Vacation rentals in Winterborne Houghton

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Top-rated vacation rentals in Winterborne Houghton

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Top guest favorite

The exterior of Oak Tree Barn displays rustic brick walls complemented by wooden window frames. A small tree is planted in a pot near the entrance, while a bench sits on a gravel path, surrounded by a tranquil rural landscape.

Cottage in Dorset

Lovely cosy place to stay in the heart of Dorset

Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.

LocationFamilyIndoor spaces

4.99 out of 5 average rating, 277 reviews

Guest favorite

Home in Winterborne Houghton

Dorset Country Home- 6 Bed - Hot Tub

Spacious dog-friendly 6-bed home in Winterborne Houghton with two en-suites, main family bathroom and a downstairs wet room. Enjoy an open-plan kitchen/dining/living area plus a separate lounge/cinema room. Set in nearly an acre with swings for children, a hot tub, and stunning Winterborne Valley views from every window. Incredible walks start right from the drive, with Milton Abbas, Blandford Forum, and the Jurassic Coast nearby — the perfect countryside escape for families, friends, and dogs.

LocationFamilyComfort

4.94 out of 5 average rating, 31 reviews

Top guest favorite

The exterior of the barn features a wooden facade with large glass doors leading to a private outdoor space. A gravel patio is bordered by wooden seating and surrounded by farmland. Overcast skies add a tranquil ambiance to the scene.

Home in Dorset

The Barn @ Star Farm

Set in the heart of the Blackmore Vale in rural North Dorset, The Barn@Star Farm is a spacious 2 bedroom self catering holiday let furnished and equipped to a high standard. Recently converted the barn has its own private track and has wonderful views over unspoilt farmland. The property is quietly on the outskirts of the village of Hazelbury Bryan and is within a 45 minute drive to the Dorset Coast. The market towns of Sherborne, Blandford Forum and Dorchester are all within 20 minutes drive.

ValueLocationCleanliness

4.96 out of 5 average rating, 338 reviews

Guest favorite

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

FamilyLocationCleanliness

4.92 out of 5 average rating, 126 reviews

Guest favorite

The Manor House sits elegantly in the expansive, well-manicured garden, surrounded by lush greenery. It features multiple windows that invite natural light, and a spacious deck extends from the back of the house, perfect for outdoor gatherings.

Home in Lytchett Matravers

Totally Unique 6 Double Bedroom Manor House Poole.

Bring your whole family friends and pets to this great Manor House with lots of room for fun, you have your own massive secluded gardens with optional Hot Tub at £250, all year round BBQ hut in the garden, and acres of countryside and woodlands to explore on your doorstep. EV Charger (payable separately) This property is looking amazing for its age, Poole’s best kept secret, no neighbours just country living, close to all the great things Dorset has to offer. Contact me for more information.

FamilyLocationBackyard

4.91 out of 5 average rating, 242 reviews

Guest favorite

A charming brick and flint cottage stands under a clear blue sky. Symmetrical gabled roofs and evenly spaced windows enhance its facade. Lush greenery from nearby plants adds to the welcoming approach. A pathway leads to a wooden front door, inviting guests into a serene retreat.

Home in Child Okeford

Hanford Minima

Immaculate newly renovated three-bedroom cottage, (1 super king en suite, 1 king and 1 twin sharing a family bathroom) dating from the 1840s in typical Dorset brick and flint. Nestled at the foot of Hambledon Hill – between Shaftesbury and Blandford – it's only a mile to the excellent village shop and an easy walk over Hambledon hill to The Cricketer's pub for lunch or a pint. Drive to the Jurassic coast (40 mins) to explore Lulworth Cove or visit the gorgeous beach at Studland or Weymouth

LocationFamilyCondition

4.99 out of 5 average rating, 148 reviews

Top guest favorite

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

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.

ValueFamilyOutdoor spaces

4.99 out of 5 average rating, 177 reviews

Top guest favorite

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.

LocationFamilyNearby

4.96 out of 5 average rating, 186 reviews

Top guest favorite

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.

FamilyLocationCheck-in

4.98 out of 5 average rating, 140 reviews

Top guest favorite

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.

ValueLocationCheck-in

5.0 out of 5 average rating, 98 reviews

Guest favorite

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

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).

FamilyValueBeach

4.94 out of 5 average rating, 150 reviews

Superhost

A cozy living area features exposed brick walls and wooden beams. A fireplace adds warmth, while a coffee table is positioned at the center. Various seating options include a leather sofa with plaid cushions and an armchair, inviting relaxation and family gatherings.

Home in Winterborne Whitechurch

The Old Police House. Family stay. Country walks.

Relax with the whole family or a romantic get away for two. In our beautiful 1850,s cottage. Perfectly situated for the many local attractions. Monkey world Corfe castle Kingston Lacey house Hengistbury head North forte Tank Museum Weymouth beach Sealife centre Weymouth Sandbanks beach Brown sea island Abbotsbury swannery Farmer palmers park Durdle Door Swanage railway Swanage beach bay West bay Swanage arcade Lulworth cove Dorset adventure park Mole valley

LocationFamilyAccuracy

4.87 out of 5 average rating, 54 reviews