Vacation rentals in Winterbourne Steepleton

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Top-rated vacation rentals in Winterbourne Steepleton

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Top guest favorite
The cabin's exterior features a welcoming deck area with a wooden table and chairs, shaded by a canvas awning. Soft-colored front doors create a contrast against the dark wooden structure. Lush greenery surrounds the cabin, enhancing the peaceful countryside setting.
Cabin in Dorset
4.97 out of 5 average rating, 109 reviews

Cosy Country Cabin

The Cabin is situated on our land, next to our garden. It faces down the valley with scenic views and a peaceful setting. It's an ideal place to relax and a great base from which to explore the beautiful Dorset coast and countryside. If you like wildlife you may spot deer, hares, kestrels, buzzards, barn owls. It's open plan with a light and pleasant lounge space, sleeping nook containing a very comfortable double bed, kitchen with a fridge/freezer and 2 ring gas hob and a compact shower room.

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Top guest favorite
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
5.0 out of 5 average rating, 134 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.

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Guest favorite
Apartment in Winterbourne Abbas
4.84 out of 5 average rating, 43 reviews

Private self contained flat

Perfect location self contained private flat, 10 minutes from Weymouth, 5 minutes from Dorchester, 14 minutes from Bridport, private parking directly in front of the flat outside dining area! Brand new totally refurbished.Double bed, and double sofa bed, 55” TV can be pulled out, WFi, heating , hot water, large kitchen with dinning breakfast bar, and second Tv, electric oven, Hob,toaster, microwave,kettle,fridge, sink. Shower room, power shower, lighted mirror with shaving point, wc and vanity

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Guest favorite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny home in West Stafford
4.92 out of 5 average rating, 293 reviews

The Old Reading Room West Stafford, Dorset.

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

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Guest favorite
An aerial view of Snipe House reveals a detached property with a sloped roof surrounded by green fields. The private outdoor area includes a hot tub, seating under an umbrella, and a secured dog run, all enclosed by a light green wooden fence.
Home in Portesham
4.89 out of 5 average rating, 119 reviews

The Snipe House with Hot Tub

Set on the Jurassic coast in an area of outstanding natural beauty. Snipe House offers access to a beautiful scenic part of Dorset. Situated just 5 minutes from Abotsbury and 10 minutes from Weymouth close to award winning beaches and convenient access to many miles of glorious country walks. Private, secluded exclusive. The House is situated on a dog boarding site. Snipe House comes with your own private dog run, we can also offer doggy day care. Luxury Spa set at 38C so unwind and chill.

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Top guest favorite
A stone cottage features a light green door framed by greenery. Large windows allow natural light to illuminate the entryway, while shrubs and trees create a peaceful, sheltered setting. The roofline peaks gently against a backdrop of clear blue skies.
Home in Martinstown
4.96 out of 5 average rating, 135 reviews

Enchanting Manor Coach House

An elegant, relaxed home in the grounds of the Manor in this AONB with walks directly from the house. The pretty village of Winterbourne St. Martin (Martinstown) has a great pub and a super village shop both within a short walk. Close to the Jurassic Coast and spectacular country views, its the perfect place to chill after a walk, a day at the beach (approx five miles away) or visiting the many attractions in and around Dorchester. Guests have a private garden, and access to a tennis court.

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Guest favorite
A person sits in a small boat on a clear, calm waterway surrounded by lush greenery. The boat is gently gliding through the water, with vibrant foliage reflecting in the serene surface. Wildlife may be observed in this tranquil setting.
Cottage in Portesham
4.76 out of 5 average rating, 446 reviews

Pond outside your bedroom window.

Self-contained bedroom, a sitting room and shower room. Your suite of rooms is separate from the house with its own entrance. The windows overlook the village duck pond and spring and pretty waterfall. There is parking, for your car, at your door. We're in a Dorset village with Trafalgar history, centuries old church, busy pub. The coast is only a couple of miles away. We are on the Dorset Coastal Path and the SSSI Jurasic Coast. £7.50 for a full Dorset breakfast. Evening meal £7 to £12.

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Guest favorite
A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.
Cottage in Dorset
4.8 out of 5 average rating, 202 reviews

Stunning Barn conversion with heated swimming pool

Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

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Top guest favorite
A former aircraft, showcased in a woodland setting, features a unique exterior design with vibrant green accents. The fuselage stands on a grassy area, surrounded by trees and green foliage, with a pathway leading up to it, indicating accessibility to the entrance.
Plane in Somerset
4.99 out of 5 average rating, 144 reviews

No Snakes on this Plane!

Tired of economy class? Charter a stay in a first class fuselage with wood fired hot tub situated in tranquil woodland. Welcome onboard your own private aircraft, step inside to the sleek contemporary interior of first class. Outside, unwind in seclusion in private woodland, a short walk away from the West Somerset Railway and the AONB of the Quantock Hills. An ideal getaway for two in first class, for families there is a bunk bed in the living room area. Dogs at additional cost.

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Top guest favorite
A modern studio with a wooden exterior is set on a spacious wooden deck, bordered by potted plants. Large glass doors and windows provide ample natural light and views of the surrounding countryside.
Home in Cruxton
4.98 out of 5 average rating, 316 reviews

Cruxton Studio, an Idyllic Countryside Escape in Dorset

Tucked away amongst fields down a Dorset country lane, Cruxton Studio is the perfect getaway. After an invigorating walk, return for tea and a homemade Dorset Apple Cake or simply sit outside and listen to the wildlife. Clean lines and soft tones create a fresh feel, while sweeping skies make it an ideal spot for stargazing. The property is surrounded by beautiful countryside with walks and cycle rides straight from the door and the Jurassic Coast is only a 20 minute drive away.

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Top guest favorite
The exterior of the farmhouse is shown, featuring a traditional stone construction with multiple windows. Lush green foliage surrounds the base, and the building stands against a clear blue sky, offering a glimpse of the rural landscape surrounding the property.
Home in Town Hill
4.98 out of 5 average rating, 42 reviews

Hardy View Farm House

The house is set in the heart of Dorset countryside celebrating lives of Thomas Hardy, Nelson’s admiral, his birthplace in next village and his monument in full view of the house. The house of the other Thomas Hardy - writer of many English classics - is 6 miles away and open for public viewing. The farm sits on the old Roman Road with Roman burial grounds, Jurassic coast and seaside resort of Weymouth within easy reach as well as the Isle of Portland whose stone built London!

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Top guest favorite
A tall stone monument is prominently situated atop a grassy hill, surrounded by lush greenery. A weathered wooden signpost stands in the foreground, pointing in two directions. The sky features scattered clouds and clear blue sections, creating a bright outdoor scene.
Home in Dorchester
4.98 out of 5 average rating, 171 reviews

Cheerful one bedroom home in the heart of Dorset

A great base for exploring Dorset and centrally-located. This newly decorated self contained 1 bedroom annexe has a fully equipped kitchen & in the county town of Dorchester, the birth place of Thomas Hardy. It is a perfect base to explore the beautiful countryside and Jurassic coast! The town’s amenities are only a short walk away including the new Brewery Square development. Complimentary tea and coffee also provided. Please note, we are unable to accommodate children

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