Holiday rentals in Winston

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.

Unique 18thC Yorks Dales Silk Weavers’ mill house.

Newly renovated for 2021 An update to our broadband in Feb 2023 means we now have the fastest available in the area, top speed of 65Mbps. Beautifully situated just above Lake Semerwater in Raydale , the quietest valley in Upper Wensleydale. Perfect for walkers, fishing & paddle boarding on the lake In its own grounds away from the lane, entirely private & south facing, the old mill stream runs alongside, the house has amazing views and is a haven for bird life which gathers on the lake shore.

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

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.

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.

Spacious 2 bed detached cottage, nr Barnard Castle

Haven Cottage is a self contained detached 2 bed stone cottage in rural Cotherstone near Barnard Castle. You have exclusive use. Set on a quiet lane, the converted stable overlooks open meadows. Outside is a patio garden & furniture. Enter via a double height dining hall, to an open plan kitchen and living room, traditionally furnished with exposed beams and deep window recesses. Downstairs is a large bathroom (bath & walk in power shower). Upstairs two large bedrooms with reading chairs.

The Loft, a bright, modern, and charming apartment

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.

Historic cottage beside the Tees, Yorkshire/Durham

A haven for walkers, swimmers and lovers of nature. With history and culture on the doorstep. Boot and Shoe is beautifully situated on the banks of the river Tees, 5 miles from Barnard Castle in the pretty hamlet of Wycliffe. Outdoors an abundance of wildlife, river swimming, tennis court and private fishing; indoors cosy wood stoves and all mod cons. Ideal for visiting historic Raby Castle, Auckland Palace and Durham City and the wilds of upper Teesdale and the Yorkshire dales.

The Lake House

The detached Lake House is set in 11 acres. Ravensworth is an enchanting village with many of the houses dating from the 17th century. The village is defined by its green, and ancient ruined castle, only a few miles from the pretty towns of Richmond and Barnard Castle . A village pub and two wonderful farm shop cafes within walking distance. The Lake House has uninterrupted views of the lake and surrounding woodland. The Lake House can also be booked together with Willow Cottage.

Romantic Off-grid retreat in North Pennines AONB

Low Moss Cottage. A cute and cosy, recently renovated, totally off-grid holiday cottage with dramatic and stunning views of Weardale. On a hill away from other houses and distractions, this 18th century cottage is the perfect place to gaze into the dark skies while cuddled up by the fire, or soak in the window side bath. Perfect for walkers, artists, photographers, writers, digital detoxers, honeymooners and anyone who wants to get away from it all.

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. Included is a patio and garden with children's playground and activities. In addition, a plain jane bbq and firepit can be supplied on request. Please note ; small hot tub charge (see other)

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.