Holiday houses in Winterborne Kingston

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Top-rated holiday rentals in Winterborne Kingston

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Top Guest favourite
A light-filled open-plan living area features large glass doors that lead to a terrace, framed by wooden beams. Comfortable seating and a dining table with chairs are arranged thoughtfully. A modern kitchen setup with a refrigerator is visible, enhancing the space's functionality.
Cabin in Gillingham
5 out of 5 average rating, 317 reviews

Oak Framed Home with Countryside Views

Get back in touch with nature at this luxury cabin nestled in a quiet hamlet. Find tranquility on the terrace surrounded by breathtaking views, or lounge amid thoughtful decor and chic modern finishes in the exposed oak beam interior. Blue Vale is brand new as of June 2018! We helped to design this green oak framed building and have been involved in the whole process of building it, doing much of it ourselves. For our colour scheme we have used different shades of blue throughout, playing on the name of Blue Vale. The furnishing and finishing touches are of a high standard to help promote a comfortable and luxurious finish. There is an eclectic style combining modern country with industrial finishes. Luxury, high thread cotton bedding and towels, large flat screen smart tv's and luxury Neals Yard toiletries help to give the top-end finishing touches we would appreciate if we stayed away from home. Blue Vale is completely self contained but sits in the grounds of our family home. The decked outdoor living space is screened by trellis on the garden side with fields on the other. You would be very welcome to walk around our garden. We can be as interactive as you wish. With living in the same grounds we are close at hand if needed. We will welcome you when you arrive but will be respectful of your privacy. The glorious Blackmore Vale landscape is a tapestry of farmed green fields with a sprinkling of English villages, of which Sandley is one. Walk out (or cycle, using our available bikes) onto country lanes and venture along a web of footpaths to discover this unspoilt part of Dorset. Visit Stourhead, stroll around the ancient towns of Sherborne or Shaftesbury or discover the beautiful Jurassic coast. Visit Longleat safari park, Haynes Motor Museum, Monkey world & Yeovilton Air Museum. Sandley is a quiet hamlet with the neighbouring village of Buckhorn Weston just a mile away. The Stapleton Arms pub can be found here. We are 10 minutes away from the towns of Gillingham and Wincanton where various supermarkets, shops and services are. There is a train station in Gillingham which has a direct route to London in less than 2 hours. The larger cities of Bath and Salisbury are less than an hours drive and it takes around an hour to drive to the beautiful Jurassic coastline. The historic towns of Shaftesbury and Sherborne are only 15 and 20 minutes away respectively. The quiet rural roads and bridleways of the Blackmore Vale are excellent for cycling and walking. Blue Vale is in the grounds of our family home. There is a one- bedroomed B&B facility on the ground floor of our home.

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.

Guest favourite
A spacious bedroom includes a comfortable bed with crisp linens and decorative pillows. Natural light brightens the room, enhancing the elegant slipper bath and the stylish chair nearby. Framed artwork adorns the walls, contributing to a serene ambiance.
Bungalow in Blandford Forum
4.88 out of 5 average rating, 356 reviews

Ranmoor Estate - Hunters Cottage - Hot Tub & A/C

Welcome to Hunters Cottage – our most opulent luxury cottage at Ranmoor Estate, where refined comfort meets timeless countryside charm. This stunning, air-conditioned retreat is perfect for couples seeking a romantic escape. The main bedroom features a king-size bed and a beautiful slipper bath, creating the ultimate space to unwind. Outside, enjoy your private hot tub and BBQ area overlooking the rolling Dorset countryside — the perfect setting for relaxation, romance, and lasting memories.

Superhost
A cozy living room is furnished with a spacious sectional sofa facing a wall-mounted TV. Large glass doors offer sweeping views of the sky and surrounding area. Green plants add a natural touch, while a sleek wood-burning stove creates a focal point in the inviting space.
Condo in Westbourne
4.85 out of 5 average rating, 183 reviews

The Beach Hytte - Stunning Sea View Penthouse

Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

Top Guest favourite
The main living area features a spiral staircase leading to an upper level and an open-plan kitchen with a large island and breakfast bar. Natural light enters through large windows and bifold doors, enhancing the space that includes comfortable seating and greenery.
Home in Stubhampton
4.99 out of 5 average rating, 153 reviews

Stylish Barn Conversion

The Barn is a converted property located at the head of the stunning Tarrant valley within the Cranborne Chase Area of Outstanding Natural Beauty. The main living area has dual aspect and bifold doors out onto an enclosed patio, garden and seating area. Two of the bedrooms have internal balconies into the main body of the barn and triple velux roof windows to enjoy the rural views. The third bedroom has bifold doors onto the patio and an en-suite with rainfall snail shower. TV/cinema room.

Top Guest favourite
A charming Georgian house presents a whitewashed façade, featuring large windows and a wide blue front door. The building is flanked by brick walls and mature greenery, creating a welcoming entrance on a quiet lane.
Townhouse in Blandford Forum
4.97 out of 5 average rating, 169 reviews

Old Red Lion House in Market Town

A beautiful listed building located on a quiet lane in the centre of the pretty market town of Blandford Forum, offering the perfect place to explore Dorset or simply relax in one of the cosy sitting rooms and indulge in one of the house's many books. Plenty of board games and DVDs will keep the younger ones entertained or get outside to the nearby River Stour to spot otters and kingfishers (just a 5 minute walk from the house) or head in any direction to Dorset's spectacular countryside.

Top Guest favourite
A quaint cob cottage with a thatched roof is framed by vibrant pink flowers and lush greenery. The garden features well-maintained plants and an inviting path leading to the cottage's window, creating a serene and welcoming outdoor space.
Tiny home in Bere Regis
4.95 out of 5 average rating, 218 reviews

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with an entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

Top Guest favourite
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
4.98 out of 5 average rating, 371 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.

Top Guest favourite
Shepherd’s hut in Piddletrenthide
5 out of 5 average rating, 132 reviews

Cabin - Outdoor Bath, King size bed, firepit

The Spindleberry hut is a Beautifully bespoke Shepherds hut nestled in a tranquil field on a farm in the Piddle Valley, Dorset. With outdoor claw foot Stargazing bath tub, King-size bed, en-suite shower room and fully equipped kitchen. High speed (fibre based) wireless Internet connection. Relax, listen and watch nature or maybe sit around the fire pit with a glass of wine. Visit the Jurassic Coast and Durdle Door and Lulworth Cove all within 30 minutes drive.

Top Guest favourite
Home in Winterborne Whitechurch
4.94 out of 5 average rating, 178 reviews

No.3

No.3 is a self-contained property which was the extension of the original farm cottage built in 1907, now part of the hosts’ residence (number 4). It has it’s own separate access off a quiet unclassified road leading out of the village of Winterborne Whitechurch with off-road parking. The property has been adapted to provide all the comforts for a quiet enjoyable stay but public transport is infrequent so a car is recommended.

Guest favourite
A warm and inviting lounge area features a wood-burning stove framed by a stack of logs. Leather sofas are arranged around a central wooden coffee table, while a soft cowhide rug lies on the polished floor. Large windows offer views of the outdoor space.
Treehouse in Dewlish
4.93 out of 5 average rating, 372 reviews

Tree-Tops Treehouse Eco Retreat

Our enchanting tree house offers the ultimate escape. Elevated in the canopy and wrapped in woodland, it provides total privacy with sweeping views across the Piddle Valley. With the Dorset countryside on your doorstep, it’s designed for restorative seclusion, inviting you to ground yourself in peaceful surroundings, from slow mornings to deep relaxation in your wood-fired hot tub and cosy evenings that soothe body and mind.

Top Guest favourite
The exterior of the restored coach house is shown, featuring a charming brick facade and a slate roof with multiple windows. A pebbled driveway leads to the entrance. Lush greenery surrounds the building and fluffy clouds are visible in the blue sky above.
Cottage in Okeford Fitzpaine
4.97 out of 5 average rating, 400 reviews

The Garden House Okeford Fitzpaine Dorset

**PLEASE BE AWARE** During March , April and May 2026 there is ground works taking place installing drainage to the site next door. This may cause noise disruption on weekdays only between 8am and 4pm. The Garden House is a restored spacious 2 bedroom former 19th century Coach house, situated in the centre of an attractive rural village in the heart of the rolling North Dorset countryside.

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