Holiday houses in Hambledon Hill

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Top-rated holiday rentals in Hambledon Hill

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Top Guest favourite
Cottage in Dorset
5 out of 5 average rating, 14 reviews

The Stable Cottage

Brand new 2 bedroom cottage on the historic Rushmore Estate offers cosy countryside living with its own separate entrance and dedicated parking, independent from our house. Walk to top-rated pubs in Tollard Royal and Farnham. Stable Cottage is the closest accommodation to Larmer Tree Gardens, just a short walk or 3 minutes drive. Enjoy stunning walks from the door, Rushmore Golf Club 5 minutes away. 15 minutes from Shaftesbury and 40 mins to the Jurassic Coast, a perfect base for exploring.

Top Guest favourite
A luxury hot tub filled with bubbling water welcomes relaxation, framed by lush greenery and open fields under a clear blue sky. The spacious area includes a basketball hoop for added enjoyment, creating an inviting outdoor atmosphere.
Guesthouse in Tarrant Gunville
4.87 out of 5 average rating, 205 reviews

The Retreat ~ Hot Tub~ Sauna ~ Charming & Cosy Gem

Step into the stylish and comfortable 1BR 1Bath guest house nestled in the picturesque village of Tarrant Gunville. It offers a relaxing oasis with a luxury hot tub, sauna, and a perfect base to explore natural attractions and historical landmarks of Dorset County. Modern design and a rich amenity list will satisfy your every need. ✔ Comfy BR with a Double Bed ✔ Bright Living Space ✔ Kitchenette Amenities ✔ Garden ✔ Hot Tub ✔ Sauna ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking See more below.

Top Guest favourite
A light and airy living area features a plush sofa adorned with large pillows. Warm light filters through a large window, complemented by soft curtains. A rustic wooden coffee table sits in front of the couch, alongside a decorative side table and subtle artwork in the background.
Home in Ansty
4.99 out of 5 average rating, 75 reviews

Idyllic stay near James Mays pub

A stunning 2 bedroom rural getaway, a complete luxury countryside retreat perfectly located for exploring the local area, including a 15 minute walk to James May’s renowned pub and located only 2 miles from the village of Tisbury with all local amenities and a train station with direct links to London Waterloo. This charming cottage boasts two large bedrooms, one super king and one king along with a beautiful bathroom, downstairs shower room and picturesque gardens to enjoy with green egg bbq.

Top Guest favourite
The blue Shepherd’s Hut is positioned on a grassy area, showcasing its charming curved design. Wooden steps lead to the entrance, inviting guests inside. Surrounding trees and a scenic countryside view enhance the peaceful setting.
Shepherd’s hut in Dorset
5 out of 5 average rating, 392 reviews

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.

Top Guest favourite
The main living area features a spiral staircase leading to an upper level and an open-plan kitchen with a large island and breakfast bar. Natural light enters through large windows and bifold doors, enhancing the space that includes comfortable seating and greenery.
Home in Stubhampton
4.99 out of 5 average rating, 169 reviews

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.

Top Guest favourite
A charming brick and flint cottage stands under a clear blue sky. Symmetrical gabled roofs and evenly spaced windows enhance its facade. Lush greenery from nearby plants adds to the welcoming approach. A pathway leads to a wooden front door, inviting guests into a serene retreat.
Home in Hanford
4.99 out of 5 average rating, 144 reviews

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

Top Guest favourite
A cozy living area features a large window offering views of the serene outdoor landscape. A wood-burning stove stands against a brick wall, providing warmth. A rounded coffee table complements the soft seating arrangement, styled with cushions and throws for comfort.
Guesthouse in Child Okeford
4.98 out of 5 average rating, 126 reviews

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.

Top Guest favourite
Earthen home in Dorset
4.98 out of 5 average rating, 49 reviews

Wellness retreat, Sauna & Hot Tub - Shaftesbury

Melt your stresses away swinging in a hammock,soaking in a hot tub or laying back in a Sauna.Escape the buzz of modern life unwinding in your own idyllic space. Enjoy a massage surrounded only by views. Angels Hut nestles into a hill overlooking Shaftesbury. It's situated amongst a 65 acre farm with woodland’s, and wild deer, with animal welfare and sustainability at its core.Let the owls serenade you providing a perfect backdrop to a blissful night you will remember for years to come!

Top Guest favourite
Cottage in Milton Abbas
5 out of 5 average rating, 22 reviews

Luxury Cottage | Sleeps 8 | Jurassic Coast

Luxury 4-bedroom cottage in Milton Abbas, Dorset, sleeping up to 8 guests, with parking, fireplaces and stylish interiors — just 25 minutes from the Jurassic Coast and Lulworth Cove. St James Cottage is a beautifully restored Grade II listed home blending timeless charm with modern comfort. Recently refurbished to an exceptional standard, it features three elegant living areas, a high-end kitchen and inviting fireplaces, creating the perfect countryside escape for families and groups.

Top Guest favourite
Barn in Dinton
5 out of 5 average rating, 174 reviews

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.

Top Guest favourite
The exterior of 'The Shed' features a dark wooden façade, with large windows complemented by flower baskets. A small patio area is presented with two white chairs next to a wooden table, surrounded by pebbled ground and garden plantings.
Cabin in Iwerne Courtney
4.9 out of 5 average rating, 61 reviews

Quiet garden cabin, perfect for walkers

Nestled in the heart of Dorset, 'The Shed at the End of the Garden' in Shroton is the perfect getaway for lovers of walking, nature and peace and quiet. A short drive from the towns of Shaftesbury and Blandford, you'll find yourself tucked right at the foot of Hambledon Hill, a historic Celtic Fort (National Trust). Hambledon Hill and neighbouring Hod Hill offer fantastic walking with panoramic views of the Dorset countryside – and the trail starts just outside the back gate!

Top Guest favourite
Condo in Child Okeford
4.93 out of 5 average rating, 227 reviews

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.

Popular amenities for Hambledon Hill holiday rentals