Vacation rentals in Cheselbourne

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Top-rated vacation rentals in Cheselbourne

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Guest favorite
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
4.88 out of 5 average rating, 104 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

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Top guest favorite
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, 207 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.

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Top guest favorite
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, 336 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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Guest favorite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny home in West Stafford
4.92 out of 5 average rating, 293 reviews

The Old Reading Room West Stafford, Dorset.

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

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Top guest favorite
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
5 out of 5 average rating, 210 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!

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Top guest favorite
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 Tincleton
5 out of 5 average rating, 94 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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Guest favorite
A private terrace features a wooden table and two folding chairs, set for a relaxing moment. Two wine glasses are positioned on the table, with a backdrop of lush greenery and a clear blue sky, inviting peaceful outdoor enjoyment.
Loft in Piddlehinton
4.88 out of 5 average rating, 134 reviews

Retreat studio with a terrace

A beautiful new studio in the Dorset countryside with stunning views, a private entrance and a private terrace to relax on. The studio is equipped with an ensuite bathroom and a new kitchenette for your use only. Located opposite the awards winning pub "Thimble Inn" in a friendly village in the scenic Piddle Valley. It is a perfect central location to explore Dorset, with many attractions nearby, only 10min drive to the Cerne Abbas giant or Dorchester and 25min to the Jurassic Coast.

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Top guest favorite
Guest suite in Somerset
4.99 out of 5 average rating, 110 reviews

The Ops Room, Ground floor 2 bed Apartment

Observatory House is a converted cold war nuclear bunker. **** We are currently having our roof replaced but this work is overrunning Due to this we have scaffolding erected across the front of the building. If you book we will send a reduced price option to you to accept/decline as a gesture of goodwill for any inconvenience caused****. Pin coded lock box allows flexible self check-in and out so you can come and go as you please. Pets allowed but no cats due to allergies

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Top guest favorite
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, 154 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.

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Top guest favorite
Guest suite in Milborne Saint Andrew
5 out of 5 average rating, 11 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.

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Guest favorite
A warm and inviting lounge area features a wood-burning stove framed by a stack of logs. Leather sofas are arranged around a central wooden coffee table, while a soft cowhide rug lies on the polished floor. Large windows offer views of the outdoor space.
Treehouse in Dewlish
4.93 out of 5 average rating, 389 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.

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Top guest favorite
An inviting farmhouse with a blend of flint and stone walls is surrounded by greenery. A gravel driveway leads up to the entrance, and a red door provides a pop of color against the earthy tones. Various trees and shrubs complement the picturesque setting.
Guest suite in Cheselbourne
4.93 out of 5 average rating, 294 reviews

Dorset Farmhouse apartment with pet farm animals

The Granary is part of our Georgian family farmhouse home which is nestled in a valley beside a gentle chalk stream. We have a host of friendly pet farm animals; pigs, a pony, horses and mini goats. You are welcome get acquainted with them to join in with their feeding. We are off the road and down a short track. You can walk directly from the door into the Dorset Countryside.

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Popular amenities for Cheselbourne vacation rentals