Vacation rentals in West Chelborough

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.

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.

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.

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

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.

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.

Converted three bed stable - no children under 8

A converted stable on a peaceful farm surrounded by acres of countryside but within striking distance of Sherborne and good National Trust gardens. The Tallet is opposite the old farmhouse and next to a magnificent Somerset cider barn. The private terrace has a covered eating area and open lounging space enclosed by walls and clipped box hedging. The underfloor heating and electric log burner add warmth to the sitting room and the spacious open plan kitchen makes for a sociable space.

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.

Whatley Cottage, Rural Retreat for couples & dogs

Whatley Cottage is perfectly situated for a peaceful, rural holiday for couples. Nestled deep in the rolling Dorset countryside, enjoy the peace of the beautiful, rural position, while still being only a short walk from the bustling town centre of Beaminster. Just a 20 minute drive will take you to Bridport and West Bay, the heart of the Jurassic Coast World Heritage site. Perfect for year round use with a large outdoor dining area and a log burner inside for the colder months.

The Potting Shed, Luxury Barn Conversion

Lovingly converted spacious barn in a gorgeous courtyard setting, we have kept as many of the original features as possible. Extremely well equipped with super king bed and amazing walk in shower, the kitchen has everything to make your stay as comfortable as possible. There is plenty of outside space and you are welcome to make use of the all weather tennis court, bicycles can be provided so you can explore the local area.

Romantic Rural Retreat ~ Bluebell

Escape to Romantic Rural Retreats, a perfect hideaway for two. Relax in the wood-burning hot tub under the stars, enjoy scenic walks right from your doorstep, and unwind in a beautifully designed space made for comfort and relaxation. Whether you’re celebrating a special occasion or simply seeking a tranquil escape, our retreat promises a magical stay immersed in nature. Please not this is for adults only. 18+

Countryside Escape on Historic Estate

Stay at Mapperton Estate and enjoy historic Mapperton House, award‑winning formal gardens, miles of walking trails and abundant wildlife, set within a pioneering rewilding project restoring natural landscapes — all just minutes from the Jurassic Coast. Garden Cottage offers a beautiful historical retreat, located 100m south of Mapperton House, home to the Earl and Countess of Sandwich.