Holiday rentals in Winsham

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Top-rated holiday rentals in Winsham

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Guest favourite
A sheltered courtyard is featured, surrounded by natural stone walls and adorned with potted plants. A red umbrella provides shade over a table set for outdoor dining, while seating is arranged nearby. The entrance to the cottage is visible, leading to a modern interior.
Cottage in Ilminster
4.96 out of 5 average rating, 119 reviews

Beautiful thatched cottage near award winning pub

Courtyard Cottage is a quintessential thatched, two bedroom homestay that has been carefully restored to provide a luxury retreat. Spacious & comfortable with open-plan lounge/ kitchen, stone floors, whitewashed walls and oak doors leading out to a sunny courtyard perfect for relaxing after a days exploration . The property is part of a 16th century former farmhouse, set in the centre of an unspoilt Somerset village, just a short walk to a gorgeous pub serving locally sourced food & drink.

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 in Forton
4.98 out of 5 average rating, 262 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 in Somerset
4.97 out of 5 average rating, 392 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 in Morcombelake
4.95 out of 5 average rating, 488 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 in Lympsham
5 out of 5 average rating, 266 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 stable is surrounded by blooming lilac bushes and green foliage, enhancing its rural charm. The two-story stone structure features large windows framed by nature, inviting light. Above, a clear blue sky provides a serene backdrop, creating a welcoming and peaceful atmosphere.
Barn in Chard
4.99 out of 5 average rating, 105 reviews

Peaceful rural retreat

During lockdown we have renovated and updated our guest house. We are excited to welcome you to our idyllic rural retreat, far away from the hustle, bustle and stresses of everyday life. The top floor of the stable has been lovingly converted with a big bedroom, bathroom, kitchen and large sitting room. The stable is incredibly light and airy with beautiful views throughout that make you feel as though you are among the trees. It truly is the perfect country escape. 6 km from Chard Equestrian

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 in Thorncombe
4.99 out of 5 average rating, 324 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 in Dorset
5 out of 5 average rating, 228 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.

Top guest favourite
The exterior of the loft is framed by lush green grass and flowering trees. A wooden picnic table is positioned in the foreground, inviting outdoor dining. The rustic stone building features multiple windows and a deck, blending harmoniously with the surrounding landscape.
Farm stay in Dorset
4.92 out of 5 average rating, 380 reviews

Spacious Apple Loft near Beaminster and Bridport

A spacious entire self contained loft with open beams and wooden floors, overlooking a mature orchard. There is seating in the orchard for guests to enjoy on a beautiful summers evening. The open plan accommodation includes a king-size double bed, modern integrated kitchen, armchair, sofa, dining table and shower room. The Apple Loft is a perfect quiet bolthole or a romantic retreat for 2 people. Welcome pack on arrival includes biscuits, eggs and milk. Check out is at 10.00.

Top guest favourite
A welcoming living area features two comfortable dark sofas arranged around a low coffee table. A wood-burning stove is positioned nearby, while large sliding glass doors provide views of the rolling hills and access to the outside decking.
Home in Churchill
4.99 out of 5 average rating, 133 reviews

Luxurious eco-stay in rolling Devon hills

Let the outside in and relax in peaceful surroundings at The Sock Store, Devon. With plenty of space to unpack and unwind, you can take in the panoramic views from the comfort of the sofa or step outside on the decking and enjoy the rolling hills. Built to the highest eco-specification, The Sock Store features underfloor heating throughout, a wood stove for the winter months, wraparound decking outside, as well as all the amenities you may need away from home.

Top guest favourite
A charming stone exterior characterizes the annex, featuring multiple windows that invite natural light. The front door, framed by a simple lantern, leads to a welcoming entrance. A landscaped area with greenery enhances the rustic appeal, set against a backdrop of a clear blue sky.
Home in Stoke Abbott
4.94 out of 5 average rating, 115 reviews

Kirk Cottage, Rural Dorset- Dog friendly

Escape to this rural village of Stoke Abbott to this two-bed annex. Adjoined to the victorian village Rectory and positioned next to the 12th century St. Marys Church, this property is pet-friendly and has a large garden. Nestled amidst the countryside of West Dorset, 2 miles to Beaminster, 6 miles to the market town of Bridport and 8 miles to the Jurassic Coast. If you enjoy walking, cycling or just being in the quiet, Kirk Cottage is perfect.

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 in Chard
4.96 out of 5 average rating, 339 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

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  4. Somerset
  5. Winsham