveniently, there are two delightful pubs: the Three Horseshoes Inn and The Marquis of Lorne only a short walk away, but not a village shop.

4.97 out of 5 average rating, 104 reviews
Top guest favourite
A variety of fishing boats and yachts are anchored in the calm harbor waters, with the historic row of buildings in the background featuring distinct thatched roofs. The clear blue sky reflects on the water, enhancing the serene coastal scene.
Flat in Bridport

Jurassic View, Pier Terrace

Pier Terrace, one of many listed buildings within the historic harbour area of West Bay, enjoys a stunning location on the UNESCO World Heritage designated Jurassic Coast. 'Jurassic View', our cosy top-floor harbourside apartment offers beautiful sea and coastal views from every window. Just a short stroll from the beach and within easy reach of local shops, pubs and restaurants, the apartment is ideally situated for a relaxing stay in this breathtakingly scenic part of Dorset.

4.97 out of 5 average rating, 351 reviews
Top guest favourite
The exterior of a charming stone cottage features a slate roof and a white door framed by a small garden. Flanking the door, two wooden chairs invite relaxation, while climbing plants add greenery to the facade. Natural light highlights the rustic textures of the stone walls.
Guest suite in Dorset

Stylish hayloft conversion next to 18thC farmhouse

A newly converted hayloft set up as a one bedroom house. Pitched, beamed ceiling in bed/sitting room, own kitchen downstairs. Spacious shower room, separate small WC No TV but WiFi. Private entrance from village lane into property. In the heart of the Bride Valley so perfect for all year round walkers and nature lovers. Jurassic Coast 5 miles away. One of the richest areas in the UK for hill forts and ancient earthworks. Very houseproud so regrettably no pets and no smokers.

4.93 out of 5 average rating, 205 reviews
Top guest favourite
The exterior of the cottage is showcased, highlighting a charming wooden structure adorned with climbing foliage. A gravel driveway leads up to the entrance, framed by neatly arranged planters. A wooden fence enhances the privacy of the property, complemented by young trees.
Cottage in Bridport

Berry Farm Cottage

Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.

4.99 out of 5 average rating, 276 reviews
Top guest favourite
Home in Dorset

Fairview let near Bridport Dorset's Jurassic coast

This unique place has a style all its own. Cosy yet modern one bedroom apartment. The ground floor offers a lounge area leading to a well equipped kitchen. Upstairs you will find a king-size bed and spacious ensuite shower room. Outside on the south west facing decking you can sit and enjoy the beautiful countryside. A 15 minute walk to our village pub offering good pub grub, we are 2.5 miles away from the market town of Bridport and 4.2 miles to the famous Jurassic coast

5.0 out of 5 average rating, 20 reviews
Top guest favourite
A cozy sitting area features a plush olive green velvet sofa adorned with patterned and solid cushions. A stylish wooden chair complements the vintage aesthetic, while large artworks decorate the walls. Exposed wooden beams add character, and a patterned rug enhances the inviting ambiance.
Barn in Dorset

Arthouse - Curated artists’ studio + sauna

The former artists’ studio in a converted barn in Thomas Hardy’s West Dorset - close to Chesil Beach and the wonderful Jurassic Coast. The art-filled space, with tall ceilings and exposed beams, is curated with art, sculptures, and ceramics by the artist-owners. Mid-century furnishings complement hand-printed wallpaper and antique rugs. Doors open to a private courtyard garden with a patio and fire pit. The sauna, behind the main barn, overlooks a gravel garden.

5.0 out of 5 average rating, 139 reviews
Top guest favourite
The back garden features a paved area with a dining set accommodating four people. A wooden serving board rests on the table alongside mugs and a coffee pot. The stone wall and nearby plants provide a rustic backdrop to this outdoor setting.
Home in Shipton Gorge

Cottage in Shipton Gorge, parking/garden

Escape to West Dorset's countryside with our charming 3-bedroom cottage rental. Housed in an old granary building, it blends history with modern comforts, featuring a newly modified kitchen and small but sunny garden. Ideal for couples, families, or friends, the location offers tranquillity by the sea, countryside walks and excellent local pubs near the bustling town of Bridport. Our cottage promises an idyllic retreat for all preferences.

4.98 out of 5 average rating, 93 reviews
Guest favourite
A sunset is captured over a landscape, with warm colors blending across the sky. The horizon is visible where the sun meets rolling hills, and clouds add texture to the scene. A gravel path leads through a grassy area in the foreground.
Home in Shipton Gorge

Lovely Dorset cottage

Relax with the whole family at this peaceful place to stay. Visit pretty villages with chocolate box thatched cottages and the stunning Jurassic coastline in this AONB. Great area for walking, fishing and bird watching. Well equipped ground floor accommodation with 2 bedrooms (one en-suite), enclosed outside area with purpose built BBQ, shared grass area and within walking distance to village pub

4.92 out of 5 average rating, 158 reviews
Top guest favourite
A charming green shepherd's hut is seen with a wooden door and window frames. The exterior features a ribbed texture, complemented by a small set of wooden steps leading to the entrance. Lush greenery and flowering plants surround the hut, under a bright blue sky.
Shepherd’s hut in Burton Bradstock

Shepherds Hut at C17th house on Jurassic Coast

A vintage, wriggly tin and oak shepherd's hut in a stunning part of Dorset's unspoilt coastline, fitted with every comfort: solid oak floors, sheep's wool insulation, pull-down comfortable double bed, kitchen, dining table/storage benches, wardrobe, wood-burning stove and ensuite bathroom with shower.

5.0 out of 5 average rating, 244 reviews

Popular amenities for Askerswell holiday rentals