Vacation rentals in Winsham

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Top-rated vacation rentals in Winsham

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Top guest favorite

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, 362 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 favorite

A wooden pod is nestled in a grassy area, surrounded by trees. A small table and chairs are positioned nearby under the shade. Clear blue skies create a bright backdrop for this quiet retreat, enhancing the natural setting.

Farm stay in Blackdown

4.98 out of 5 average rating, 128 reviews

Wooden pod in the orchard of a 17th-C farmhouse

Timber pod (seen in George Clarke's Amazing Spaces) in a secluded spot in the orchard of a 17th-century farmhouse. Very rural farm location in Dorset's AONB/ National Landscape with lots of peace, quiet and views. Heated & insulated. Double bed, +optional 5'10" single floor mattress (book as 3rd guest), table & chairs, sink, hob/oven/grill, microwave, kettle, fridge, TV, Wi-Fi, lights & sockets. Private heated stylish & spacious shower & loo immediately adjacent. Jurassic Coast 9 miles closest.

Top guest favorite

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

4.96 out of 5 average rating, 224 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 favorite

The exterior of a single-storey barn conversion is featured, showcasing a well-maintained grassy area and a path leading to a wooden door. A rustic brick facade complements the surrounding greenery and trees, providing a serene countryside view.

Cottage in Bettiscombe

4.91 out of 5 average rating, 124 reviews

Pigs' House - cosy, rural cottage in West Dorset

In a glorious West Dorset country setting in the heart of the Marshwood Vale, near the World Heritage Jurassic Coast. This lovely spacious, warm, single storey, detached barn conversion for 2. Large enclosed garden with patio, garden furniture and BBQ. Perfect holiday home for exploring West Dorset. Situated on a working dairy farm. Electric underfloor central heating. Bed linen, towels & Wi-Fi included. Guests receive a welcome pack of local bread, biscuits, butter & milk, tea & coffee.

Top guest favorite

A charming outdoor view showcases a wooden railway carriage and adjacent structure surrounded by a lush green lawn. Sunlight illuminates the inviting patio area with seating, while wattle fencing adds a natural touch to the landscape.

Train in Axminster

4.99 out of 5 average rating, 273 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 favorite

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, 298 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 favorite

The charming stone exterior of Lilac Cottage is adorned with vibrant pink roses, creating a welcoming entrance. A thatched roof tops the cottage, and large windows allow ample natural light. The front garden features a variety of flowers, enhancing the delightful facade.

Cottage in Somerset

4.93 out of 5 average rating, 168 reviews

Chocolate box cottage, Sleepy village, Sea 30 mins

Nestled in the chocolate box village of Hinton St George lies Lilac Cottage, a thatched 17th C grade 2 listed stone cottage that has been lovingly restored to modern standards. Living area: Open fire, WiFi, TV. Dining area. Washer/dryer. Bathroom: toilet, bath & shower. Kitchen: Cooker, microwave, fridge/freezer & dishwasher. Bedroom 1: King size bed. Bedroom 2: 2 single beds. Front garden: seating area. Rear garden: dining area, dog secure. 1 min walk from village shop and gastropub.

Top guest favorite

The exterior of a charming cottage is shown, featuring a warm-toned wooden door and window frames. A small bistro set with two chairs is positioned outside, alongside a potted plant. The roof is composed of traditional tiles, and the surrounding landscape is visible in the background.

Apartment in Somerset

4.99 out of 5 average rating, 179 reviews

The Annex - Middle Payne Barn

Located on the outskirts of Chard, the property is ideally located to explore Somerset and surrounding areas. Newly furnished and decorated to a very high standard for you to enjoy, The Annex adjoins our home and has a private front door. There is a king sized bed and a double sofa bed suitable for 2 children (in the same room). There is a kitchen area with fridge, dishwasher, tea/coffee and toast making equipment and a multi-function microwave. There is ample off-road parking.

Guest favorite

A charming thatched cottage is framed by vibrant pink hydrangeas, with a wooden bench positioned on the green lawn. The white exterior features small windows, a stable door, and a traditional tiled roof, set against a clear blue sky.

Cottage in Dorset

4.91 out of 5 average rating, 250 reviews

Thatched cottage Dorset / Devon borders

Hydrangea Cottage is a charming, 1 bed, thatched cottage that sleeps two. It rests in the tranquil, unspoilt hamlet of Hewood and enjoys glorious views across countryside towards historic Forde Abbey. Dating back to the mid-1600s, it is quirky, very comfortable and abounds character. Complete with an inglenook fireplace and wood burner, four poster bed and roll top bath, it is the perfect ‘get away from it all’ cottage, ideally set on the Dorset, Devon and Somerset borders

Guest favorite

An inviting living area is presented, featuring a mix of stylish furniture. A green armchair complements a gray sofa, while a wood-burning stove adds warmth. Natural light floods the space, highlighting wood paneling and a staircase leading to a mezzanine. A tall plant adds a touch of nature.

Guesthouse in Dorset

4.97 out of 5 average rating, 174 reviews

The SHED at Dorset Farm

the SHED is really anything but a shed. Built on the site of a former stables, the shed is a bespoke design and build, constructed in 2020 /2021. Built next to a nature pond and coppice within an AONB, living in the shed connects you to the beauty of the natural world. The shed is all about serenity, luxury craftsmanship and escapism. Outside there is a private terrace with Pizza oven, BBQ and outdoor dining and living area.

Top guest favorite

A charming cabin is nestled among lush greenery, featuring a wooden exterior and a deck area. The outdoor seating is visible, inviting guests to enjoy the peaceful surroundings. Near the cabin, a pathway leads through the vibrant wildflowers and plants, enhancing the connection with nature.

Cabin in Tytherleigh

4.99 out of 5 average rating, 115 reviews

Peaceful eco-retreat in the Devon countryside

Imagine waking up and feeling connected to nature from the comfort of your cosy cabin with beautiful views. If you love the sound of this, we can't wait to welcome you! Axe Valley view is a charming, peaceful, secluded cabin with magnificent views. The perfect place to get away to relax, unwind, enjoy nature and the countryside. Take a walk from your doorstep or explore the south-west and the stunning Jurassic Coast.

Top guest favorite

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, 310 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.