Holiday rentals in Winsham

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Top-rated holiday rentals in Winsham

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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, 402 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
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, 252 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 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, 108 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
A serene garden feature is highlighted, showcasing a small water pond with lily pads and pink water lilies. Sunlight reflects off the water, while a gentle fountain adds soothing sounds. Surrounding the pond are gravel pathways and potted plants, with seating provided nearby.
Cabin in Chard
5.0 out of 5 average rating, 27 reviews

Lodge in Somerset next to Devon and Dorset border

Nestled on the borders of Somerset, Devon and Dorset, The Milk Shed offers a peaceful and tranquil getaway. Surrounded by idyllic countryside, where you can enjoy picturesque walks, including a short walk to the historic Forde Abbey Gardens and Cafe. The beautiful costal town of Lyme Regis is also just a 25-minute drive. The 1-bedroom lodge features a fully equipped kitchen, a spacious living area, and a private outdoor patio—everything you need for a comfortable and relaxing stay. Towels Inc.

Top guest favourite
A bright and airy living area showcases a wooden dining table surrounded by chairs. A cozy seating area features a vibrant green sofa and a woodburning stove. Large bifold doors open to a balcony, offering views of the surrounding countryside.
Barn in Devon
4.98 out of 5 average rating, 251 reviews

Luxury bolthole in secluded valley near coast

The Old Cow Byre is a unique hideaway in a tranquil valley, less than 20 minutes from the Jurassic Coast's stunning beaches. Perfect for a romantic break. Lounge on the balcony floating over your own private wildflower meadow. Have dinner watching the sun sink behind the valley. Sit round the woodburner for cosy evenings in, or round the fire pit outside wrapped in blankets. Discover country pubs with beer out of the barrel. Take walks from the front door or along the South West Coast Path.

Top guest favourite
A charming stone barn showcases large windows and a slate roof. The grassy area in front is lined with small trees and features a croquet set on the lawn, inviting outdoor activities. The sky is partly cloudy, enhancing the tranquil countryside setting.
Home in Devon
4.99 out of 5 average rating, 389 reviews

Country House on a Farm

Converted barn in 100 acres of land. A home from home crammed with books, games and toys. Easily accommodates at least 10 people comfortably. The garden, pond, woods and parking areas are all exclusively yours for the stay. We live up the lane from the barn. So you have privacy. We have chickens, ducks, Sheep and pigs on the farm. 5 mins drive from J28 of the M5. 20mins from Exeter centre. Not near any good beaches so don't choose us for a beach holiday. There is no spa or hot tub.

Top guest favourite
Train in Axminster
4.99 out of 5 average rating, 333 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 in Thorncombe
4.99 out of 5 average rating, 330 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.

Guest favourite
Guest house in Dorset
4.98 out of 5 average rating, 214 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.

Superhost
A well-appointed bedroom features a spacious bed with soft linens in hues of pink and blue. Floral curtains frame the window, allowing natural light to fill the room. A bedside table with a lamp is positioned beside the bed, and a wall mirror adds depth to the space.
Place to stay in Chard
5.0 out of 5 average rating, 42 reviews

The Bike Shed - sleeps 2 in rustic rural location

Come and unwind in the beautiful Somerset countryside. The Bike Shed at Longmoor is a rustic getaway, perfect for walkers, cyclists, wildlife fanatics or anyone just wanting to amble about on the stunning 1000 acre historic estate of Cricket St Thomas. Breakfast on the decking, watch the sun come up next to the meandering stream, gaze at the dragonflies darting about. If you’re really lucky you might see an otter swimming past! Deer are regular visitors too.

Top guest favourite
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 in Bettiscombe
4.94 out of 5 average rating, 164 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.

Top guest favourite
Farm stay in Dorset
5.0 out of 5 average rating, 62 reviews

Granary Loft – A Rural West Dorset Escape

Escape modern life, and sink yourself into the calm of our spacious country loft. Tucked in the courtyard of a small organic farm in West Dorset, the space is minimal, yet welcoming – light-filled, airy and centred around a cosy kingsized bed, with simple, well-appointed amenities. Your hosts are relaxed & friendly, leaving you free to wander the surrounding meadows, pop into Bridport, or venture to the local beaches (20-30mins away).

Popular amenities for Winsham holiday rentals