Holiday houses in Winterborne Whitechurch

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Top-rated holiday rentals in Winterborne Whitechurch

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Guest favourite
A spacious bedroom includes a comfortable bed with crisp linens and decorative pillows. Natural light brightens the room, enhancing the elegant slipper bath and the stylish chair nearby. Framed artwork adorns the walls, contributing to a serene ambiance.
Bungalow in Blandford Forum
4.87 out of 5 average rating, 366 reviews

Ranmoor Estate - Hunters Cottage - Hot Tub & A/C

Welcome to Hunters Cottage – our most opulent luxury cottage at Ranmoor Estate, where refined comfort meets timeless countryside charm. This stunning, air-conditioned retreat is perfect for couples seeking a romantic escape. The main bedroom features a king-size bed and a beautiful slipper bath, creating the ultimate space to unwind. Outside, enjoy your private hot tub and BBQ area overlooking the rolling Dorset countryside — the perfect setting for relaxation, romance, and lasting memories.

Guest favourite
A historic thatched cottage is surrounded by a vibrant display of white daisies in the foreground. Windows with simple curtains are visible, and the thatched roof creates a charming rural appearance. The building features soft curved lines, contributing to the overall appeal.
Cottage in Winterborne Stickland
4.92 out of 5 average rating, 119 reviews

Pretty thatched, historic Cottage in an ANOB area

The cottage is a lovely grade II, listed, historic, thatched cottage. It's in a conservation area which is also in an Area of Outstanding Natural Beauty. There are lots of great local country walks. It’s also a central base to visit all that Dorset has to offer; from beaches and beauty spots to country towns. The Crown pub is in the centre of the village, only 5 minutes walk away. Our Sports and Social Club has a a bar and play equipment. It is on the left at the north end of the village

Top Guest favourite
A charming cabin is nestled among lush greenery, with a balcony that overlooks a serene pond and garden. The landscape features a variety of plants, including palm trees and ornamental shrubs, creating a natural and peaceful setting.
Cabin in Dorchester
5 out of 5 average rating, 100 reviews

Moorhen cabin

Sit back and chill in this calm, stylish space. Moorhen is a newly refurbished cabin in the owner's grounds. Surrounded by open countryside and sitting directly on a bridleway/cycle route 26. It comes with use of the owner's tennis court, boules court and riverbank. In addition to the balcony some areas of the main garden are also for guest use . Within easy reach of Dorchester, Weymouth and the world famous Jurassic coast. Moorhen provides a peaceful base for you to take it easy and explore

Top Guest favourite
The main living area features a spiral staircase leading to an upper level and an open-plan kitchen with a large island and breakfast bar. Natural light enters through large windows and bifold doors, enhancing the space that includes comfortable seating and greenery.
Home in Stubhampton
4.99 out of 5 average rating, 163 reviews

Stylish Barn Conversion

The Barn is a converted property located at the head of the stunning Tarrant valley within the Cranborne Chase Area of Outstanding Natural Beauty. The main living area has dual aspect and bifold doors out onto an enclosed patio, garden and seating area. Two of the bedrooms have internal balconies into the main body of the barn and triple velux roof windows to enjoy the rural views. The third bedroom has bifold doors onto the patio and an en-suite with rainfall snail shower. TV/cinema room.

Top Guest favourite
A charming Georgian house presents a whitewashed façade, featuring large windows and a wide blue front door. The building is flanked by brick walls and mature greenery, creating a welcoming entrance on a quiet lane.
Townhouse in Blandford Forum
4.97 out of 5 average rating, 177 reviews

Old Red Lion House in Market Town

A beautiful listed building located on a quiet lane in the centre of the pretty market town of Blandford Forum, offering the perfect place to explore Dorset or simply relax in one of the cosy sitting rooms and indulge in one of the house's many books. Plenty of board games and DVDs will keep the younger ones entertained or get outside to the nearby River Stour to spot otters and kingfishers (just a 5 minute walk from the house) or head in any direction to Dorset's spectacular countryside.

Top Guest favourite
A quaint cob cottage with a thatched roof is framed by vibrant pink flowers and lush greenery. The garden features well-maintained plants and an inviting path leading to the cottage's window, creating a serene and welcoming outdoor space.
Tiny home in Bere Regis
4.96 out of 5 average rating, 229 reviews

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with an entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

Top Guest favourite
A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.
Tiny home in Tincleton
4.99 out of 5 average rating, 198 reviews

Cosy private Loft overlooking Dorset countryside

Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

Guest favourite
A Scandinavian-style cabin nestled within a lush, green woodland. Tall Douglas firs frame the property, contrasting against the clear blue sky. The path leading to the cabin is surrounded by vibrant grass and dense trees, enhancing the secluded and tranquil setting.
Cabin in Milton Abbas
4.94 out of 5 average rating, 148 reviews

Woodland Cabin with Brand New Sauna

In the heart of ancient Dorset woodland, the Cabin enjoys forest views from every room, a log burning stove, al fresco terrace dining, outdoor showering, sauna, hammock and private wildlife garden. 40 minutes away from the World Heritage Jurassic coast, a perfect destination for nature lovers, walkers and cyclists, this countryside hideaway is perfect for those in need of a digital detox. Unfortunately, it isn’t suitable for children under 5 or large/active dogs (see House Rules).

Top Guest favourite
A charming thatched cottage is surrounded by lush greenery and features a brick facade. The outdoor seating area is set in front, complemented by a dining table and chairs. Two large windows provide natural light, enhancing the inviting ambiance of the home.
Cottage in Lytchett Matravers
4.97 out of 5 average rating, 189 reviews

The Quintessential Dorset Cottage

A truly beautiful thatched cottage set in a quiet countryside location but only a short drive to the county's stunning beaches and attractions. The cottage is ideal for families with older children,, couples and anyone wishing to get away for a relaxing and peaceful Dorset break. Furnishings, bed linens and decoration are all of the highest quality and outdoors there is plenty of lounge and dining furniture for you to enjoy, set against a backdrop of the Purbeck Hills.

Guest favourite
A modern cabin features a wooden exterior complemented by large windows that allow for natural light. The surrounding garden includes greenery and a palm plant, with steps leading to the entrance. A tranquil atmosphere is created by the landscape and design.
Place to stay in Milton Abbas
4.93 out of 5 average rating, 153 reviews

Delightful 1 bedroom cabin/ 'sleep out'

Located in the picturesque 18th century village of Milton Abbas, the cabin is situated on the edge of a forest within our garden There are beautiful places to walk or cycle and we are very close to the historical Milton Abbey and chapel The village has a gastro pub , a shop and post office and tea rooms There are also other pubs close by which all provide food All bedding , towels and tea towels provided Check in after 15.00 Check out before 11.00

Top Guest favourite
Home in Winterborne Whitechurch
4.94 out of 5 average rating, 189 reviews

No.3

No.3 is a self-contained property which was the extension of the original farm cottage built in 1907, now part of the hosts’ residence (number 4). It has it’s own separate access off a quiet unclassified road leading out of the village of Winterborne Whitechurch with off-road parking. The property has been adapted to provide all the comforts for a quiet enjoyable stay but public transport is infrequent so a car is recommended.

Guest favourite
Hut in Dorset
4.92 out of 5 average rating, 105 reviews

Stargazing Studio with Private Hot Tub

Escape to our chic, dog-friendly hut in the Dorset countryside, perfect for two. This modern retreat offers a private hot tub with stunning woodland views, a cozy king bed, and access to 40 acres of shared nature trails. A stylish and tranquil hideaway for a romantic getaway or solo relaxation. • King Size Bed • Private Hot tub • Pet Friendly • Private Garden • Access to 40acres woodland

Popular amenities for Winterborne Whitechurch holiday rentals