
Holiday houses in Oldstead
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Top-rated holiday rentals in Oldstead
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The Little House Peaceful & self-contained
Located in the centre of the lovely village of Kilburn on the edge of the North Yorkshire Moors National Park, the Little House is peaceful, cosy and self-contained, tucked away from the general hustle and bustle of the village with a safe garden for dogs and children. The Forresters Arms, serving local ales and meals, is a mere 20m across the square, it is best to reserve a table. The Mouseman Furniture Centre is just around the corner and the White Horse of Kilburn is a good walk up the hill.
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Fairfax View - delightful annexe cottage, Gilling
Situated in the picturesque village of Gilling East on the edge of the North York Moors national park, Fairfax View offers the perfect base to explore this beautiful corner of Yorkshire. This one bedroom cottage has en-suite shower room, well equipped kitchen and large lounge with double sofa bed (available for use by prior request). Located directly opposite the highly-acclaimed Fairfax Arms and on the edge of the Ampleforth Abbey and College campus, with a 9 hole golf course in the village.
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Spacious family house in pretty village near York
Pear Tree House is an eighteenth century cottage in the centre one of the prettiest villages in North Yorkshire, Sutton-on-the-Forest, (8 miles north of York) in beautiful Hambleton. It not only offers period charm, but because it also features a glass-roofed extension containing a large open-plan kitchen and sitting room, it's also stylish, well-equipped, attractively decorated and furnished to a high standard. Perfect for a week's holiday, short break or short let, (minimum stay - 5 nights).
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The Owlets, Ampleforth
A luxury self-catering holiday cottage nestled on the edge of the North York Moors National Park in the pretty village of Ampleforth. The Owlets is a 19th century single storey stone outhouse that has been recently renovated to a high standard with brand new fixtures and fittings, as well as traditional features such as solid oak floors and beams. We are located just 1 mile from Ampleforth College, and 4 miles from Helmsley. All welcome, including children of all ages and well behaved pets!
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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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Little Hillside
A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to relax, listen to the wildlife and enjoy the beautiful countryside. The pretty market town Helmsley is less than 10 minutes drive, with lots to explore. There is an abundance of great walks from your doorstep, excellent cycling routes and you will be spoilt for choice with fantastic cafes, pubs and restaurants. York is 45 mins drive and an hour to the coast for beach walks.
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The Cobbler's Cottage
Nestled in the scenic North Yorkshire village of Sessay, this charming former cobbler's cottage offers a spacious retreat. Inside, you'll find a wood-burning stove, TV, Blu-ray player, and a modern kitchen equipped with an oven, microwave, dishwasher, fridge freezer, Nespresso coffee maker, and a washing machine. Step outside to a private patio complete with a dining area and barbecue. Plus, we warmly welcome one well-behaved pet, so you can bring your furry friend along if you desire.
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Seaves Mill luxury cottage Brandsby north of York.
Seaves Mill situated on the edge of The Howardian Hills in the North Yorkshire village of Brandsby 13.5 miles from the city of York. Seaves Mill has been converted into this beautiful living space by avid gardeners and architectural antique dealers Phil and Jo. The space has been designed with quality and decorative design in mind. It is set within beautifully landscaped gardens along side the picturesque Mill stream. Described by guests as "more of an experience than just a stay."
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Kilburn Chicken Cottage
Opened in 2018, dog-friendly Kilburn Chicken Cottage has been hosting guests from all over the world. With one of the highest Airbnb ratings in the area, parents and children alike have loved coming to stay to look after their own flock of hens. This 3 bedroom cottage is situated in the beautiful North Yorkshire village of Kilburn, with fast EV charging in Thirsk nearby. You're spoilt for choice when it comes to great views, great food and entertaining hens.
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Mill House Annex, Oldstead
This bolthole has been lovingly refurbished to a high standard throughout, providing guests with a comfortable and cosy home-from-home. There is a spacious bedroom with a king-size bed, a modern bathroom fitted with underfloor heating and a sperate bath and shower. The living room has a cosy log fire and large dining table. The kitchen is well appointed and kitted out to meet all your culinary needs. Take it easy at this unique and tranquil getaway.
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The Flat @ 2 Castlegate
Situated right in the heart of the market town of Helmsley, this flat boasts views of Helmsley Castle, just a stone's throw from the rear of the garden. A perfect hub for those wanting to soak up some Yorkshire scenery with the home comforts of local conveniences. Helmsley has been noted as a major food destination with excellent cafés and highly acclaimed restaurants in the town and three Michelin starred restaurants a short drive away.
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The Stable, Husthwaite
Husthwaite is a quaint village 17 miles North of York and just off the A19 . The cottage is tucked away on a private drive. We are close to the North York Moors perfect for scenic country walks. The village has a Church, St. Nicholas' dating from the twelfth century next to the Village Green which forms the centre of the village. Our local pub The Plum & Partridge is just 5 mins walk where they serve great beer and fabulous food.
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Popular amenities for Oldstead holiday rentals
Other great holiday rentals in Oldstead

Brook- Luxury, off grid, woodland cabin by stream
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Mousehole, Oldstead. North Yorkshire National Park
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Stunning 2 Bedroom Stone Cottage, North York Moors
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Wass, 3 bed, Cottage near Ampleforth
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Old Bald Peg, North York Moors, character cottage
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The Hideaway with Private Pool Sleeps 2
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Pottergate Lodge Helmsley | Hot Tub & Pet Friendly
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Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
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Destinations to explore
- Yorkshire Dales National Park
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Fountains Abbey
- Harewood House
- Bempton Cliffs
- York Castle Museum
- Bramham Park
- Yorkshire Wildlife Park
- Scarborough Open Air Theatre
- York University
- Temple Newsam Park
- York Minster
- Yorkshire Sculpture Park
- The Piece Hall
- Scarborough Beach
- National Railway Museum
- Teesside University
- Weardale
- The Deep
- Peasholm Park
- Bridlington Spa





