Holiday houses in Shillingstone

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.

Luxury Lake Side Shepherds Hut in Rural Dorset

Our luxury shepherds hut is situated in our 4 acre meadow shared with our herd of sheep in the beautiful North Dorset countryside. The village of Fontmell Magna is in a conservation area and an Area of Outstanding Natural Beauty and is a dark skies reserve. The Hut faces over the lake with glorious, uninterrupted views over the Fontmell Downs. The Hut is but offers a luxurious glamping opportunity with all the mod cons. Suitable for 2 adults and 2 small children is suitable all year round.

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

Fig Tree Cottage

Charming victorian terraced cottage on the edge of Child Okeford , in the heart of Dorset"s Blackmore vale. 2 bedrooms, 1 bathroom. a well equipped kitchen?diner and cosy sitting room with woodburning stove. A south facing garden with patio. garden table for 4 with views of Hambledon Hill Fort. Private parking for 1 large or 2 small cars. 1 well behaved dog is welcome. a 15 minute walk from the village where you will find a well stocked shop, organic farmshop, cafe, art gallery and 2 pubs.

RAF Mobile Aviation Control Tower

A unique holiday space which is a converted RAF mobile aviation control tower with a perfect little living area. From a sofa which converts into a double bed, kitchen and dining , wine fridge, this holiday home has everything you need for a memorable getaway. With a stairway to the observatory for additional dining and perfect for a panoramic view while relaxing and enjoying the scenery. Outside patio/garden for bbq and alfresco dining. Private toilet and shower block is a short walk away.

Tudor Rose Luxury thatched cottage Dorset.

A boutique and chic thatched cottage for 2 nestled within the beautiful village of Stourpaine in an AONB. Escape to this romantic couples hideaway for the ultimate luxury getaway. Finished and equipped to a high standard including king size bed with designer linens, roll-top bath and separate shower, cosy lounge, separate dining room, fully equipped kitchen and lovely sunny courtyard. Great walks and the superb village pub are just a short stroll away. 1 small dog is welcome to join you!

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.

🦆🦉🐓🦡 Poppy the bell tent 🦆🦉🐓🦡

Poppy tent has a proper double bed Mini fridge Electric lights and fairy lights inside it. Single futon Electric charging points Rugs Tea lights Tea coffee sugar Double burner gas stove little pots and pans and stove top kettle. Lovely roll top bath shower attached sink and a composting loo (cleaned when needed) Outside pizza oven Picnic bench Bbq Fire pit Wood charcoal matches provided 🌼🌼Hot tub charged at £30 per stay🌼🌼 paid via air bnb extra services

Secluded Woodland Cottage with Private Hot Tub

Escape to Meadow Cottage, a peaceful countryside retreat perfect for couples. This modern studio features a private hot tub, a dedicated workspace with super-fast fiber optic internet, and a fully fenced yard. Enjoy access to 40 acres of private woodland. Watch wildlife from your window in this cozy, pet-friendly getaway. Comfortably fits 2 guests. • King Size Bed • Private Hottub • Dog Friendly • Fully Equipped Kitchen • Private Garden • Smart TV • Super Fast WiFi

The Willows- 2 Bedroom Ground Floor Cottage

The Willows is a two bedroom ground floor cottage in the village of Child Okeford which nestles under the iron age hill fort of Hambledon Hill. In the heart of the Dorset Countryside there is a pub, a farm shop and café, a post office and a village shop. Child Okeford is surrounded by beautiful countryside where you will find many delightful walks. Further afield you can head to the Jurassic Coast and beautiful beaches of Poole, Bournemouth and Weymouth.

Stylish 2BR Barn conversion | Sunset Views

Beautifully renovated, spacious 2 bedroom barn conversion on a traditional Dorset farmyard. Ideal for couples, families, and dog-friendly stays. Set in the heart of the Blackmore Vale, The Flower Barn is half way between Sherborne and Shaftesbury, with quick access to A303 (20 mins) Perfect for short breaks, walking holidays, wedding guests, and half terms. Explore Stonehenge, Salisbury Cathedral, and the Jurassic Coast—all within an hour’s drive.