Vacation rentals in Winsham

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Top-rated vacation rentals in Winsham

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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, 251 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.

Top guest favorite

A spacious living area features a cozy sofa facing a wall-mounted television and an electric fireplace with a soft blue glow. Natural light filters through the window, while a dining table and chairs are visible in the background.

Guesthouse

4.97 out of 5 average rating, 369 reviews

Coast, countryside and towns at your fingertips

Recently refurbished one bed accommodation suitable for up to four people (and one well behaved dog) but please note 3rd and 4th guest will be using the sofa bed in the living room. Use of the wc and shower is accessed via the main bedroom. Plenty of storage for our guests is available and there is a large patio area with barbecue and table and chairs for your sole use. There is also one off road parking space available. We have great links to the Jurassic coast, market towns and Country walks

Top guest favorite

A wooden pod is nestled in a grassy area, surrounded by trees. A small table and chairs are positioned nearby under the shade. Clear blue skies create a bright backdrop for this quiet retreat, enhancing the natural setting.

Farm stay

4.98 out of 5 average rating, 135 reviews

Wooden pod in the orchard of a 17th-C farmhouse

Timber pod (seen in George Clarke's Amazing Spaces) in a secluded spot in the orchard of a 17th-century farmhouse. Very rural farm location in Dorset's AONB/ National Landscape with lots of peace, quiet and views. Heated & insulated. Double bed, +optional 5'10" single floor mattress (book as 3rd guest), table & chairs, sink, hob/oven/grill, microwave, kettle, fridge, TV, Wi-Fi, lights & sockets. Private heated stylish & spacious shower & loo immediately adjacent. Jurassic Coast 9 miles closest.

Top guest favorite

Cottage

4.97 out of 5 average rating, 229 reviews

Peaceful cottage in West Dorset - AONB

A pretty detached historic 3 bedroom flint cottage up a private drive with a wood burner, delightful private garden, terrace, summer house and deck area overlooking a pond full of wildlife. Set in an AONB it is walking distance to the charming village of Thorncombe with a great community run shop and playground. There are lots of walks from the doorstep, plenty of wildlife and no light pollution, so amazing night skies, with the Jurassic coast and plenty of historic houses close by to explore.

Top guest favorite

A charming outdoor view showcases a wooden railway carriage and adjacent structure surrounded by a lush green lawn. Sunlight illuminates the inviting patio area with seating, while wattle fencing adds a natural touch to the landscape.

Train

4.99 out of 5 average rating, 278 reviews

Clover Carriage with pool, sauna and outdoor bath

Nestled into our working farm, this lovingly restored railway carriage is the perfect spot for a romantic stay away. The views are out of this world and all viewable from the large glass doors so you can stay tucked up in bed or on the sofa in front of the fire, with great wifi, free access to our beautiful heate pool & sauna (located in the pool house), beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and a romantic outdoor bath

Top guest favorite

The interior of the studio cottage features a cozy seating area with a blue sofa adorned with bright yellow cushions. The kitchen area is equipped with modern appliances and bar seating. Natural light illuminates the space, highlighting the warm wood accents and decorative details.

Tiny home

4.99 out of 5 average rating, 303 reviews

Little Knapp, Beautiful Studio Cottage West Dorset

A detached (dog friendly) studio cottage located in the beautiful West Dorset village of Thorncombe, about 9 miles from the seaside resort of Lyme Regis. It is decorated & furnished to an exceptional standard with many of those 'little extra's which make is stand out from crowd such as a Gusto coffee machine, dishwasher and DAB radio along with a welcome pack of those essentials which are needed when you first arrive. Little Knapp has cosy underfloor heating and a luxurious shower room.

Superhost

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

4.91 out of 5 average rating, 109 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

The exterior of Lavender Cottage features a charming stone facade and a tiled roof. A white table with matching chairs is positioned outside, surrounded by vibrant flowers and greenery. The inviting outdoor area provides a setting for relaxation and enjoyment of the picturesque surroundings.

Guesthouse

4.96 out of 5 average rating, 111 reviews

Lavender Cottage, Mosterton, Beaminster, Dorset.

Lavender Cottage is a quaint little stone cottage situated in the grounds of 300 year old Sandiford Farm. With spectacular views of the Dorset countryside and decorated with french flair it's not only a walkers paradise but also just 20 mins drive from the Jurassic Coastline. If you're looking for a base to unwind and explore with a popular pub on your doorstep offering great food and drinks then look no further, this is the place for you.

Top guest favorite

An open living space showcases high wooden beams that accent the ceiling. A comfortable couch faces a coffee table, with natural light illuminating the room from large windows. A wooden table and chairs are positioned to one side, creating a welcoming atmosphere.

Barn

5 out of 5 average rating, 472 reviews

The Potting Shed, Luxury Barn Conversion

Lovingly converted spacious barn in a gorgeous courtyard setting, we have kept as many of the original features as possible. Extremely well equipped with super king bed and amazing walk in shower, the kitchen has everything to make your stay as comfortable as possible. There is plenty of outside space and you are welcome to make use of the all weather tennis court, bicycles can be provided so you can explore the local area.

Top guest favorite

Cabin

4.99 out of 5 average rating, 121 reviews

Peaceful eco-retreat in the Devon countryside

Imagine waking up and feeling connected to nature from the comfort of your cosy cabin with beautiful views. If you love the sound of this, we can't wait to welcome you! Axe Valley view is a charming, peaceful, secluded cabin with magnificent views. The perfect place to get away to relax, unwind, enjoy nature and the countryside. Take a walk from your doorstep or explore the south-west and the stunning Jurassic Coast.

Guest favorite

An open plan living area features a custom-built wooden four-poster bed, surrounded by ample space. A small dining table sits nearby, complemented by two lounge chairs. Large windows provide natural light, with views of the garden and wooden fence visible in the background.

Cottage

4.96 out of 5 average rating, 317 reviews

Abbey View Cottage - Scandi Hot Tub - EV Charging

With beautiful views south across the picturesque valley, our small garden overlooks Forde Abbey, with views of the magnificent avenue of trees, and the highest powered fountain in the country. Our cottage has been converted with the intention of creating a luxurious and peaceful space. The kirami wood fired hot tub has to be experienced to be fully appreciated in this amazing setting.

Guest favorite

A cozy living area features a light-colored sofa adorned with decorative cushions. In the open kitchen, ample cabinetry and appliances are visible. A dining table with wooden chairs is positioned near large doors that provide access to the outside space, allowing natural light to enter.

Cottage

4.95 out of 5 average rating, 131 reviews

Beech - A lovely 1-bed cottage in Dorsets AONB

Situated on the grounds of a beautiful Georgian farm formerly part of Forde Abbey, this 1 bedroom cottage has been sympathetically renovated to provide modern comfort & facility. A kingsize bed master bedroom with separate bathroom, the living space benefits from biomass heating with a fully equipped large kitchen dining area. There are two private patios with a table for outdoor dining