Holiday rentals in Cheselbourne

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Top-rated holiday rentals in Cheselbourne

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Guest favourite
The exterior of a charming cottage features a sloped roof and brick walls, framed by natural greenery. A welcoming entryway with glass doors is visible, surrounded by outdoor seating made up of several wooden chairs. A blue planter adds a pop of color to the setting.
Cottage
4.87 out of 5 average rating, 101 reviews

The Coach House, Duntish Mill Farm, EV Charging

Whether you're exploring Dorset's countryside and coastline or simply looking to switch off for a few days The Coach House offers a peaceful escape for two. Beautifully renovated it combines exposed beams, a cosy wood-burning stove and a luxurious walk-in rainfall shower with plenty of space to relax and unwind Set within Duntish Mill Farm between Sherborne and Dorchester and within easy reach of the Jurassic Coast, it's the perfect base for discovering some of Dorset's most beautiful landscapes

Guest favourite
The exterior of the lodge features a modern, dark wooden facade with large glass doors that open into the main living area. A spacious patio area is surrounded by landscaped gardens, with decorative plants and seating arrangements for relaxation.
Home
4.94 out of 5 average rating, 344 reviews

Luxurious rural retreat

The Lodge at Willen Farm is a beautiful single level converted barn on the outskirts of the quiet village of Leigh, just 4 miles from the town of Sherborne in Dorset. The Lodge provides the perfect location for a relaxing escape to the rural countryside, yet just 40 minutes from the fabulous Jurassic coastline. Spacious accommodation with two double bedrooms, one with en-suite shower/toilet and a separate bathroom. Contemporary style with an outside patio area. Parking and a small garden area.

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
5 out of 5 average rating, 387 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
A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.
Tiny home
5 out of 5 average rating, 202 reviews

Cosy private Loft overlooking Dorset countryside

Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming 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
4.98 out of 5 average rating, 123 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 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
5 out of 5 average rating, 90 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.

Guest favourite
A Scandinavian-style cabin nestled within a lush, green woodland. Tall Douglas firs frame the property, contrasting against the clear blue sky. The path leading to the cabin is surrounded by vibrant grass and dense trees, enhancing the secluded and tranquil setting.
Cabin
4.94 out of 5 average rating, 149 reviews

Woodland Cabin with Brand New Sauna

In the heart of ancient Dorset woodland, the Cabin enjoys forest views from every room, a log burning stove, al fresco terrace dining, outdoor showering, sauna, hammock and private wildlife garden. 40 minutes away from the World Heritage Jurassic coast, a perfect destination for nature lovers, walkers and cyclists, this countryside hideaway is perfect for those in need of a digital detox. Unfortunately, it isn’t suitable for children under 5 or large/active dogs (see House Rules).

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
5 out of 5 average rating, 44 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!

Top guest favourite
A charming outdoor area displays a wooden deck leading to the shepherd's hut, surrounded by lush greenery. Two rustic chairs are positioned around a fire pit, inviting relaxation. A woven fence and planter add natural elements to the tranquil setting under a clear blue sky.
Shepherd’s hut
4.99 out of 5 average rating, 150 reviews

Cabin - Outdoor Bath, King size bed, firepit

The Spindleberry hut is a Beautifully bespoke Shepherds hut nestled in a tranquil field on a farm in the Piddle Valley, Dorset. With outdoor claw foot Stargazing bath tub, King-size bed, en-suite shower room and fully equipped kitchen. High speed (fibre based) wireless Internet connection. Relax, listen and watch nature or maybe sit around the fire pit with a glass of wine. Visit the Jurassic Coast and Durdle Door and Lulworth Cove all within 30 minutes drive.

Top guest favourite
Cottage
5 out of 5 average rating, 22 reviews

St James Cottage – Luxurious Dorset Escape

St James Cottage is a beautifully restored four-bedroom, four-bathroom retreat set on Milton Abbas' iconic main street. Blending timeless charm with modern luxury, the home features three elegant living areas, a high-end kitchen, and three inviting fireplaces. Recently decorated to an exceptional standard, this spacious cottage offers the perfect countryside escape in one of Dorset’s most picturesque and historic villages — peaceful, idyllic, and full of character.

Top guest favourite
Guest suite
5 out of 5 average rating, 8 reviews

The Manor House Suite

The Manor Suite is a newly renovated, self-contained retreat in the heart of Milborne St Andrew, a quiet Dorset village. The suite sits in the shadow of a 13th century church, offering a truly peaceful base to explore the region. The Jurassic Coast, Weymouth and Dorchester are all within easy reach. The village is wonderfully quiet and unhurried, with The Royal Oak pub just a short stroll away and Langham's Vineyard nearby for wine tastings and dining.

Superhost
A contemporary living area is illuminated by natural light, featuring large glass doors that frame scenic views of the surrounding fields. Two gray sofas are arranged around a central coffee table, creating a welcoming space. A wood burner is positioned against a textured stone wall, complementing the modern decor.
Home
4.85 out of 5 average rating, 158 reviews

Melbury Lodge, Dorset - hot tub, stunning views

Stylish and contemporary lodge, located in a peaceful position within the pretty Dorset village of Ansty. The beautifully presented lodge is light and spacious throughout with stunning views from the open plan living, dining, kitchen area. Doors open to large decked area for alfresco dining. A cosy wood burner is perfect for the cooler evenings and of course the real highlight is the luxurious hot tub to be enjoyed all year round!

Popular amenities for Cheselbourne holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Cheselbourne