Holiday houses in Winterborne Whitechurch

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Top-rated holiday rentals in Winterborne Whitechurch

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Guest favourite

The cottage features a charming thatched roof and white exterior, surrounded by a well-maintained garden. Decorative bunting hangs above a wooden bench in front. Lush greenery from nearby trees creates a serene backdrop, emphasizing the peaceful rural setting.

Cottage in Milton Abbas

Large Luxury Cottage Sleeps 6

Indulge in Luxury amid the Rustic Countryside of Milton Abbas, Dorset Three Little Pigs Luxury Cottage is a spacious cottage with 3 double bedrooms, a family bathroom and an ensuite shower room The cottage sleeps 6 people. Infants (0-3 years) stay for free and are not included as occupants The Three Little Pigs is a luxury, family-friendly cottage. We reserve the right to refuse or revoke any bookings from parties that may in our opinion (and at our sole discretion) be unsuitable for the Three Little Pigs. Unfortunately, due to allergies, we do not allow pets. We offer a 30% DISCOUNT for 4 people occupancy and further 10% discount for lower occupancy. Built around 1770 out of cob and thatch, the Three Little Pigs, is an English Heritage Grade II Listed cottage located in the heart of the picturesque village of Milton Abbas throwing you back two centuries. The Three Little Pigs has been refurbished completely to combine the cosy cottage feel with a luxurious retreat for a peaceful escape in beautiful surroundings. Inglenook fireplaces, oak beams and decorated in classic English country house style. Really feel at home in style and luxury at the Three Little Pigs.

4.96 out of 5 average rating, 26 reviews

Top Guest favourite

Guest suite in Milborne Saint Andrew

The Manor House Suite

The Manor Suite is a newly renovated, self-contained retreat in the heart of Milborne St Andrew, a quiet Dorset village. The suite sits in the shadow of a 13th century church, offering a truly peaceful base to explore the region. The Jurassic Coast, Weymouth and Dorchester are all within easy reach. The village is wonderfully quiet and unhurried, with The Royal Oak pub just a short stroll away (5 mins) and Langham's Vineyard nearby for wine tastings and dining. House trained dogs allowed (fee)

5.0 out of 5 average rating, 14 reviews

Top Guest favourite

A well-furnished living area is presented with a brown leather couch and two light gray chairs, providing ample seating. A wooden coffee table is centered in front, complemented by decorative items. A wall is adorned with a collection of framed photographs, and natural light fills the space.

Home in Bere Regis

White Cottage

Relax with the whole family and your dog in this peaceful, traditional Dorset village. White Cottage is a charming, recently refurbished 2-bedroom retreat. Located on a quiet country lane with no through traffic, parking is freely available at the top of the lane. From here, you can easily explore the many beauty spots of the Isle of Purbeck, including the stunning Jurassic Coast, the ruins of Corfe Castle, Poole Harbour, and Brownsea Island. Enjoy the sandy beaches around Swanage and Studland.

4.95 out of 5 average rating, 86 reviews

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

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

4.92 out of 5 average rating, 126 reviews

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.

Condo in Westbourne

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.

4.83 out of 5 average rating, 198 reviews

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

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.

4.96 out of 5 average rating, 186 reviews

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

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.

4.95 out of 5 average rating, 235 reviews

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 Dorset

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!

5.0 out of 5 average rating, 218 reviews

Top Guest favourite

The entrance features a charming brick façade with large windows, allowing natural light to fill the space. A wooden bench is positioned near the front door, surrounded by potted plants that enhance the welcoming ambiance.

Cottage in Dorset

No1. The Courtyard, Clyffe House

Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.

5.0 out of 5 average rating, 103 reviews

Top Guest favourite

A cozy living area features a large window offering views of the serene outdoor landscape. A wood-burning stove stands against a brick wall, providing warmth. A rounded coffee table complements the soft seating arrangement, styled with cushions and throws for comfort.

Guesthouse in Child Okeford

Cosy Countryside 2-Bedroom Guest House

Escape to our cosy countryside annexe in Child Okeford within walking distance to historic Hambledon Hill. Set beside a peaceful stream with woodland views and birdsong, it’s perfect for a rural getaway. The self-contained space has 2 bedrooms (one with cot), a fully equipped kitchen for home cooking, and a shower room with washer and dryer. Enjoy the wood fire, private deck with grill, village shop and pubs. A peaceful home away from home to unwind and explore the charm of rural Dorset.

4.98 out of 5 average rating, 146 reviews

Top Guest favourite

Cottage in Milton Abbas

Luxury Cottage | Sleeps 8 | Jurassic Coast

Luxury 4-bedroom cottage in Milton Abbas, Dorset, sleeping up to 8 guests, with parking, fireplaces and stylish interiors — just 25 minutes from the Jurassic Coast and Lulworth Cove. St James Cottage is a beautifully restored Grade II listed home blending timeless charm with modern comfort. Recently refurbished to an exceptional standard, it features three elegant living areas, a high-end kitchen and inviting fireplaces, creating the perfect countryside escape for families and groups.

5.0 out of 5 average rating, 27 reviews

Top Guest favourite

The rustic entrance of a charming cottage is framed by lush greenery and vibrant flowering plants. A stone pathway leads to the pale green door, which is accented by a small lantern. The historic brick exterior and the surrounding garden create a welcoming facade.

Home in Winterborne Kingston

Cobblers Cottage, Dorset

Relax and unwind in a newly renovated 18th Century cottage, combining period charm with modern convenience and luxury. Sleeping 6+ in three spacious double bedrooms, one en suite on the ground floor. The cottage also boasts a decadent bathroom, open plan kitchen diner, living room with inglenook fireplace, sun room and front & back cottage gardens. Within 20 minutes of Dorset's top attractions, you can combine rural charm with convenience to truly make the most of your trip!

5.0 out of 5 average rating, 54 reviews