Holiday rentals in Winsham

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Top-rated holiday rentals in Winsham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.98 out of 5 average rating, 311 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 favourite
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.
Guest house
4.97 out of 5 average rating, 399 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

Guest favourite
A cottage made of natural stone is surrounded by lush greenery and colorful flowers. A spacious balcony extends over the entrance, providing an outdoor area to enjoy the views. The sun illuminates the property, enhancing its inviting presence in the serene landscape.
Cottage
4.95 out of 5 average rating, 493 reviews

Romantic hillside hideaway with outstanding views

A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

Top guest favourite
A modern A-frame house is framed by a vibrant garden featuring tall grass and clusters of purple flowers. Large glass windows provide a view into the warmly lit interior, showcasing a cozy ambiance. Surrounding trees create a natural backdrop to this inviting space.
Place to stay
4.99 out of 5 average rating, 277 reviews

Romantic Somerset hideaway

Hello! We are Rob and Kate and we have poured our heart and soul into our guest house. Tucked away on the outskirts of sleepy Lympsham, enjoy the countryside around you whilst resting your legs after walking the renowned mendips. Enjoy a glass of wine whilst watching the many birds in the surrounding trees or be a little more adventurous with the numerous local cycle routes. We look forward to meeting you on your stay. Shared driveway next to main house. Not suitable for children or pets.

Top guest favourite
The historic flint cottage is framed by lush greenery, including climbing plants and surrounding shrubs. Its attractive stone facade features multiple windows, allowing natural light to filter through. A welcoming entrance is visible, hinting at the charm of the interior.
Cottage
4.97 out of 5 average rating, 249 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.

Guest favourite
A unique cedar shingle Iglu is set within a green, landscaped yard. The structure features multiple windows and complements the surrounding trees. A hammock is suspended between two posts in the foreground, while smoke gently rises from a nearby wood fire, adding a touch of rustic charm.
Place to stay
4.93 out of 5 average rating, 505 reviews

Unique Stay Romantic Iglu with Wood Fired Hot Tub

Tucked away in a secret orchard in the heart of the Somerset Levels, the Iglu offers a unique & romantic escape for two. In the beautiful village of Curry Rivel, this enchanting cedar-shingled hideaway sits next to the Green & church capturing the charm of quintessential West Country. Rustic character & cozy comforts, completely self-contained, everything you need for a dreamy getaway. As evening falls sink into your private woodfired hot tub & soak under the stars while nature surrounds you.

Top guest favourite
Train
4.99 out of 5 average rating, 327 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 favourite
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, 328 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.

Top guest favourite
A former aircraft, showcased in a woodland setting, features a unique exterior design with vibrant green accents. The fuselage stands on a grassy area, surrounded by trees and green foliage, with a pathway leading up to it, indicating accessibility to the entrance.
Plane
4.99 out of 5 average rating, 148 reviews

No Snakes on this Plane!

Tired of economy class? Charter a stay in a first class fuselage with wood fired hot tub situated in tranquil woodland. Welcome onboard your own private aircraft, step inside to the sleek contemporary interior of first class. Outside, unwind in seclusion in private woodland, a short walk away from the West Somerset Railway and the AONB of the Quantock Hills. An ideal getaway for two in first class, for families there is a bunk bed in the living room area. Dogs at additional cost.

Top guest favourite
The exterior of a charming stone cottage is highlighted, showcasing a sloping tiled roof and multiple windows. A small patio area features white chairs and decorative plants, while a gravel driveway leads up to the entrance, surrounded by well-maintained greenery.
Guest suite
4.98 out of 5 average rating, 417 reviews

Clapper Hay Annex

The Annex provides a completely self contained accommodation with it's own entrance and external keybox, enabling independent access. Fully refurbished self catering accommodation in a conservation area on the edge of Merriott village. Ideal for vacationing, users of the National Cycle path (30) or business users. The property is not suitable for pets. An 'exterior only' CCTV camera is fitted to the main house, to maintain the security on the driveway approach to the Annex.

Top guest favourite
The exterior of the cottage features a stone façade with a sloped roof and decorative wooden arches at the entrance. A gravel pathway leads through neatly trimmed shrubbery to the front door, surrounded by a wooden fence that encloses the garden area.
Cottage
4.96 out of 5 average rating, 123 reviews

Beautiful dog-friendly Cottage in Jurrasic Dorset

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 super-king 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. There is an EV charger on-site available for guests use.

Top guest favourite
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, 343 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.

Popular amenities for Winsham holiday rentals