Holiday rentals in Chalmington

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Top-rated holiday rentals in Chalmington

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Top guest favourite
A charming stone cottage is surrounded by lush greenery and various colorful flowering plants. A small white table and two chairs are placed outside, inviting guests to enjoy the garden view. The cottage features a traditional door framed by vibrant foliage.
Cottage in Dorset
4.97 out of 5 average rating, 686 reviews

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

Superhost
A wooden deck surrounds an exclusive wood-fired hot tub, which produces gentle steam against a backdrop of the setting sun. An expansive view of the cider orchard is visible, framed by trees under a softly lit sky transitioning to twilight.
Shepherd’s hut in Chalmington
4.96 out of 5 average rating, 246 reviews

Stargazer, off grid shepherds hut in cider orchard

Our bespoke, self contained shepherds hut is sat looking over our beautiful cider orchard in the heart of Dorset complete with its own outdoor fire pit/bbq and exclusive wood fired hot tub. We have a range of produce to offer guests to cook in the hut or on the bbq outside and a farm shop selling our ciders, meat and local produce. There are great pubs, breweries and restaurants in the locality to enjoy plus cycle routes and walks for all abilities with stunning views of the Dorset countryside

Top guest favourite
The cottage, constructed from Portland stone with a thatched roof, is framed by a well-maintained garden. The exterior features multiple windows and a welcoming entrance, surrounded by neatly arranged flower beds and green lawns, presenting a serene countryside setting.
Cottage in Chilfrome
4.98 out of 5 average rating, 104 reviews

Beautiful 2 bedroom cottage in glorious Dorset

Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.

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 in Leigh
4.94 out of 5 average rating, 341 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.

Guest favourite
The interior of the cabin showcases a wooden staircase leading to the upper level, framed by log beams and large windows. Natural light floods the space, highlighting the warm wooden tones. A serene view of the lake is visible through the windows.
Cabin in Dorset
4.92 out of 5 average rating, 365 reviews

Log Cabin/Hot Tub on Private Lake Jurassic Coast

This very charming, cosy and rustic log cabin is located on a private lake on the outskirts of a quiet family farm in North Chideock, just 5 minutes drive from the Jurassic Coast. The tranquil surroundings make this place the perfect romantic getaway for couples and an amazing place to spend a holiday as a family. Various wildlife and lifestock are frequent visitors of the cabin including our resident heron. Enjoy a drink on the sun deck and watch the sunset over the fields from the hot tub.

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 in Dorset
5.0 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 charming wooden hut is nestled among greenery, framed by a tree branch and vibrant foliage. The entrance is visible, adorned with a circular decorative piece. Lush grass surrounds the hut, contributing to the serene garden setting.
Hut in Cattistock
4.94 out of 5 average rating, 102 reviews

Private Garden Glamping Retreat- Firepit & Massage

The rustic glamping hut (double or twin) is nestling in the garden of this charming Georgian house in a tranquil Dorset village. Within a couple of steps is the bathroom hut with shower & toilet. Then there is the ‘firehut’, with a raised firepit, basic cooking equipment, fridge, microwave, toaster and mini stove. The walled garden is private for yourselves to enjoy, with an additional firepit for those starry nights. Additional two double bedrooms in main house available for booking.

Top guest favourite
A charming shepherd's hut is surrounded by trees, illuminated under a starry sky with visible trails of stars. The structure features a small window and a deck with simple white chairs. The rustic charm is accentuated by the natural landscape surrounding the hut.
Shepherd’s hut in Dorset
4.97 out of 5 average rating, 114 reviews

Romantic Tree Cabin - Bride Valley- Jurassic Coast

Lapin Cottage is nestled in the most beautiful pocket in Dorset. Situated on private farm land, it hosts rolling views of the Bride Valley and only a stones throw from the Jurassic Coast. Every comfort has been thought of in this cosy, romantic shepherd's hut. A luxuriously soft bed, fully equipped kitchen and bathroom. You will wake up to a chorus of birdsong and the tinkling of bells from our sheep. The sunken bath on the deck is the ideal place for gazing up at the starry night sky.

Top guest favourite
The exterior of the cottage is captured at sunset, featuring stone walls and a welcoming entrance. The earthy tones of the building contrast with the soft glow of lights from within. Surrounding foliage and gravel pathways add to the rustic appeal of the inviting setting.
Cottage in Cattistock
5.0 out of 5 average rating, 112 reviews

Dorset Cottage with EV Charger

Dorset cottage in Cattistock village. Light, spacious and tastefully decorated with traditional style furnishings. South facing garden, perfect to enjoy a glass of wine with views of the church and countryside. Fabulous local dog friendly pubs within a short walk/drive, village shop/Post Office within 2 mins walk. Ideal for 1 or 2 couples - sleeps upto 6. Dog-friendly with great walks nearby, EV charger available on site, short drive away from Dorchester and world famous Jurassic Coast.

Top guest favourite
Barn in Dorset
5.0 out of 5 average rating, 225 reviews

Jurassic Coast Boutique Retreat with Views

Set amid the rolling Dorset countryside with far reaching breathtaking views The Hayloft is a stylish but relaxed retreat designed for slow, restorative stays. Part of Grandview Farm The Hayloft is a self contained annex offering a secluded, peaceful haven just moments from the Jurassic Coast. Thoughtfully styled with natural textures and luxurious touches throughout, it is the perfect base for a couple or two friends who enjoy coastal walks, cosy mornings and drinks under the stars.

Top guest favourite
A modern studio with a wooden exterior is set on a spacious wooden deck, bordered by potted plants. Large glass doors and windows provide ample natural light and views of the surrounding countryside.
Home in Cruxton
4.98 out of 5 average rating, 314 reviews

Cruxton Studio, an Idyllic Countryside Escape in Dorset

Tucked away amongst fields down a Dorset country lane, Cruxton Studio is the perfect getaway. After an invigorating walk, return for tea and a homemade Dorset Apple Cake or simply sit outside and listen to the wildlife. Clean lines and soft tones create a fresh feel, while sweeping skies make it an ideal spot for stargazing. The property is surrounded by beautiful countryside with walks and cycle rides straight from the door and the Jurassic Coast is only a 20 minute drive away.

Top guest favourite
An open-plan kitchen and living area showcases green cabinetry and a tiled backsplash. In the foreground, two light-colored upholstered sofas are positioned beside a plush area rug, while natural light enters from a nearby window. Kitchen appliances and utensils are neatly arranged on the countertop.
Guest suite in Cattistock
4.91 out of 5 average rating, 439 reviews

Willow Annexe

We welcome you to stay at our home and in the beautiful surroundings of West Dorset. We offer a lovely one bedroom (double bed) self catering annexe which has all the comforts that you'll need! It is well equipped and has fresh towels, bed linen, tea towels and everyday essentials. Relax and enjoy beautiful Cattistock. We have a beautiful village with a historic pub the Fox and Hounds and a village shop.

Popular amenities for Chalmington holiday rentals

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