Holiday houses in Cheselbourne

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Top-rated holiday rentals in Cheselbourne

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Top Guest favourite
A cozy sitting area features a plush olive green velvet sofa adorned with patterned and solid cushions. A stylish wooden chair complements the vintage aesthetic, while large artworks decorate the walls. Exposed wooden beams add character, and a patterned rug enhances the inviting ambiance.
Barn in Dorset
5 out of 5 average rating, 113 reviews

Artist’s Creative Hideaway & Sauna

Beautiful, inspiring, and peaceful, Arthouse is a place to escape. This converted art studio in West Dorset is close to Chesil Beach and the Jurassic Coast. It is surrounded by wildflowers and features contemporary art and sculptures by artists Rouwen and Reeve. The space is complemented by mid-century modern furnishings, high ceilings, and exposed beams. All doors open to a private patio and a naturalistic garden. The Sauna, located in the gravel garden looks out onto sculptures and plants.

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
4.97 out of 5 average rating, 317 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.

Guest favourite
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, 277 reviews

The Old Reading Room West Stafford

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.

Superhost
A cozy living room is furnished with a spacious sectional sofa facing a wall-mounted TV. Large glass doors offer sweeping views of the sky and surrounding area. Green plants add a natural touch, while a sleek wood-burning stove creates a focal point in the inviting space.
Condo in Westbourne
4.85 out of 5 average rating, 180 reviews

The Beach Hytte - Stunning Sea View Penthouse

Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

Top Guest favourite
A well-lit living area is shown, featuring a light green wall and a comfortable sofa positioned near a window. A small wooden table with two chairs is visible, alongside a decorative round rug on the floor. A bedside lamp and a wall-mounted shelf complete the space.
Home in Martinstown
4.97 out of 5 average rating, 109 reviews

Guest Suite in Martinstown

Recently converted guest suite in a house situated in the middle of a picturesque village in Dorset. Private access through your own front door and set aside from the main house to ensure privacy. Private area outside for your use or you are welcome to explore the extensive gardens and woodland. Cooking facilities are limited but fridge, microwave, electric hob, toaster and kettle are supplied. Good food is served in the village pub a short stroll away. Dorchester town is a 10 minute drive.

Top Guest favourite
A charming exterior view of a light blue cottage with a dark roof and two front doors. Neatly trimmed bushes line the pathway, and a small outdoor area is visible. The structure is surrounded by greenery, with a clear blue sky overhead.
Guesthouse in Piddlehinton
4.97 out of 5 average rating, 211 reviews

The Yorkshireman @ Piddlehinton

We are so excited about our conversion. Completely self-contained, it is a lovely, light, cosy open space with a well equipped kitchen, modern bathroom and a cool sleeping platform/mezzanine. Piddlehinton is a special place, 20 mins from the Jurassic Coast and 10 mins from Dorchester, in the renowned Piddle Valley, with beautiful walks, views and our award winning pub, The Thimble Inn. We are right next door if you need anything, but if you prefer your privacy, you can be totally separate.

Top Guest favourite
The bright sitting area features a gray sofa adorned with decorative cushions. Large skylights fill the space with natural light, while a wooden coffee table and a minimalist media console are visible. Views of greenery can be seen through the windows, enhancing the bright ambiance.
Condo in Hilton, Blandford Forum
4.96 out of 5 average rating, 165 reviews

Stylish self-contained annexe in rural mid Dorset

A thoughtfully designed space for two in glorious, peaceful Dorset countryside. Located on the edge of the lovely village of Hilton, this is a perfect place to hunker down for a few days or to use as a base for exploring all the amazing places that Dorset has to offer, all within easy reach. We are a gentle half hour stroll from Milton Abbey which is set in a magnificent Capability Brown landscape. We are also an easy trip (approximately 20 miles) from the spectacular Jurassic coast.

Guest favourite
A private garden features a round table surrounded by four chairs, set on a stone patio. Lush greenery and flowering plants border a well-maintained lawn, while a rustic shed is visible in the background under a clear blue sky dotted with clouds.
Cottage in Lewell
4.94 out of 5 average rating, 305 reviews

Jasmine Cottage

Jasmine Cottage is a characterful, compact barn conversion, that sits next to the 400 year old farm house. It sleeps up to four people (including infants), with a double and a twin room. We are one mile away from The Wise Man Inn - an award-winning pub; 6 miles from Dorset's stunning Jurassic coast and 3 miles from the county town of Dorchester. You will, however, need a car- or bikes! Sorry, no pets and no smoking. No EV charging, yet, but there are many fast charging points nearby.

Top Guest favourite
Shepherd’s hut in Piddletrenthide
5 out of 5 average rating, 131 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.

Guest favourite
The exterior of The Parlour cottage is depicted, featuring a brick façade with large windows that allow natural light to fill the interior. A spacious gravel area surrounds the cottage, providing convenient access. The tranquil countryside can be glimpsed in the background under a clear blue sky.
Cottage in Duntish
4.95 out of 5 average rating, 179 reviews

The Parlour, Duntish Mill Farm, EV Charging

The Parlour is a 3 double bedroom cottage which is part of Duntish Mill Farm that has recently been lovingly renovated. There is open plan living with vaulted ceilings and a cosy log burner. French doors that lead onto a large private patio area. Located in an AONB of Dorset, we are surrounded by plenty of stunning countryside centrally located between the historic towns of Sherbourne and Dorchester, which is also only a short drive away from the Jurassic Coast.

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
4.84 out of 5 average rating, 149 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
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, 371 reviews

Tree-Tops Treehouse Eco Retreat

Our enchanting tree house offers the ultimate winter 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