Holiday houses 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 in Duntish
4.87 out of 5 average rating, 102 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

Top Guest favourite
A charming cabin is nestled among lush greenery, with a balcony that overlooks a serene pond and garden. The landscape features a variety of plants, including palm trees and ornamental shrubs, creating a natural and peaceful setting.
Cabin in Dorchester
5 out of 5 average rating, 101 reviews

Moorhen cabin

Sit back and chill in this calm, stylish space. Moorhen is a newly refurbished cabin in the owner's grounds. Surrounded by open countryside and sitting directly on a bridleway/cycle route 26. It comes with use of the owner's tennis court, boules court and riverbank. In addition to the balcony some areas of the main garden are also for guest use . Within easy reach of Dorchester, Weymouth and the world famous Jurassic coast. Moorhen provides a peaceful base for you to take it easy and explore

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, 163 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 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 in Tincleton
4.99 out of 5 average rating, 199 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
Farm stay in Blandford Forum
4.92 out of 5 average rating, 208 reviews

Self-contained annexe on organic dairy farm

Whether you’re wanting to have a base for a holiday with family, staying for a wedding, or here on business, I would love to have you stay. The Annexe is situated on a working organic dairy farm (yes, you can meet the cows!), nestled in the most idyllic part of Dorset; perfectly located for beaching, country pubbing or long walks in the rolling countryside that surrounds. There’s an endless amount of walks straight from the property The property has a kingsize bed and a double sofa bed.

Top Guest favourite
An open living area features a modern, plush sectional sofa facing a large glass wall that connects to the outdoor space. Two small, round tables, one with a decorative tray, are positioned in front. Natural light fills the room, highlighting the simple decor.
Bungalow in Somerset
4.99 out of 5 average rating, 287 reviews

Modern & spacious house in the countryside.

The Pavilion is a modern, purpose built holiday house in the quiet Somerset village of Yarlington. It has all the conveniences: Wood burning stove, underfloor heating, Washer & tumble dryer, Iron & ironing board, fast fibre optic broadband and a charging station for an electric or plug in hybrid car, but sadly the mobile phone signal is very poor. The house is next to the pub and a stones throw from the church. The Newt and Hauser Wirth Gallery in Bruton are within a 15 minute drive.

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 in Milton Abbas
4.94 out of 5 average rating, 148 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).

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, 42 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 in Piddletrenthide
4.99 out of 5 average rating, 148 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 in Milton Abbas
5 out of 5 average rating, 20 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.

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 in Dorset
4.85 out of 5 average rating, 157 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!

Guest favourite
Treehouse in Dewlish
4.93 out of 5 average rating, 384 reviews

Tree-Tops Treehouse Eco Retreat

Our enchanting tree house offers the ultimate escape. Elevated in the canopy and wrapped in woodland, it provides total privacy with sweeping views across the Piddle Valley. With the Dorset countryside on your doorstep, it’s designed for restorative seclusion, inviting you to ground yourself in peaceful surroundings, from slow mornings to deep relaxation in your wood-fired hot tub and cosy evenings that soothe body and mind.

Popular amenities for Cheselbourne holiday rentals

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