
Vacation rentals in Winterbourne Steepleton
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Top-rated vacation rentals in Winterbourne Steepleton
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Pilgrims Cottage-Luxury Grade 1 Listed cottage
Take it easy at this unique and tranquil getaway. Come and unwind in our Grade 1 listed cottage set in the most beautiful street in gorgeous Cerne Abbas. Steeped in history you won’t want to leave this hidden gem. Out the front door are walks for miles and a visit to the Giant is a must! Then either cook up a storm in the well equipped kitchen , enjoy the garden with Big Green Egg bbq or wander down to the choice of three local pubs. The Sea is just a short 30 mins drive. Parking free opposite

The Ops Room, Ground floor 2 bed Apartment
Observatory House is a converted cold war nuclear bunker. **** We are currently having our roof replaced but this work is overrunning Due to this we have scaffolding erected across the front of the building. If you book we will send a reduced price option to you to accept/decline as a gesture of goodwill for any inconvenience caused****. Work is expected to be finished by the end of September so no discounts will be offered for bookings after that. Pets allowed but no cats due to allergies

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.

Beautiful 2 bedroom cottage in glorious Dorset
Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.

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.

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.

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.

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.

Cosy private Loft overlooking Dorset countryside
Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

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

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.
Popular amenities for Winterbourne Steepleton vacation rentals
Other great vacation rentals in Winterbourne Steepleton

Cheesemans Cottage

Luxury Coastal Bolthole · Hot Tub · Beach Access

Detached property, beams, hot tub big garden 166m2

Valley Cottage

The Granary - a rural location.

Private self contained flat

Shepherd's hut with stunning countryside views

The Loft at Ponderosa
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Brean Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Lyme Regis Beach
- Torquay Beach
- Durdle Door Holiday Park
- The Tank Museum
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- West Bay Beach
- Hoburne Naish Holiday Park
- Powderham Castle
- Alum Chine Beach
- University of Exeter





