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Holiday rentals in Chalmington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chalmington

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.97 out of 5 average rating, 690 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.

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
5 out of 5 average rating, 134 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.

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
4.94 out of 5 average rating, 347 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.

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
4.98 out of 5 average rating, 107 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.

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
4.96 out of 5 average rating, 247 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

Guest favourite
A cottage made of natural stone is surrounded by lush greenery and colorful flowers. A spacious balcony extends over the entrance, providing an outdoor area to enjoy the views. The sun illuminates the property, enhancing its inviting presence in the serene landscape.
Cottage
4.95 out of 5 average rating, 489 reviews

Romantic hillside hideaway with outstanding views

A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

Guest favourite
A unique cedar shingle Iglu is set within a green, landscaped yard. The structure features multiple windows and complements the surrounding trees. A hammock is suspended between two posts in the foreground, while smoke gently rises from a nearby wood fire, adding a touch of rustic charm.
Place to stay
4.93 out of 5 average rating, 498 reviews

Unique Stay Romantic Iglu with Wood Fired Hot Tub

Tucked away in a secret orchard in the heart of the Somerset Levels, the Iglu offers a unique & romantic escape for two. In the beautiful village of Curry Rivel, this enchanting cedar-shingled hideaway sits next to the Green & church capturing the charm of quintessential West Country. Rustic character & cozy comforts, completely self-contained, everything you need for a dreamy getaway. As evening falls sink into your private woodfired hot tub & soak under the stars while nature surrounds you.

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.
Apartment
4.84 out of 5 average rating, 193 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 charming stone cottage is framed by lush greenery and vibrant flowering plants. The structure features a sloped roof with three windows reflecting natural light, while decorative elements adorn the exterior, offering a welcoming view of the serene countryside.
Home
4.94 out of 5 average rating, 67 reviews

Rural Dorset Retreat

Escape to the heart of the Dorset Countryside, a charming accessible rural retreat surrounded by rolling hills and picturesque villages. Thoughtfully designed with disabled access, it offers cosy interiors, a log burner, and peaceful outdoor space, it's perfect for relaxing or exploring scenic trails. Wake to birdsong, dine al fresco or visit nearby historic towns and stunning coastlines. Whether you seek adventure or tranquility, Chalmington offers the perfect escape for a restful getaway.

Guest favourite
The exterior of the barn reveals a charming blend of traditional stonework and wooden features, characterized by a large front door and multiple windows. Surrounding the entrance are well-maintained plants and shrubs within a curved brick border, contributing to a welcoming appearance.
Barn
4.92 out of 5 average rating, 214 reviews

Lynchett Chase Barn in beautiful West Dorset

This Dorset stone barn has been modernised to provide spacious, open plan living. The property is ideal for large family holidays, and celebrations. The ample rear garden has a games room with table tennis table, perfect for children to let off steam! The barn is situated in the pretty village of Maiden Newton, which has great local shops and eating within a 5 minute walk and is just 30 minutes from the stunning Jurassic Coast, with the beautiful Dorset countryside right on the doorstep.

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
4.94 out of 5 average rating, 104 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 former aircraft, showcased in a woodland setting, features a unique exterior design with vibrant green accents. The fuselage stands on a grassy area, surrounded by trees and green foliage, with a pathway leading up to it, indicating accessibility to the entrance.
Plane
4.99 out of 5 average rating, 144 reviews

No Snakes on this Plane!

Tired of economy class? Charter a stay in a first class fuselage with wood fired hot tub situated in tranquil woodland. Welcome onboard your own private aircraft, step inside to the sleek contemporary interior of first class. Outside, unwind in seclusion in private woodland, a short walk away from the West Somerset Railway and the AONB of the Quantock Hills. An ideal getaway for two in first class, for families there is a bunk bed in the living room area. Dogs at additional cost.

Popular amenities for Chalmington holiday rentals