
Vacation rentals in Winston
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Top-rated vacation rentals in Winston
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The Pines Treehouse @ Treetops Hideouts
The Pines Treehouse is nestled underneath a huge oak tree sitting high above the running water of Sand Beck. Nature cocoons you and you can reach out and touch the trees, see wildlife all around you amongst the pines. With breathtaking views through the tress and across the valley you are completely private having no other accommodation on the site making this a truly unique and special experience. A great effort has gone into creating this space to allow you to simply relax and reset in nature.
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The Old Dairy Cottage
A romantic one bedroom cottage converted from an old dairy dating back centuries offering guests 5* luxury, full of original features set in the Victorian village of Gainford. Including a private yard to the rear with wood fired hot tub, double ended roll top bath in the bedroom, with a four poster bed, fully equipped kitchen, log burner in the living room to give that real country cottage feel along with exposed beams Comes with WiFi, Netflix, alexa, spotify and a pub just a stones throw away
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Little Nics barn County Durham
a beautiful home from home perfect for a romantic getaway or come and Relax with the whole family at this peaceful place to stay. With beautiful gardens and village pub we are On the doorstep for lots of local attractions in the County Durham area we can accommodate up to 6 guests comfortably with a double and king size in the upstairs bedrooms and a small double zbed put up in the evening in the downstairs living room with a downstairs shower and toilet also we also offer complementary Netflix
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Country Manor House - Nr Richmond North Yorkshire
No.2 West Layton Manor is part of an Historic Victorian Manor House built in 1872. The property provides the perfect setting for families and friends gathering for special occasions or holidays in beautiful North Yorkshire. The property boasts 6 kingsize bedrooms equipped with 6 full ensuite bathrooms. A further 7th bathroom is located on the ground floor. There are 3 large reception rooms, 2 open log fires, and approximately 1/2 an acre of gardens. There is private parking for 8 vehicles.
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Archer's Barn - Newly converted Oct 22 Sleeps 6
Brand new stone built cottage with beautiful arched windows, and countryside views situated between the towns of Barnard Castle and Richmond near Teesdale and The Yorkshire Dales. The property has close links to the A1 and A66 making a perfect location to explore the local area. High force, Hamsterley Forest, Eggleston Abbey are all within a short commute. Whilst local beaches, and the Lake District are within an hour's drive. The property sleeps up to 6 adults in 3 bedrooms and 2 bathrooms.
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The Loft, beautiful 2 bed, 50yds to pub, parking
Centrally located in the fantastic village of Gainford which is set on the banks of the River Tees. The Loft is a beautifully appointed modern and bright two bedroom apartment, full of charm and character which overlooks the village. The apartment shares a Victorian building with its sister apartment, The Nook, and the Village shop. Opposite is the warm and friendly village pub, The Cross Keys, and 200 yards away is the village green with off road parking provided in the car park opposite.
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The Cottage at Wilson House
Delightful farm cottage amidst beautiful rolling countryside. Located beside owner's home but retaining an element of privacy. Private luxury spa hot tub for guests use with outside seating area and BBQ. Ample on site parking. Comfortably furnished throughout with full central heating & en-suite bathrooms. Located 10 miles from Richmond and 5 miles from Barnard Castle. Durham, York, Newcastle and the Lake District are approximately each an hours drive away.
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Luxury cottage with hot tub - Barnard Castle
Stables Cottage is a luxury and spacious rural holiday home just minutes' drive from the historic market town of Barnard Castle. Perfect for family holidays and relaxing romantic breaks. The idyllic luxury cottage has stylish interiors and a large hot tub which can be added to your stay. Included is a patio and garden. In addition, a plain jane bbq, firepit and pizza oven can be supplied on request. Please note ; small hot tub charge (see other)
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Sheila’s Cottage. Sleeps 2
Sheila’s Cottage is a beautiful one bedroom stone cottage set on a 25 acre small holding. The cottage is a recently refurbished barn conversion ideally located just 2 miles from the historic market town of Barnard Castle. It is an ideal base for discovering the beautiful Teasdale area . It is open plan cottage with a separate bathroom with a power shower. There is a fitted kitchen with fridge oven cooker and washing machine
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Glamping Pod w/ BBQ Area & Onsite Café
🌿 Escape to Luxury on the Edge of the Durham Dales Wake up to fresh countryside air and your own beautifully crafted glamping pod. Set on the doorstep of the Durham Dales, enjoy peaceful views, modern comfort, and our on-site café serving breakfast, lunch, and homebaked cakes. Perfect for romantic escapes, family adventures, trips with friends or team retreats — it’s the ideal place to switch off and reconnect.
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Modern Cottage with hottub in Peaceful Area
Beautiful little cottage with a hottub and modern interiors. Great sized garden, perfect for use with the BBQ. Brilliant location within Teesdale. Hamsterley Forest, Raby Castle, Barnard Castle, High Force, Bishop Auckland and Kynren all within a short drive. With a ten minute walk to Cockfield, there is a friendly local pub, shops, butchers, takeaway and newsagent.
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Converted rustic Woodshop with private hot tub
A unique, open plan living area in a traditional listed building. Sympathetically restored to meet the needs of modern living. Set in the pretty hamlet of Summerhouse. Luxurious tub. Message us an Enquiry for a midweek, multi-night discount!! The Woodshop and the grounds are strictly no smoking/vaping, please do not book if you are a smoker.
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Popular amenities for Winston vacation rentals
Other great vacation rentals in Winston

Stylish Home Near Scotch Corner For Work & Leisure
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The Groom’s Loft at Western House Stables
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Luxury, Romantic Bolt Hole, Don’t Miss This One …
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Chalice Cottage
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The Hayloft- romantic retreat and dog friendly!
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Otter Lodge
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The Stables: 4 beds, unique rural setting
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Beautiful Barn Conversion in Teesdale
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Destinations to explore
- Yorkshire Dales National Park
- Flamingo Land Resort
- Beamish the Living Museum of the North
- Durham Cathedral
- Ingleton Waterfalls Trail
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Hadrian's Wall
- Durham University
- The World of Beatrix Potter Attraction
- National Railway Museum
- York Minster
- Teesside University
- Weardale
- Newcastle University
- Ingleborough
- Saltburn Beach
- Vindolanda
- Malham Cove
- Lightwater Valley
- Kynren
- Richmond Castle





