Vacation rentals in Winterborne Stickland

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Top-rated vacation rentals in Winterborne Stickland

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Guest favorite
The exterior of a charming cottage features a sloped roof and brick walls, framed by natural greenery. A welcoming entryway with glass doors is visible, surrounded by outdoor seating made up of several wooden chairs. A blue planter adds a pop of color to the setting.
Cottage in Duntish
4.87 out of 5 average rating, 102 reviews

The Coach House, Duntish Mill Farm, EV Charging

Whether you're exploring Dorset's countryside and coastline or simply looking to switch off for a few days The Coach House offers a peaceful escape for two. Beautifully renovated it combines exposed beams, a cosy wood-burning stove and a luxurious walk-in rainfall shower with plenty of space to relax and unwind Set within Duntish Mill Farm between Sherborne and Dorchester and within easy reach of the Jurassic Coast, it's the perfect base for discovering some of Dorset's most beautiful landscapes

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, 366 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, 119 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

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, 162 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 favorite
A charming brick and flint cottage stands under a clear blue sky. Symmetrical gabled roofs and evenly spaced windows enhance its facade. Lush greenery from nearby plants adds to the welcoming approach. A pathway leads to a wooden front door, inviting guests into a serene retreat.
Home in Child Okeford
4.99 out of 5 average rating, 142 reviews

Hanford Minima

Immaculate newly renovated three-bedroom cottage, (1 super king en suite, 1 king and 1 twin sharing a family bathroom) dating from the 1840s in typical Dorset brick and flint. Nestled at the foot of Hambledon Hill – between Shaftesbury and Blandford – it's only a mile to the excellent village shop and an easy walk over Hambledon hill to The Cricketer's pub for lunch or a pint. Drive to the Jurassic coast (40 mins) to explore Lulworth Cove or visit the gorgeous beach at Studland or Weymouth

Top guest favorite
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, 177 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 favorite
A bright and inviting bedroom features a spacious king-sized bed dressed in soft linens with decorative cushions. A rustic chest of drawers complements the decor. Natural light filters through a window adorned with delicate curtains, enhancing the warm atmosphere.
Cottage in Stourpaine
4.96 out of 5 average rating, 171 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, 285 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 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, 148 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).

Guest favorite
A modern cabin features a wooden exterior complemented by large windows that allow for natural light. The surrounding garden includes greenery and a palm plant, with steps leading to the entrance. A tranquil atmosphere is created by the landscape and design.
Place to stay in Milton Abbas
4.93 out of 5 average rating, 152 reviews

Delightful 1 bedroom cabin/ 'sleep out'

Located in the picturesque 18th century village of Milton Abbas, the cabin is situated on the edge of a forest within our garden There are beautiful places to walk or cycle and we are very close to the historical Milton Abbey and chapel The village has a gastro pub , a shop and post office and tea rooms There are also other pubs close by which all provide food All bedding , towels and tea towels provided Check in after 15.00 Check out before 11.00

Top guest favorite
Home in Winterborne Whitechurch
4.94 out of 5 average rating, 189 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.

Superhost
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, 187 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