
Holiday houses in Winterborne Houghton
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Top-rated holiday rentals in Winterborne Houghton
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Cute, Cosy & Stylish Bothy Cottage, near Sherborne
Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

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.

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

Luxurious Shepherd’s Hut with Hot Tub
Get back in touch with nature at this luxury Shepherd’s Hut nestled in a quiet hamlet. Enjoy the large hut’s interior amid thoughtful industrial style decor and modern finishes and embrace outdoor living in your own large outdoor space, surrounded by breathtaking views of the countryside. Relax in the large fire fuelled hot tub, lounge on the deck in front of the fire pit or grab a bean bag and find a quiet spot in your own private paddock. This place offers luxurious comfort indoors and out.

The Beach Hytte - Stunning Sea View Penthouse
Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

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.

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

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.

The Flower Barn
Beautifully renovated spacious 2 bedroom barn conversion on a traditional Dorset farm yard. Situated in the heart of the Blackmore Vale the Flower Barn is half way between Sherborne and Shaftesbury. Bruton, Hauser and Wirth and The Newt in Somerset are all less than half an hour's drive. Ideal for short breaks, wedding guests, school half terms and holidays and conveniently only 20 mins from the A303. Stonehenge, Salisbury Cathedral and the Jurassic Coast are only an hour's drive.

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.

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).

Romantic Garden Retreat w/Hot Tub – Near Sandbanks
The Annexe is a private guest retreat attached to our former family home, now exclusively for visitors. Enjoy a charming garden with a covered hot tub and festoon lights, perfect for unwinding after exploring the nearby coastline and forest walks. Just minutes walk from pubs, restaurants, and shops, it’s an ideal base for your stay. Guests also enjoy Sky Sports, Wi-Fi, and a cosy outdoor seating area, making it perfect for a romantic, relaxing or an outdoorsy getaway.
Popular amenities for Winterborne Houghton holiday rentals
Other great holiday rentals in Winterborne Houghton

Cosy Countryside 2-Bedroom Guest House

Rawlsbury Lodge, Dorset - hot tub, stunning views

Woodland View, 2 Greenacres Bungalows

Moorhen cabin

Delightful thatched holiday cottage

Quiet Comfort in the Countryside

The Hideaway - sustainable hidden gem with hottub

Middleton Barn is a fabulously comfortable venue
Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Boscombe Beach
- Bournemouth Beach
- Winchester Cathedral
- Bournemouth International Centre
- Lyme Regis Beach
- The Tank Museum
- Kimmeridge Bay
- Highcliffe Beach
- Southbourne Beach
- Bath Abbey
- No. 1 Royal Crescent
- Marwell Zoo
- Beer Beach
- Mudeford Quay
- Mudeford Sandbank
- West Bay Beach
- Blackgang Chine
- Man O'War Beach
- Bowood House and Gardens
- Charmouth Beach




