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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Guest favourite
An outdoor terrace features a wood-fired hot tub, surrounded by wooden decking. A shower with a vintage style fixture is positioned nearby. The area is enriched by natural greenery, providing a serene setting to relax and enjoy the surroundings.
Cabin
4.98 out of 5 average rating, 271 reviews

Willow Arch Shepherd's Hut with hot tub

With your own terrace and firepit to enjoy the Somerset countryside outside over a glass of wine, in the perfectly warm hot tub, or cosy woodburner inside, you are sure of a unique experience. This Shepherds Hut has a long double giving extra space for tall guests and the main area has sofa, dining table and of course your own ensuite bathroom with free toiletries. The traditional fitted kitchen is equipped with all you need to cook meals and there's plenty of complementary tea and fresh coffee.

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, 278 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
Train
4.99 out of 5 average rating, 328 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
Barn
5 out of 5 average rating, 231 reviews

Jurassic Coast Boutique Retreat with Views

Set amid the rolling Dorset countryside with far reaching breathtaking views The Hayloft is a stylish but relaxed retreat designed for slow, restorative stays. Part of Grandview Farm The Hayloft is a self contained annex offering a secluded, peaceful haven just moments from the Jurassic Coast. Thoughtfully styled with natural textures and luxurious touches throughout, it is the perfect base for a couple or two friends who enjoy coastal walks, cosy mornings and drinks under the stars.

Guest favourite
Guest house
4.98 out of 5 average rating, 213 reviews

The SHED at Dorset Farm

Be COOL at The SHED. It is one of the few holiday homes in west Dorset with luxury hotel quality air conditioning. Have your best nights sleep , even during summer heatwaves. Built next to a nature pond and coppice within an AONB, living in the shed connects you to nature. The shed is about serenity, luxury,good design and escapism. In winter we keep you cosy with fires and underfloor heating. There is a private terrace with Pizza oven, BBQ and outdoor dining and living area.

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, 149 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, 418 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
The exterior of The Old Mill is showcased, featuring a charming stone façade. Lush greenery surrounds the building, with a well-maintained garden visible in the foreground. Comfortable lounge chairs are positioned on the grass, inviting relaxation in this peaceful outdoor setting.
Cottage
4.98 out of 5 average rating, 105 reviews

Secluded and Romantic Paradise on Somerset Levels

The Old Mill stands above an idyllic millpond on the Somerset Levels overlooking the Blackdown Hills. The former studio of a renowned artist, it offers a uniquely romantic setting in which to unwind and relax. There are many walks straight from the door and the nearest pub is less than 2 miles away. Venturing further afield you can spend the day on the Jurassic Coast or visit some of the many National Trust properties in the area.

Popular amenities for Winsham holiday rentals