Cottage holiday rentals in Broadwindsor

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Top-rated cottage rentals in Broadwindsor

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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

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.

4.98 out of 5 average rating, 108 reviews

Top guest favourite

A thatched farmhouse is set amidst a lush green lawn, featuring vibrant flowerbeds along the front. A well-maintained garden includes wooden outdoor furniture, offering a serene space for relaxation. Large windows allow natural light to enhance the inviting exterior of the cottage.

Cottage in Dinnington

The Cottage, Parsonage Farmhouse with hot tub

Set in the grounds of our thatched farmhouse but with total privacy and peace. Renovated to a high standard, the cottage is spacious, sunny and has a hot tub for your private use! The perfect get away, with lovely rural views and complete tranquility but local villages and towns are only a stone's throw away. Large well equipped kitchen with dining, 2 bathrooms, a spacious lounge and two good sized bedrooms, all tastefully decorated. Award winning gastropub 5 mins walk. A lovely rural retreat.

4.95 out of 5 average rating, 608 reviews

Top guest favourite

Cottage in Charmouth

Rural cottage ideal for families, couples and dogs

Befferlands Cottage is in the beautiful West Dorset countryside, just a short drive—or even a walk—from the Jurassic Coast. The cottage is surrounded by open farmland and fantastic walks right from the door. Explore lanes, woodland trails & riverside paths across Dorset and East Devon, with space for children and dogs to enjoy the outdoors. With the beach in walking distance and nature all around, it’s the ideal base for family adventures, relaxing breaks, and holidays with four-legged friends.

4.95 out of 5 average rating, 222 reviews

Top guest favourite

The historic flint cottage is framed by lush greenery, including climbing plants and surrounding shrubs. Its attractive stone facade features multiple windows, allowing natural light to filter through. A welcoming entrance is visible, hinting at the charm of the interior.

Cottage in Thorncombe

Peaceful cottage in West Dorset - AONB

A pretty detached historic 3 bedroom flint cottage up a private drive with a wood burner, delightful private garden, terrace, summer house and deck area overlooking a pond full of wildlife. Set in an AONB it is walking distance to the charming village of Thorncombe with a great community run shop and playground. There are lots of walks from the doorstep, plenty of wildlife and no light pollution, so amazing night skies, with the Jurassic coast and plenty of historic houses close by to explore.

4.97 out of 5 average rating, 252 reviews

Top guest favourite

The traditional cottage features a thatched roof and rustic stone walls, surrounded by a vibrant garden lush with flowers and greenery. A wooden bench is placed in the foreground, inviting relaxation amidst the scenic backdrop of blooming plants and shrubs.

Cottage in Bridport

Strongate Cottage Rural Retreat Dorset

Our charming chocolate-box thatched cottage with a pretty garden, is rated 4* Visit England. Set on our working beef farm in a peaceful, secluded spot. Comfortably sleeping 4, it’s perfect for couples, friends, or families—and pet friendly too. Just 10 minutes from the breathtaking Jurassic Coastline, West Bay harbour, and the South West Coast Path. Explore nearby Bridport’s vibrant street market, hunt for fossils at Charmouth, or enjoy the seaside charm and sunsets of Lyme Regis and Weymouth.

4.96 out of 5 average rating, 115 reviews

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 in Morcombelake

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.

4.95 out of 5 average rating, 498 reviews

Top guest favourite

A decked seating area features two woven chairs positioned around a small circular table, overlooking a scenic view of rolling hills and green fields. The area is surrounded by a neatly trimmed hedge, creating a private and tranquil atmosphere.

Cottage in Chideock

Cottage Near Beach and 3 Pubs. South facing garden

Enjoy coastal walks straight from the door whilst staying in this stylish, cosy cottage. Lovely hill views from the garden with decked area and 3 excellent pubs all walkable from the cottage and just a 20 minute walk to the beach at Seatown. Buses every hour so you can walk one way and ride back. Spar shop with EV charging just down the road. Greenwich Cottage in Chideock is perfect for a restful break with all the mod-cons you expect with good wifi and smart TV. Cosy log-burner. Parking.

4.95 out of 5 average rating, 119 reviews

Top guest favourite

A spacious living area is presented with a colorful patchwork sofa and a wooden coffee table adorned with a vase of flowers. A television is positioned on a wooden cabinet against a wall made from natural wood panels. Light enters through large windows, enhancing the cozy ambiance.

Cottage in Crewkerne

2 Bedroom Spacious Farm Cottage

All the photos are taken on or at the farm. The cottage sits within a ninety acre farm, Higher Easthams Farm.The market town of Crewkerne is a pretty, ham stone town that sits in beautiful countryside perfect for all manner of outdoor pursuits. The River Parrett and trail runs through the farm . We are only 30 minutes drive from the world heritage site that is the Jurassic coast, which has the towns of Lyme Regis famous for its fossils and Bridport which are popular for the beach and cafes.

4.95 out of 5 average rating, 254 reviews

Guest favourite

A rustic stone building is featured, characterized by its natural stone facade and wooden accents. The entrance is highlighted by a wooden door with a decorative wreath. Windows are framed with greenery, complementing the tranquil setting.

Cottage in Chilthorne Domer

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.

4.96 out of 5 average rating, 126 reviews

Top guest favourite

Cottage in Beaminster

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.

4.92 out of 5 average rating, 166 reviews

Top guest favourite

A cozy living area features a leather sofa adorned with patterned cushions, positioned near a brick fireplace with a log burner. Natural light enters through a window, and a floor lamp adds additional illumination. A woven basket and area rug enhance the inviting space.

Cottage in Dorset

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.

5.0 out of 5 average rating, 137 reviews

Top guest favourite

The exterior of the cottage is showcased, highlighting a charming wooden structure adorned with climbing foliage. A gravel driveway leads up to the entrance, framed by neatly arranged planters. A wooden fence enhances the privacy of the property, complemented by young trees.

Cottage in Bridport

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.

4.99 out of 5 average rating, 272 reviews