
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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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.
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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.
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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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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.
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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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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.
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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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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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Popular amenities for Winterborne Stickland holiday rentals
Other great holiday rentals in Winterborne Stickland

Dorset Country Home- 6 Bed - Hot Tub
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Cute cob cottage
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The Old Police House. Family stay. Country walks.
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Cobblers Cottage, Dorset
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Quiet Comfort in the Countryside
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No1. The Courtyard, Clyffe House
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Large Luxury Cottage Sleeps 6
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Welcoming Dorset country house
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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





