Vacation rentals in Winterborne Stickland

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Top-rated vacation rentals in Winterborne Stickland

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Top guest favourite
The exterior of Oak Tree Barn displays rustic brick walls complemented by wooden window frames. A small tree is planted in a pot near the entrance, while a bench sits on a gravel path, surrounded by a tranquil rural landscape.
Cottage in Dorset
4.98 out of 5 average rating, 234 reviews

Lovely cosy place to stay in the heart of Dorset

Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.

Guest favourite
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, 104 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 favourite
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 Hanford
4.98 out of 5 average rating, 131 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 favourite
A light-filled living area features a comfortable sofa with decorative cushions, a coffee table, and a dining table in the background. Wooden flooring adds warmth, and a small indoor plant enhances the space. Natural light streams in from an adjacent window, illuminating the cozy atmosphere.
Farm stay in Blandford Forum
4.94 out of 5 average rating, 155 reviews

Self-contained annexe on organic dairy farm

Whether you’re wanting to have a base for a holiday with family, staying for a wedding, or here on business, I would love to have you stay at Lower Farm. The Annexe is situated on a working organic dairy farm, nestled in the most idyllic part of Dorset; perfectly located for beaching, country pubbing or long walks in the rolling countryside that surrounds. The property has a kingsize bed and a sofa bed. I will always do my utmost to cater to your requirements, just pop me a message ☺️

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 homes in Bere Regis
4.95 out of 5 average rating, 211 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 its 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
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, 152 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 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, 139 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 favourite
The bright sitting area features a gray sofa adorned with decorative cushions. Large skylights fill the space with natural light, while a wooden coffee table and a minimalist media console are visible. Views of greenery can be seen through the windows, enhancing the bright ambiance.
Condo in Hilton, Blandford Forum
4.96 out of 5 average rating, 159 reviews

Stylish self-contained annexe in rural mid Dorset

A thoughtfully designed space for two in glorious, peaceful Dorset countryside. Located on the edge of the lovely village of Hilton, this is a perfect place to hunker down for a few days or to use as a base for exploring all the amazing places that Dorset has to offer, all within easy reach. We are a gentle half hour stroll from Milton Abbey which is set in a magnificent Capability Brown landscape. We are also an easy trip (approximately 20 miles) from the spectacular Jurassic coast.

Top guest favourite
The living area features a light, open space with a soft gray sofa and armchair, complemented by a round mirror and natural light from skylights. A dining table is positioned by a window, with a small ottoman placed nearby, all set on a neutral-toned rug.
Bungalow in Dorset
4.96 out of 5 average rating, 125 reviews

The Covey - 1 Bedroom Annex with Country Views

Situated in beautiful Wessex this self-contained annex located on the outskirts of Blandford is within walking distance of amenities but retains a countryside feel overlooking fields. With one bedroom and separate living area it’s perfect for singles or couples A walk thru video of the property is available on YouTube on searching for TheCoveyBlandford Nearest pub - 10 mins walk Driving mins Nearest shop - Lidl 3 Blandford centre - 5 Poole & Bournemouth / beaches 30-40 Purbecks -40

Guest favourite
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 Blandford Forum
4.93 out of 5 average rating, 131 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 favourite
A set of double doors opens to a cozy bedroom area, featuring a bed draped in soft blue linens. Outside, a shaded seating area with a black table and chairs is visible, alongside potted plants, enhancing the serene outdoor setting.
Guest suite in Stourpaine
4.96 out of 5 average rating, 188 reviews

The self contained Garden Room Annex

The private Annex has it's own access via the rear garden and is connected to the house via a lockable door. The Annex is a bed sitting room with basic kitchen facilities, a shower room and outside area, all for your sole use. You can choose a Large double or 2 single beds in the room. Towels, soap and linen are provided. Teas/coffee/milk available in the room. TV, Fridge, microwave, kettle, toaster, fan, iron/board, plates, cutlery. There's an Airfryer available on request.

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, 379 reviews

The Garden House Okeford Fitzpaine Dorset

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. Okeford Fitzpaine, near Sturminster Newton is a picturesque, quiet and peaceful Dorset village with a shop /post office and a good local pub. A perfect destination for families, nature lovers, walkers, cyclists and anyone else wishing to escape to beautiful rural Dorset.

Popular amenities for Winterborne Stickland vacation rentals

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