Vacation rentals in Cheselbourne

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Top-rated vacation rentals in Cheselbourne

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Top guest favorite

A tranquil bedroom features a metal framed bed adorned with soft, patterned linens. Natural light enters through dual windows dressed in floral curtains. A classic wooden chair and a dresser complement the space, which is finished with a cozy woven rug and a decorative ceiling light.

Cottage in Henley

4.93 out of 5 average rating, 352 reviews

Shepherd's Cottage

Shepherd's cottage is a delightfully cosy annexe with it's own private entrance and own cottage garden. Tucked away on a no through road, that leads directly onto a bridleway and footpaths, Shepherd's cottage makes an ideal place to stay for those who simply want to get away from it all. We welcome 2 small dogs ( pet fee applies) and horses - with a choice of fields to keep your horse in ( additional charge of £25 per night for horses). Complimentary bottle of wine on stays of 4 nights or more.

Top guest favorite

A functional open-plan space features a well-equipped kitchen with green cabinet fronts and modern appliances. A dining table and chairs are set nearby. A cozy sleeping area is marked by a four-poster bed, complemented by natural wood flooring and soft decor elements.

Guest suite in Crossways

4.96 out of 5 average rating, 106 reviews

The Annex @14

Welcome to The Annex @14, a newly renovated ground floor property and great base for exploring historic Dorset and a perfect getaway for two! Self-contained with its own private entrance .The annex is attached to our home at the end of a quiet cul-de-sac in the village of Crossways near Dorchester. There is a hot tub available for your own exclusive use! In the heart of Hardy Country, ideal for walkers and cyclists. Lulworth Cove, Durdle Door, the beautiful sands of Weymouth Bay are close by.

Top guest favorite

A light-filled living area features a comfortable sofa with decorative cushions, a coffee table, and a dining table in the background. Wooden flooring adds warmth, and a small indoor plant enhances the space. Natural light streams in from an adjacent window, illuminating the cozy atmosphere.

Farm stay in Blandford Forum

4.93 out of 5 average rating, 137 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 at Lower Farm. The Annexe is situated on a working organic dairy farm, nestled in the most idyllic part of Dorset; perfectly located for beaching, country pubbing or long walks in the rolling countryside that surrounds. The property has a kingsize bed and a sofa bed. I will always do my utmost to cater to your requirements, just pop me a message ☺️

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, 328 reviews

Tree-Tops Treehouse Eco Retreat

This beautifully crafted treehouse is deceptively spacious and is set elevated into the tree canopy with woodland to three sides affording total privacy. Facing due South, it commands extensive views over the Upper Piddle Valley in an Area of Outstanding Natural Beauty. With so much privacy, many guests opt to “stay put” but, if you want to venture further afield there are famous landmarks like Durdle Door, Lulworth Cove, Weymouth, and the Jurassic Coastline all within a short drive away.

Top guest favorite

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, 156 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 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, 125 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.

Guest favorite

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, 290 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 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

5 out of 5 average rating, 109 reviews

Spacious Secluded Shepherd's hut with outdoor bath

The Spindleberry hut is a Beautifully bespoke Shepherds hut nestled in a tranquil field on a peaceful 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 Weymouth's sandy beaches all within 30 minutes drive.

Guest favorite

A charming cottage features a thatched roof and whitewashed walls, framed by lush greenery. Window boxes bloom with flowers, and a trellis covered in climbing plants decorates the entrance. The tranquil setting is surrounded by gently sloping hills and mature trees.

Cottage in Milton Abbas

4.88 out of 5 average rating, 240 reviews

Large Thatched Grade 2 Cottage

The Old Forge is a large 4 bedroomed cottage in the marvellous and historic village of Milton Abbas. Unusually, the entire original village is listed as a grade 2*, steeped in history, and designed by the renowned Capability Brown. The local vistas and views are stunning. Our cottage is furnished in a cottagey period style but has all the modern conveniences needed for our modern day lives. There is a wonderful pub, although its is currently not serving food.

Guest favorite

A view from the studio's balcony reveals a spacious wooden deck furnished with two Adirondack chairs and a small side table. The surrounding countryside features lush green fields, distant hills, and a clear blue sky, creating a serene outdoor retreat.

Apartment in Stoke Wake

4.96 out of 5 average rating, 200 reviews

Willow Tree Farm Studio

Welcome to Willow Tree Farm. We have a lovely large private studio with stunning views from its own balcony across the Dorset countryside. Our space is perfect for two adults to escape the rat race and unwind. The studio has a country theme with a comfy Super King Bed, sofa, an indoor table for two, a TV as well as a large en-suite bathroom. Outside you'll find your own private balcony with garden furniture and a BBQ just down the steps below.

Guest favorite

A modern cabin features a wooden exterior complemented by large windows that allow for natural light. The surrounding garden includes greenery and a palm plant, with steps leading to the entrance. A tranquil atmosphere is created by the landscape and design.

Place to stay in Milton Abbas

4.93 out of 5 average rating, 146 reviews

Delightful 1 bedroom cabin/ 'sleep out'

Located in the picturesque 18th century village of Milton Abbas, the cabin is situated on the edge of a forest within our garden There are beautiful places to walk or cycle and we are very close to the historical Milton Abbey and chapel The village has a gastro pub , a shop and post office and tea rooms There are also other pubs close by which all provide food All bedding , towels and tea towels provided Check in after 15.00 Check out before 11.00

Guest favorite

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

4.86 out of 5 average rating, 133 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!