
Holiday houses in Winterbourne Steepleton
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Top-rated holiday rentals in Winterbourne Steepleton
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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.

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.

Private Stylish Lodge, Hot Tub, Wi-Fi, Heating, 5*
Lovely luxurious garden lodge sleeps up to 7 people, well equipped / stylishly decorated. Full food menu available to pre-order, mains, cakes and many extras. Includes 1 king-size, 1 adult size bunk bed, lounge sofa bed & another single sofa bed, BOTH bedrooms have their OWN en-suite shower & toilet, sheets & towels, fully kitchen, superfast WiFi, Smart TV, outside terrace with private HOT TUB, table and chairs, parking, EV charging & sun terrace. 5 star reviews can't be wrong, see you soon

The Old Reading Room West Stafford
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.

The Hide with Private Wood Fired Hot Tub option
'The Hide' is a truly romantic hideaway on an English Vineyard with your own Shepherd's Hut, Cabin, Shower Room & Private Wood Fired Hot Tub for two - there is a £50 fee for the wood fired hot tub Please be aware the Airbnb Guest Service Fee of 12.5% is now included in our prices Everything you see in the photos are for your own exclusive use Enjoy beautiful sunsets over the vines whilst soaking in your own private wood fired hot tub A perfect place to relax in a romantic setting for two

Moorhen cabin
Sit back and chill in this calm, stylish space. Moorhen is a newly refurbished cabin in the owner's grounds. Surrounded by open countryside and sitting directly on a bridleway/cycle route 26. It comes with use of the owner's tennis court, boules court and riverbank. In addition to the balcony some areas of the main garden are also for guest use . Within easy reach of Dorchester, Weymouth and the world famous Jurassic coast. Moorhen provides a peaceful base for you to take it easy and explore

Discover Little Drey: Your Perfect Getaway
At Little Drey, you'll find comfort, and warm hospitality, all while being conveniently close to Dorchester. A variety of restaurants, cafes, and shops are all within walking distance. Close to some of the best places to visit in Dorset, and within easy reach of famous beauty spots and amazing places to visit. Parking on property along with self-check-in, makes it super easy to have a relaxing, enjoyable break. Your host lives next door and is on hand to make your stay the best possible.

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.

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

Studio with off-street parking, private entrance
Welcome to our bright studio with gated off-road parking and free fibre (160 mbps) wi-fi. We welcome all to enjoy a stay in Dorset. We are a ten minute walk from the station, Poundbury and Brewery Square. Our newly renovated studio has an inviting interior, a rainfall shower and dedicated office space. A small double bed will provide a comfortable nights sleep. Dorset’s motto is “who’s afeard “ so what will you discover? The Cerne Giant, the chocolate factory ? Minimum stay two nights

Jurassic Coast Boutique Retreat with Views
Set amid the rolling Dorset countryside with far reaching breathtaking views The Hayloft is a relaxed luxury retreat designed for slow, restorative stays. Part of Grandview Farm The Hayloft is a self contained annex offering a secluded, peaceful haven just moments from the Jurassic Coast. Thoughtfully styled with natural textures and luxurious touches throughout, it is the perfect base for a couple or two friends who enjoy coastal walks, cosy mornings and drinks under the stars.

Cosy, dog friendly cottage in the heart of Dorset
Take it easy at this unique and tranquil getaway in the heart of Dorset. Beautiful scenery is all around you in this cosy cottage. The Jurassic coastline a just a short drive away, as is the historic town of Dorchester. The village has a great local pub, and a shop selling local produce as well as some essential items. Enjoy the privacy of an entire home with a beautiful garden in picturesque surroundings.
Popular amenities for Winterbourne Steepleton holiday rentals
Other great holiday rentals in Winterbourne Steepleton

The Outback Cabin

Cheesemans Cottage

Cobblers Cottage, Dorset

The Granary - a peaceful, rural location.

Private self contained flat

Shepherd's hut with stunning countryside views

The Loft at Ponderosa

No1. The Courtyard, Clyffe House
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Longleat Safari Park
- Southbourne Beach
- Boscombe Beach
- Brean Beach
- Mudeford Quay
- Brixham Harbour
- Lyme Regis Beach
- The Tank Museum
- Durdle Door Holiday Park
- Torquay Beach
- Bath Abbey
- Kimmeridge Bay
- Bournemouth International Centre
- Beer Beach
- Crealy Theme Park & Resort
- No. 1 Royal Crescent
- Highcliffe Beach
- Powderham Castle
- West Bay Beach





