Vacation rentals in Winterborne Houghton

Dorset Country Home- 6 Bed - Hot Tub

Spacious dog-friendly 6-bed home in Winterborne Houghton with two en-suites, main family bathroom and a downstairs wet room. Enjoy an open-plan kitchen/dining/living area plus a separate lounge/cinema room. Set in nearly an acre with swings for children, a hot tub, and stunning Winterborne Valley views from every window. Incredible walks start right from the drive, with Milton Abbas, Blandford Forum, and the Jurassic Coast nearby — the perfect countryside escape for families, friends, and dogs.

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.

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

Cute cob cottage

Relax in cosy 2 bedroom cottage at the top of the Winterborne valley. Explore Hardys’ country straight from the door onto miles of bridleways and footpaths with far reaching views. Well equipped with books and games, a log burner, and an out door bbq there is something to do whatever the weather. An enclosed private rear garden for sunny days with use of a shared, adjacent pool upon request. The perfect bolt hole to explore Dorset from, with the famous Jurassic coast only 45 minutes away.

Cosy Countryside 2-Bedroom Guest House

Escape to our cosy countryside annexe in Child Okeford within walking distance to historic Hambledon Hill. Set beside a peaceful stream with woodland views and birdsong, it’s perfect for a rural getaway. The self-contained space has 2 bedrooms (one with cot), a fully equipped kitchen for home cooking, and a shower room with washer and dryer. Enjoy the wood fire, private deck with grill, village shop and pubs. A peaceful home away from home to unwind and explore the charm of rural Dorset.

Unique, romantic & private luxury country retreat

Unique. private & very ancient dovecote near Salisbury & Stonehenge with a fabulous swimming pool in gorgeous peaceful countryside with wonderful walks straight from the door. Beautifully furnished, very well equipped, romantic & spacious. Thick stone walls make it warm & cosy in winter, cool in summer as well as very quiet. It has an exceptionally comfortable super kingsize bed, rolltop bath, huge velvet sofa, sound system, 50" TV, fully equipped kitchen, dining area & shower room.

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).

St James Cottage – Luxurious Dorset Escape

St James Cottage is a beautifully restored four-bedroom, four-bathroom retreat set on Milton Abbas' iconic main street. Blending timeless charm with modern luxury, the home features three elegant living areas, a high-end kitchen, and three inviting fireplaces. Recently decorated to an exceptional standard, this spacious cottage offers the perfect countryside escape in one of Dorset’s most picturesque and historic villages — peaceful, idyllic, and full of character.

Luxurious Snowdrop Cabin with Private Hot Tub

Escape to our unique & stylish barn conversion, a pet-friendly retreat perfect for couples. This light-filled home features a private hot tub, a king bed, and a laptop friendly workspace with Super Fast WiFi. Enjoy shared amenities like a life-size chess set & ping pong table. A perfect blend of relaxation and fun for two. • King Size Bed • Private Hottub • Dog Friendly • Fully Equipped Kitchen • Private Garden • Smart TV • Super Fast WiFi