Holiday houses 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, 223 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/ ​​​​

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, 197 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
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, 384 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, 162 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, 142 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
4.96 out of 5 average rating, 171 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.
Guesthouse in Child Okeford
4.98 out of 5 average rating, 119 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
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
4.91 out of 5 average rating, 54 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
The rustic entrance of a charming cottage is framed by lush greenery and vibrant flowering plants. A stone pathway leads to the pale green door, which is accented by a small lantern. The historic brick exterior and the surrounding garden create a welcoming facade.
Home in Winterborne Kingston
5 out of 5 average rating, 41 reviews

Cobblers Cottage, Dorset

Relax and unwind in a newly renovated 18th Century cottage, combining period charm with modern convenience and luxury. Sleeping 6+ in three spacious double bedrooms, one en suite on the ground floor. The cottage also boasts a decadent bathroom, open plan kitchen diner, living room with inglenook fireplace, sun room and front & back cottage gardens. Within 20 minutes of Dorset's top attractions, you can combine rural charm with convenience to truly make the most of your trip!

Guest favourite
The exterior of Aplands Cottage features a charming façade with a mix of stone and render. A small gravel area is bordered by a decorative picket fence, with a potted plant positioned near the entrance. Bright blue skies and scattered clouds enhance the inviting atmosphere.
Cottage in Child Okeford
4.97 out of 5 average rating, 38 reviews

Charming cottage in scenic North Dorset

Aplands Cottage is a cosy two-bedroom cottage situated in the village of Child Okeford. This delightful village is in the heart of the rolling North Dorset countryside at the foot of Hambledon Hill. Amenities include an excellent local pub less than a minute from the property and a well-stocked village shop. The location is perfect for walkers and families as a base for getting to all the best that Dorset offers. Just so you know, the cottage does not have a rear garden.

Top Guest favourite
Condo in Child Okeford
4.93 out of 5 average rating, 224 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.

Top Guest favourite
A view through an open glass door reveals a lush garden with vibrant flowers and greenery leading up to a gently sloping hill. A wooden table with a bouquet of flowers and a candle holder is positioned in the foreground.
Cottage in Iwerne Courtney
4.92 out of 5 average rating, 51 reviews

Hambledon Hill Views and Sauna

Tastefully renovated Dorset semi-attached home in a lovely village next to the historic Hambledon Hill. Walking distance to an excellent pub. Enjoy the sauna and incredible views, and relax in a beautifully designed garden. Walk from the cottage to Hambledon Hill, an Iron Age hill fort. The historic town of Shaftesbury is 14 minutes away, or drive 40 minutes to the Jurassic coast. Privacy, views. 3 bedrooms, 2 baths, outdoor shower.

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