Holiday rentals in Oldstead

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Top-rated holiday rentals in Oldstead

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Guest favourite
A spacious outdoor deck is surrounded by greenery, featuring two Adirondack chairs and a round fire pit with a gentle flame. Potted plants add a touch of nature, while soft lighting illuminates the area, creating a cozy atmosphere for evening relaxation.
Treehouse
4.99 out of 5 average rating, 124 reviews

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.

Top guest favourite
The open-plan space features a spacious bed with plush bedding and two leather armchairs positioned beside a wooden dining table. Natural light enters through a window with checked curtains, creating a cozy ambiance. A flat-screen TV is mounted on the wall nearby.
Guest house
4.99 out of 5 average rating, 183 reviews

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.

Top guest favourite
The exterior of a charming stone cottage is displayed, featuring a distinctive red pitched roof. Flower pots with blooming plants adorn the entrance. A well-maintained gravel pathway leads to the door, surrounded by lush greenery and shrubbery.
Home
4.96 out of 5 average rating, 108 reviews

Little Hillside

A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to go off grid, listen to the wildlife and enjoy the beautiful countryside. York is 20 miles away with countless tourist attractions and less than 10 minutes drive is the pretty market town of Helmsley 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.

Top guest favourite
Barn
4.97 out of 5 average rating, 147 reviews

Herriot Country peaceful retreat

A tranquil rural gem of a cottage. The Stables has all the character & charm you would expect from a Yorkshire Stone dwelling, but with all the warmth & mod cons of a luxurious quiet retreat. The upstairs 'hayloft' bedroom has characterful sloping ceilings. (6ft 4 max) and downstairs the open plan space provides a beautifully equipped kitchen, dining area & relaxing lounge with a sofa, which opens out into a comfy bed for those who prefer to remain on the ground floor, looking over the garden.

Top guest favourite
The exterior of the cottage showcases a charming stone facade with a red-tiled roof. A staircase leads to the entrance, and a large parasol shades a wooden table and chairs on a gravel patio. Lush greenery and trees surround the property.
Cottage
4.98 out of 5 average rating, 331 reviews

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!

Top guest favourite
The exterior of a renovated stone building is presented, featuring a warm-toned roof and double glass doors that open to a garden. A pathway with gravel and wooden planks leads to the entrance, surrounded by vibrant flowers and greenery.
Place to stay
4.98 out of 5 average rating, 125 reviews

The Garden Room

Two renovated old buildings have been converted into a quiet, one bedroom, self contained Garden room. In the centre of Slingsby village, you are well placed to explore the beautiful surrounding areas of Yorkshire. A modern kitchen with fridge, microwave and cooker is equipped for preparing delicious meals. A wall mounted television with Netflix is available. The sleeping area hosts a double bed with wall hanging for clothes, adjacent to which is a bright shower room with heated towel rail.

Guest favourite
Hut
4.96 out of 5 average rating, 380 reviews

Oku Wooden Pod, Newburgh Priory Estate

Inspired by the peaceful Japanese gardens at Newburgh Priory, The Hinoki Retreat, which is set within the grounds of the Estate aims to create a truly relaxing experience that will allow you to soak away the pressures of modern day life. Your own private luxury Ofuro wood fired hot tub (2 man capacity) will be heated ready for when you arrive as a complimentary part of your stay! Oku is a luxury hand built bespoke wooden pod on a raised platform with views down to the estate grounds.

Top guest favourite
The exterior of the Annex features a stone facade with a rustic tiled roof. A light-colored door is placed centrally, flanked by small windows. Lush green plants and flowers are positioned at the entrance, enhancing the welcoming appearance amidst a garden setting.
Tiny home
4.98 out of 5 average rating, 208 reviews

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annex is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Top guest favourite
Three chickens of different breeds are positioned on a colorful, striped picnic table. The table features alternating pastel colors of blue, pink, and white. A green lawn and trees are visible in the background, enhancing the outdoor setting.
Cottage
4.93 out of 5 average rating, 321 reviews

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.

Top guest favourite
A charming stone cottage is nestled among lush greenery, surrounded by tall trees. Two white chairs are positioned outside the entrance, inviting relaxation. The traditional roof features rustic tiles, and a flowering shrub adds a touch of nature to the setting.
Guest house
5 out of 5 average rating, 106 reviews

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.

Top guest favourite
A shepherd's hut is viewed from a grassy area, with a stone wall in the foreground. The sky is filled with vibrant orange and pink hues from a stunning sunset, casting a warm glow over the surrounding hills.
Shepherd’s hut
5 out of 5 average rating, 560 reviews

Luxury glamping in the Yorkshire Dales

Set in one of the most remote parts of North Yorkshire - our cosy, romantic shepherd's hut takes full advantage of its exceptional location and staggering views. Switch off and enjoy the sights and sounds of nature, including some of the most remarkable sunrises. You’ll be just off the Nidderdale Way, with breath taking walks and rides from the doorstep. We’re looking forward to making your stay as comfortable and relaxing as possible.

Guest favourite
A charming cabin is shown with a unique curved design, featuring two open doors that invite entry. The exterior is made of wood and is set against a backdrop of lush greenery and blooming bushes. A picnic bench and flat seating area are visible in the foreground.
Cabin
4.9 out of 5 average rating, 333 reviews

Cosy Rural Cabin with Private Hot Tub

Water Hall Farm by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 6 ensuite cabins with private hot tubs. Water Hall Farm by Wigwam Holidays is tucked away on the edge of the North Yorkshire Moors. Surrounded by beautiful countryside, there’s always something to do on this bustling working farm.

Popular amenities for Oldstead holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. North Yorkshire
  5. Oldstead