Vacation rentals in Winterborne Stickland

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Top-rated vacation rentals in Winterborne Stickland

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Top guest favorite
A spacious living area features a large velvet sofa adorned with cozy throws. A freestanding rolltop bath is prominently displayed, along with a 50" TV. Natural light filters in through the glass doors, which provide views of the outdoor seating area.
Barn in Dinton
5 out of 5 average rating, 167 reviews

Unique, romantic luxury countryside retreat

Unique luxury cottage for two, an ancient dovecote with a fabulous swimming pool. Beautifully furnished, romantic and spacious, in gorgeous peaceful countryside, the thick stone walls make it warm and cosy in winter, cool in summer as well as quiet and private. Upstairs there is a very comfortable super kingsize bed, a rolltop bath, a huge velvet sofa and a 50" TV. Downstairs is a shower room, kitchen and large dining area. Lovely walks from the door and close to Salisbury, Longleat & Stonehenge

Guest favorite
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
4.87 out of 5 average rating, 365 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.

Guest favorite
A historic thatched cottage is surrounded by a vibrant display of white daisies in the foreground. Windows with simple curtains are visible, and the thatched roof creates a charming rural appearance. The building features soft curved lines, contributing to the overall appeal.
Cottage in Winterborne Stickland
4.92 out of 5 average rating, 116 reviews

Pretty thatched, historic Cottage in an ANOB area

The cottage is a lovely grade II, listed, historic, thatched cottage. It's in a conservation area which is also in an Area of Outstanding Natural Beauty. There are lots of great local country walks. It’s also a central base to visit all that Dorset has to offer; from beaches and beauty spots to country towns. The Crown pub is in the centre of the village, only 5 minutes walk away. Our Sports and Social Club has a a bar and play equipment. It is on the left at the north end of the village

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, 189 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 favorite
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, 160 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.

Guest favorite
The cottage features a charming facade with red-tiled roofing and a light blue front door. Lush greenery surrounds the entrance, complemented by a gravel pathway. The windows are framed in white, adding to the inviting country aesthetic.
Home in Winterborne Stickland
4.9 out of 5 average rating, 31 reviews

Cute cob cottage

Relax in cosy 2 bedroom cottage at the top of the Winterborne valley. Explore Hardys’ country straight from the door onto miles of bridleways and footpaths with far reaching views. Well equipped with books and games, a log burner, and an out door bbq there is something to do whatever the weather. An enclosed private rear garden for sunny days with use of a shared, adjacent pool upon request. The perfect bolt hole to explore Dorset from, with the famous Jurassic coast only 45 minutes away.

Top guest favorite
Cottage in Stourpaine
4.96 out of 5 average rating, 170 reviews

Tudor Rose Luxury thatched cottage Dorset.

A boutique and chic thatched cottage for 2 nestled within the beautiful village of Stourpaine in an AONB. Escape to this romantic couples hideaway for the ultimate luxury getaway. Finished and equipped to a high standard including king size bed with designer linens, roll-top bath and separate shower, cosy lounge, separate dining room, fully equipped kitchen and lovely sunny courtyard. Great walks and the superb village pub are just a short stroll away. 1 small dog is welcome to join you!

Top guest favorite
An open living area features a modern, plush sectional sofa facing a large glass wall that connects to the outdoor space. Two small, round tables, one with a decorative tray, are positioned in front. Natural light fills the room, highlighting the simple decor.
Bungalow in Somerset
4.99 out of 5 average rating, 280 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.

Top guest favorite
The exterior of a modern rural studio is framed by lush greenery and colorful flower beds. Large glass doors provide a view into the bright interior, while the sleek black wooden façade complements the natural surroundings.
Cabin in Dorset
5 out of 5 average rating, 71 reviews

Detached self-contained rural studio with views.

Self contained detached rural studio in the heart of Dorset, with lovely views over open countryside designated as an area of outstanding natural beauty (National Landscapes). Set in 5 acres which includes the main residence of the owner. The accommodation is of modern open plan design, which includes a kitchenette/breakfast area, lounge, and bedroom area with en suite. As we are in the countryside there is no public transport, so a car is essential. EV charging is available (shared).

Guest favorite
A Scandinavian-style cabin nestled within a lush, green woodland. Tall Douglas firs frame the property, contrasting against the clear blue sky. The path leading to the cabin is surrounded by vibrant grass and dense trees, enhancing the secluded and tranquil setting.
Cabin in Milton Abbas
4.94 out of 5 average rating, 145 reviews

Woodland Cabin with Brand New Sauna

In the heart of ancient Dorset woodland, the Cabin enjoys forest views from every room, a log burning stove, al fresco terrace dining, outdoor showering, sauna, hammock and private wildlife garden. 40 minutes away from the World Heritage Jurassic coast, a perfect destination for nature lovers, walkers and cyclists, this countryside hideaway is perfect for those in need of a digital detox. Unfortunately, it isn’t suitable for children under 5 or large/active dogs (see House Rules).

Top guest favorite
Home in Winterborne Whitechurch
4.94 out of 5 average rating, 186 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 favorite
A charming exterior of a rustic property showcases a blend of flint and brick construction. A white door marks the entrance, complemented by two white-framed windows. Greenery gracefully climbs a wall, adding a touch of nature, while a simple bench sits invitingly on the side.
Barn in Dorset
4.84 out of 5 average rating, 183 reviews

Historic Stable on a Private Vineyard

Escape to a stylishly renovated stable on the beautiful Downwood Vineyard. This idyllic country retreat for two blends rustic charm with modern comforts like a king bed and super-fast WiFi. Enjoy private access, explore 40 acres of woodland, spot local wildlife from your garden, and experience incredible stargazing. A perfect romantic getaway to feel a world away from it all, yet close to local pubs and beaches.

Popular amenities for Winterborne Stickland vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Winterborne Stickland