Holiday rentals in Hambledon Hill

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Top-rated holiday rentals in Hambledon Hill

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Top guest favourite
A view of the charming cottages along a cobbled path, bathed in the warm glow of a sunset. The landscape beyond features rolling hills and green fields, creating a serene backdrop. The scene captures the rustic character of the historic area.
Cottage in Dorset
5 out of 5 average rating, 34 reviews

Historic Cottage on Iconic Gold Hill - Romantic

A chance to stay in a heritage cottage on the ancient cobbles of Gold Hill, England’s most iconic street and home of the famous '70s Hovis Bread advert. Button Cottage is a Grade II listed, 450-year-old former button makers’ home, built from local greenstone and restored to an authentic, 5-star standard. With sweeping countryside views and walks, a secluded courtyard garden and artisan shops, cafés and welcoming pubs just a stroll away, it’s a beautifully romantic and enchanting couples retreat.

Top guest favourite
The exterior of the cottage is highlighted by its stone and brick façade, framed by greenery. A solid wood door with glass panels offers an inviting entrance. Windows allow natural light to enhance the warm tones of the building, situated along a quiet lane.
Cottage in Dorset
5 out of 5 average rating, 104 reviews

Unique Cottage with Private garden

The Sexton's cottage was restored to a high standard, bringing the charm of the original cottage with that of modern day living. There is a light and airy living, dining & kitchen area upstairs, with a double bedroom and Shower room downstairs. The cottage has a large private south facing garden with a dining area under a pergola, along with a BBQ and a raised decking area ideal for your morning cup of tea or an evening drink. Sturminster Newton is well positioned to explore Dorset and Somerset.

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.
Guest house in Tarrant Gunville
4.87 out of 5 average rating, 204 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, 74 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, 390 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.

Guest favourite
The main living space features a warm-toned sofa alongside a dining table set for four. A sturdy wooden ladder leads to the cozy mezzanine area above. Modern kitchenette appliances, including a refrigerator and stove, are visible, enhancing the functionality of the space.
Tiny home in Child Okeford
4.92 out of 5 average rating, 139 reviews

The Studio: Unique 2-Bedroom Home

The Studio at Framley Orchard is a charming 2-bedroom home with a cozy mezzanine floor. Peaceful but with plenty to do it’s perfect for couples and families of all ages, with a garden featuring swings and climbing trees. You’re in a great spot—our village has an excellent pub, a village shop, and we’re right next to an Organic Farm Shop & Café with incredible food (Wednesday-Saturday). Off-road footpaths lead to the foot of Hambledon Hill. Plus, you’re close to the trailway for cycling too.

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, 168 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 bright and inviting bedroom features a spacious king-sized bed dressed in soft linens with decorative cushions. A rustic chest of drawers complements the decor. Natural light filters through a window adorned with delicate curtains, enhancing the warm atmosphere.
Cottage in Stourpaine
4.97 out of 5 average rating, 174 reviews

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!

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.
Guest house 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
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
4.92 out of 5 average rating, 59 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!

Popular amenities for Hambledon Hill holiday rentals