Vacation rentals in West Chelborough

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.

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.

Garden Cottage, glorious Somerset countryside

Nestled in the grounds of Tarqua House in this idyllic village. Come and stay in our cosy hideaway on the Somerset/Dorset boarder close to the Jurassic Coast. A newly converted, self-contained cottage with exposed beams and underfloor heating. Super comfy kingsize double bed with mattress topper, White Co linen and towels. Fully equipped kitchenette including Smeg kettle and toaster, Nespresso coffee machine. Roberts Radio, Smart TV, Wifi. Outside space and parking. Great pub in the village.

Rushbrook Annexe Cottage

Welcome to Rushbrook Retreat, located within an Area of Outstanding Natural Beauty in West Dorset. Rushbrook Annexe offers a cosy tranquil escape in secluded countryside, with easy accessibility to the beautiful Jurassic Coast beaches & neighbouring towns. Our nearest beach is the beautiful West Bay in Bridport, only 20 minutes by car, with the neighbouring National Trust owned Hive beach just five minutes further along the coastal road. Lyme Regis & Weymouth beach are only 35 minutes away❤️

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.

Thatched Cottage

* Thatched Cottage, situated around the rolling hills of the Dorset Countryside. * 8 miles from Jurassic Coast * Sleeps 7: 1 Double bed & 1 single upstairs. 1 Double bed in the out-house Cabin . Double sofa bed *duvets and pillows provided * Independent shops, cafés, pubs & restaurants a short drive away in Beaminster. * Area of Outstanding Natural Beauty, walks from cottage * Fully equipped kitchen * Downstairs bathroom with walk-in shower * Near to Mapperton and Montacute wedding venue

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.

Blackbird Cottage near Jurassic Coast & Walks

Slow down, switch off and experience Dorset from Blackbird Cottage, a beautifully restored stone cottage in the heart of Beaminster, one of the county's most picturesque market towns. Wake to birdsong, stroll to independent cafés, pubs and restaurants, explore the Jurassic Coast or nearby hills, then return to light the wood burner or dine in the private garden. Full of historic character and modern comforts, it's the perfect base for families, friends and dog-friendly escapes.

Spacious Country Farmhouse in Rewilding Landscape

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. Coltleigh Farmhouse is a spacious historic 4-bed farmhouse, sleeping up to 8 adults and 2 children, with breathtaking views over Dorset’s most spectacular rewilding project. Bookings with more than 8 adults will not be accepted.

Berry Farm Cottage

Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.

Garden Annexe @TheFoxINN

A cozy romantic hideaway in the unspoiled Dorset Countryside. Attached to a beautiful traditional pub, The Fox Inn also offers a warm welcome and a hearty menu. To book food check out our website The little terrace catches the sun for most of the day and the darkest of dark skies found here are truly heaven sent. We are only 20-40 minutes away from several stretches of the Jurassic coast and situated equally between the Market towns of Sherborne and Bridport.

Grove Farm Cottage-historic Cottage near Sherborne

Welcome to Grove Farm Cottage, a charming 17th century cottage in the peaceful village of Chetnole, near the historic abbey town of Sherborne. This delightful cottage, once part of a farm and mill is tucked away at the end of a lane, alongside the River Wriggle. Chetnole has a thriving, award-winning pub serving local ales and delicious food. The surrounding area is perfect for walking and cycling, while Weymouth's stunning beaches are a 40 minute drive away.