Holiday houses in Winsham

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Top-rated holiday rentals in Winsham

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Top Guest favourite
The charming exterior of Carter's Cottage is showcased, featuring traditional stone walls and a thatched roof. Lush greenery surrounds the property, while the gravel pathway leads to a welcoming entrance framed by potted plants.
Cottage in North Chideock
4.88 out of 5 average rating, 104 reviews

Authentic, cosy, thatched cottage, mins from coast

Cosy Carters Cottage nestles in the peaceful Dorset hamlet of North Chideock, adjacent to 16th century Home Farm Cottage. A fab rambler's location, with EV charger, 40 mins walk from the Jurassic coastline, 3 thatched pubs, Spar shop, Felicity's Farm Shop, Hell's Lane smugglers hollow-way, Colmers Hill & Symondsbury Estate Cafe. 15 mins drive to Lyme Regis. The cottage is simply furnished - 2 bedrooms, (second at top of stairs) WC, kitchen & lounge. Guest parking with private, walled garden.

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.
Guesthouse in Somerset
4.97 out of 5 average rating, 379 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 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
5 out of 5 average rating, 115 reviews

Artist’s Creative Hideaway & Sauna

Beautiful, inspiring, and peaceful, Arthouse is a place to escape. This converted art studio in West Dorset is close to Chesil Beach and the Jurassic Coast. It is surrounded by wildflowers and features contemporary art and sculptures by artists Rouwen and Reeve. The space is complemented by mid-century modern furnishings, high ceilings, and exposed beams. All doors open to a private patio and a naturalistic garden. The Sauna, located in the gravel garden looks out onto sculptures and plants.

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, 228 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 in Thorncombe
4.97 out of 5 average rating, 235 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 spacious staircase with wooden steps leads to a mezzanine level, surrounded by gently curved green walls. Natural wood beams create an inviting space, while a large glass vase adds a subtle decorative touch. Ambient lighting enhances the warmth of the interior design.
Home in Landscove
4.96 out of 5 average rating, 413 reviews

The Shippon. Unique luxurious South Devon getaway.

A calm, deeply luxurious space to recharge & reconnect. The Shippon is a meticulously converted cow barn with heated, polished concrete floors, gently curving deep green walls, hand-built kitchen, warmly lit reading nooks, & natural materials. Woollen blankets, feather sofa, antique Scandinavian log burner, king-size bed with French linen & down, waterfall shower, & the softest towels. Our sleepy Devon hamlet is only lit by stars at night. You might just sleep better than you have in years.

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, 317 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 renovated railway carriage features a wooden deck, framed by lush grass and potted plants. Outdoor seating arrangements include a circular table and two chairs, contributing to a welcoming atmosphere. Large glass doors open up to a bright interior, framed by decorative flower pots.
Train in Axminster
4.99 out of 5 average rating, 333 reviews

Foxglove Carriage with pool, sauna & 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 heated pool and sauna in the pool house, beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and romantic outdoor bath.

Top Guest favourite
A pathway leads to a beautifully lit private garden featuring a cozy fire pit under an oak pergola. The warm glow of string lights enhances the inviting atmosphere. A gently illuminated railway carriage is visible in the background, surrounded by lush greenery.
Train in Somerset
4.95 out of 5 average rating, 774 reviews

Haystore, Luxury Railway Carriage with Hot Tub

Enjoy the peaceful setting of this romantic spot in nature. Located in a private garden on our family farm on the Somerset levels. The carriage has been hand built and reclaimed from an old Devon railway carriage into a luxury self contained space - perfect for romantic breaks in nature. Wi-Fi, cedar clad electric Hot tub, log fire & star gazing. We also have our own little shop selling soft and alcoholic drinks, home made candles, sloe gin and playing cards

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, 114 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 barn conversion features a thatched roof and stone walls adorned with cascading wisteria. Green foliage surrounds the entrance, enhancing the natural setting. A tall chimney stands at the top, and large windows allow for natural light to enter.
Cottage in Axminster
4.98 out of 5 average rating, 163 reviews

The Nest, thatched barn conversion near Lyme Regis

A modern cosy barn conversion in an area of outstanding natural beauty on the fringe of the Blackdown Hills and Jurassic coast ANOB. Close to the coast and in easy reach of Lyme Regis, Beer and Branscombe as well as being conveniently located for outdoor activities in the countryside. The Nest is Grade II listed and the property is believed to have been built over 500 years ago during the reign of Henry VIII.

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, 326 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
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