Vacation rentals in Wincanton

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Top-rated vacation rentals in Wincanton

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Top guest favorite

A charming stone cottage is surrounded by lush greenery and various colorful flowering plants. A small white table and two chairs are placed outside, inviting guests to enjoy the garden view. The cottage features a traditional door framed by vibrant foliage.

Cottage in Dorset

4.97 out of 5 average rating, 630 reviews

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

Top guest favorite

An exterior view of the annex features a rustic stone wall surrounding a small outdoor seating area, complete with two chairs and a table. Vibrant flowers and greenery enhance the inviting atmosphere, while the well-maintained entrance showcases a door framed by climbing plants.

Guest suite in Wincanton

4.97 out of 5 average rating, 182 reviews

The Annex @ Wayside Cottage, Charlton Musgrove

Located in South Somerset and easily accessed from the A303, Charlton Musgrove is on the borders of Dorset and Wiltshire, and only 5 minutes away from Wincanton and its race course. The annex is self contained with its own parking, front door living/bedroom area, kitchen and shower room/toilet. A few strides from the friendly local pub The Annex provides an ideal base or stop off point for exploring all that the South West has to offer, which includes many local walks and places of interest.

Top guest favorite

The quaint exterior of The Little Mill is surrounded by lush greenery and vibrant flowers. A pebbled pathway leads to a welcoming entrance with a wooden door framed by white windows. The building is partially covered in climbing plants, enhancing its rustic charm.

Tiny home in Penselwood

4.91 out of 5 average rating, 180 reviews

The Little Mill - self check in, 2 pubs walkable

The Little Mill is in the Courtyard of our house, The Old Mill House, where we live in the peaceful, pretty rural village of Pen Selwood. You will be staying in a newly created, very comfortable, spacious bedroom with a king size bed, large wall mounted smart-TV, and a modern en-suite shower room. There is a fridge and a selection of teas and freshly ground coffee and two cafetieres await you along with fresh milk, croissants, jam & butter. Two local pubs within walking distance (0.8 miles)

Top guest favorite

An open plan living area features two comfortable couches with colorful cushions, a wooden coffee table, and a vibrant area rug. A dining table with chairs is positioned nearby, and a well-equipped kitchen is visible in the background, enhancing the spacious ambiance.

Apartment in Somerset

4.94 out of 5 average rating, 202 reviews

The Flat, March House , Castle Cary, BA77ET.

Cosy, spacious, well equipped 2 double bedroom flat just a 5 minutes walk from the town centre with plenty of local shops and pubs Newly refurbished, the flat has its own entrance, large bedrooms, open plan kitchen diner and lounge with a superb large bathroom. Use of owners private garden. Plenty of on street parking and use of private parking. Beautiful countryside setting with many attractions .Near to The Newt and Hauser & Wirth. Explore the West Country from this lovely location.

Guest favorite

The spacious studio room features a double bed with natural light filtering through a window. A comfortable sofa is positioned nearby, accompanied by a foosball table. Wooden beams add a rustic touch to the ceiling, while a TV is placed on a wooden unit.

Loft in Somerset

4.92 out of 5 average rating, 438 reviews

Spacious self-contained studio with views. Holton

Self-contained, double-bed apartment in the quiet village of Holton, Somerset, 5 mins from Wincanton and A303. Perfect stopover location for those travelling to the West Country or attending events at the many local venues. We are ideal for those needing accommodation for work. Dbl bed, shower, TV, sofa, fridge, microwave/ oven, portable hob, kettle, toaster, breakfast basket, parking. The village pub is currently closed. There are other pubs and restaurants within a 5 minute drive.

Guest favorite

A charming stone wall is adorned with cascading clusters of purple wisteria blossoms. A textured wooden door is framed by greenery, while a terracotta pot holds a thriving plant. The cobbled path extends toward a verdant garden, enhancing the inviting outdoor space.

Cottage in Bruton

4.96 out of 5 average rating, 136 reviews

Godminster Manor Cottage

Set in a private cobbled courtyard on an organic farm, half a mile from Bruton, this old stone cottage has been lovingly restored. It has an inglenook fireplace, oak-framed roofs, flagstone and elm floors, with art and furniture collected over many years filling the rooms. Bruton is renowned for its restaurants and art galleries. The 'Newt in Somerset' is next door and there many other wonderful nearby destinations and beautiful walks from the farm within the surrounding countryside.

Top guest favorite

A modern entrance is seen with large, black glass doors opened wide, revealing a smooth stone wall and natural light from outside. A wooden bench and simple wall hooks complement the clean lines of the space.

Bungalow in Somerset

4.99 out of 5 average rating, 245 reviews

Modern & spacious house in the countryside.

The Pavilion is a modern, purpose built holiday house in the quiet Somerset village of Yarlington. It has all the conveniences: Wood burning stove, underfloor heating, Washer & tumble dryer, Iron & ironing board, fast fibre optic broadband and a charging station for an electric or plug in hybrid car, but sadly the mobile phone signal is very poor. The house is next to the pub and a stones throw from the church. The Newt and Hauser Wirth Gallery in Bruton are within a 15 minute drive.

Guest favorite

A spacious sitting room features light-colored wooden flooring and large windows allowing natural light to fill the space. A comfortable sectional sofa is adorned with cushions, positioned next to a coffee table. A colorful striped rug lies on the floor, adding warmth to the area.

Home in Bruton

4.92 out of 5 average rating, 306 reviews

Ropewalk Cottage - Boutique retreat in Bruton

This ancient Somerset cottage with contemporary decor is a hideaway down a quiet back street in Bruton, yet only a 5 minute walk to At The Chapel and the High Street with a mix independent shops, pubs, a great deli and a bakery. A high spec interior with antique furniture, wood burning stove, ancient flagstones downstairs and wooden floors upstairs, High Speed Wifi and well stocked kitchen. A spacious, comfortable, peaceful cottage in Somerset, ideal for couples & families.

Guest favorite

The lodge is framed by greenery, featuring a private balcony with wooden railings. A gravel path leads to an assortment of outdoor seating arrangements and pots. The backdrop showcases panoramic views of the surrounding countryside, enhanced by the warm light of the setting sun.

Vacation home in Gillingham

4.98 out of 5 average rating, 100 reviews

Contemporary detached loft apartment, great views.

Set in the picturesque Dorset countryside with stunning views, in the heart of what was the Royal Stud, Green Oak Lodge is a great base to explore all that this area of Dorset has to offer. Ideal for that relaxing romantic break for two people. Beautifully furnished it has a comfortable interior, a private balcony and courtyard, there is also access to a large lawn. This is a great place for long walks across the Blackmore Vale, there are several footpaths within easy reach.

Top guest favorite

The exterior of the Nissen Hut showcases a modern design with a curved wooden facade and large glass doors. A black chimney rises from the structure, and a stone patio area features two chairs overlooking the surrounding greenery.

Farm stay in Dinton

4.97 out of 5 average rating, 318 reviews

The Nissen Hut

Experience a unique blend of history and modern luxury in our beautifully renovated WW2 Nissen Hut. Nestled within the tranquil grounds of The Woods at Oakley, this iconic structure has been meticulously transformed into a 5-star accommodation, offering guests an unforgettable stay in a picturesque woodland setting. Whether you're planning a romantic getaway, a family holiday, or a quiet retreat, the Nissen Hut provides a unique and memorable accommodation experience.

Guest favorite

The exterior of Mill Street Cottage is showcased, featuring a charming stone façade with three prominent windows on the upper floor. A welcoming entrance with a decorative archway is visible. The street is lined with other quaint buildings, and parked cars are seen in front.

Cottage in Somerset

4.91 out of 5 average rating, 158 reviews

'Mill Street Cottage' -Explore Glorious Somerset

Situated in a quiet street in the Conservation area of the town Wincanton with its eclectic mix of independent shops and pubs, Mill Street Cottage is the perfect retreat to unwind. Recently renovated with relaxation and comfort in mind a warm welcome awaits you at this charming cottage. There are two bedrooms that can be configured with either 2 x King size beds or 1x King and 2 x Single beds to offer flexible accommodation for up to 4 guests.

Top guest favorite

A spacious bedroom features a king-size bed with a wooden frame. Two bedside tables with lamps are positioned on either side. A dresser stands across from the bed, while a large window allows natural light to stream in, casting gentle shadows on the carpet.

Guest suite in Somerset

4.94 out of 5 average rating, 232 reviews

Spacious annexe in beautiful Wincanton

A one bedroomed annexe off our main home. A very spacious double bedroom, bathroom, sitting room and 'kitchenette'. Plenty of easy parking space directly outside of the property. Set back slightly from West Hill on a small 3 house cul-de-sack. A 10 min walk to Wincanton high street with a range of pubs, cafe's, independent shops and takeaways. Huge range of local attractions including The Newt, Wincanton Racecourse, Longleat and Stourhead.