Holiday rentals in Hambledon Hill

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Top-rated holiday rentals in Hambledon Hill

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Guest favourite
A charming view of the cottage garden framed by rustic brick walls is enhanced by a rainbow in the background. Lush greenery and colorful plants are visible, creating a serene outdoor space that invites relaxation.
Cottage in Iwerne Courtney
4.93 out of 5 average rating, 236 reviews

Beautiful Restored Cottage in the heart of Dorset.

A stunning, newly refurbished and tranquil, Dorset holiday cottage. Old School Cottage was built in 1851, and was originally part of the village school. Nestled at the foot of Hambledon Hill, in the village of Shroton, rural rambles are a few steps from the front gate! All the landscape photos shown are only a few metres from the cottage. This is a beautiful place to stay, with a stunning review record. www.oldschoolcottagedorset.co.uk https://www.instagram.com/oldschoolcottagedorset/ ​​​​

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Top guest favourite
The exterior of the barn features a wooden facade with large glass doors leading to a private outdoor space. A gravel patio is bordered by wooden seating and surrounded by farmland. Overcast skies add a tranquil ambiance to the scene.
Home in Dorset
4.96 out of 5 average rating, 340 reviews

The Barn @ Star Farm

Set in the heart of the Blackmore Vale in rural North Dorset, The Barn@Star Farm is a spacious 2 bedroom self catering holiday let furnished and equipped to a high standard. Recently converted the barn has its own private track and has wonderful views over unspoilt farmland. The property is quietly on the outskirts of the village of Hazelbury Bryan and is within a 45 minute drive to the Dorset Coast. The market towns of Sherborne, Blandford Forum and Dorchester are all within 20 minutes drive.

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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 Child Okeford
4.99 out of 5 average rating, 150 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

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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, 178 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.

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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, 141 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.

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Top guest favourite
A charming Georgian house presents a whitewashed façade, featuring large windows and a wide blue front door. The building is flanked by brick walls and mature greenery, creating a welcoming entrance on a quiet lane.
Townhouse in Blandford Forum
4.96 out of 5 average rating, 186 reviews

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.

LocationFamilyRiver

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, 142 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.

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Top guest favourite
The entrance features a charming brick façade with large windows, allowing natural light to fill the space. A wooden bench is positioned near the front door, surrounded by potted plants that enhance the welcoming ambiance.
Cottage in Dorset
5.0 out of 5 average rating, 101 reviews

No1. The Courtyard, Clyffe House

Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.

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Top guest favourite
Home in West Orchard
4.96 out of 5 average rating, 113 reviews

Luxurious & rustic renovated Dorset Coach House

The perfect location to get away from it all! Relax in this spacious and self-contained coach house in the North Dorset countryside, stylishly furnished and decorated with a rustic luxe feel, and featuring a sizeable garden for children to play freely. Conveniently located, an ideal springboard for exploring this beautiful corner of England. Cook in the fully stocked kitchen, and dine in the generous living space or on the outside terrace overlooking rolling fields

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Guest favourite
A view from the interior showcases a spacious patio with a modern gray sectional sofa and comfortable seating. The scene includes a bright waterfront, with kayaks and vibrant greenery in the background. Bifold doors allow for unobstructed access to the outdoor area.
Home in Parkstone
4.95 out of 5 average rating, 170 reviews

Luxury waterfront 5 bed house

A newly built 3 storey 5 bed detached house with stunning harbour views, 5 mins to Sandbanks beaches. Direct access to the water, Kayaks available for hire. 2 of the 5 bedrooms have sea views and share a balcony. All 5 bedrooms have en-suites and the master bedroom has a freestanding bath overlooking the sea. It has a bespoke layout with an open plan kitchen/dining area on the 3rd floor which makes the most of the stunning views at the highest level of the house.

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Top guest favourite
Apartment in Child Okeford
4.93 out of 5 average rating, 236 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.

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Top guest favourite
A spacious living area features exposed wooden beams and natural stone walls, complemented by large glass doors that provide views of the surrounding greenery. A comfortable gray sofa and light-blue armchairs are arranged around a wooden coffee table, enhancing the inviting atmosphere of the space.
Barn in Dorset
4.99 out of 5 average rating, 149 reviews

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.

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Popular amenities for Hambledon Hill holiday rentals