
Holiday houses in Winterborne Stickland
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Top-rated holiday rentals in Winterborne Stickland
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The Covey - 1 Bedroom Annex with Country Views
Situated in beautiful Wessex this self-contained annex is located on the outskirts of Blandford and has its own small patio that overlooks fields. With one bedroom and separate living area it’s perfect for singles or couples A walk thru video of the property is available on YouTube on searching for TheCoveyBlandford We recommend VisitDorsetOfficial on socials for ideas and events near by. Driving time -mind Nearest pub - 5 Nearest shop - 3 Blandford centre - 5 Beaches 30-40 Purbecks -40
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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.
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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
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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.
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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
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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.
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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.
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Quirky, Cosy hidden gem in the heart of Blandford
8D is a totally unique 2 bedroom listed property, a blend of cosy comfort meets quirky style, & provides a tranquil space to escape the hustle & bustle. Our fantastic location being tucked away in the town centre offers private off-road parking, but just a minutes walk from the market place. This is the ideal base to discover Dorset's Jurassic Coast, it's beautiful beaches and coves, or the ancient monuments of Corfe Castle and Badbury Rings, perfect for walking, cycling & exploring.
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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.
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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).
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The self contained Garden Room Annex
The private Annex has it's own access via the rear garden and is connected to the house via a lockable door. The Annex is a bed sitting room with basic kitchen facilities, a shower room and outside area, all for your sole use. You can choose a Large double or 2 single beds in the room. Towels, soap and linen are provided. Teas/coffee/milk available in the room. TV, Fridge, microwave, kettle, toaster, fan, iron/board, plates, cutlery. There's an Airfryer available on request.
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Melbury Lodge, Dorset - hot tub, stunning views
Stylish and contemporary lodge, located in a peaceful position within the pretty Dorset village of Ansty. The beautifully presented lodge is light and spacious throughout with stunning views from the open plan living, dining, kitchen area. Doors open to large decked area for alfresco dining. A cosy wood burner is perfect for the cooler evenings and of course the real highlight is the luxurious hot tub to be enjoyed all year round!
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Popular amenities for Winterborne Stickland holiday rentals
Other great holiday rentals in Winterborne Stickland

Cute cob cottage
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No1. The Courtyard, Clyffe House
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The Old Police House. Family stay. Country walks.
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Quiet Comfort in the Countryside
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Cobblers Cottage, Dorset
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Large Luxury Cottage Sleeps 6
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Listed One bedroom thatched cottage with garden
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Bryanston Croft
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Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Brean Beach
- Boscombe Beach
- Mudeford Quay
- Durdle Door Holiday Park
- Winchester Cathedral
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- West Bay Beach
- Marwell Zoo
- Alum Chine Beach
- No. 1 Royal Crescent
- Shorefield Country Park
- Highcliffe Beach





