Holiday rentals in Oldstead

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Top-rated holiday rentals in Oldstead

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 179 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.

Guest favourite
Shepherd’s hut
4.97 out of 5 average rating, 940 reviews

The Hut in the Wild

Come and stay in our beautifully finished, tin shepherds hut at the bottom of our garden. We are located in the rolling countryside with extensive views over the vale of York. After a day of exploring this AONB, there’s nothing like cooking tea over the fire pit or wood pellet pizza oven followed by a dip under the stars in our rustic hot tub. Fall into a fresh clean bed and wake up to the sound of the dawn chorus. Our bathroom barn provides all your needs for a morning freshen up!See you soon.

Top guest favourite
An outdoor patio area is shown, featuring a wooden table surrounded by four wicker chairs. A small potted plant rests at the center of the table. The backdrop includes a brick wall with two doors, and a window is visible, enhancing the outdoor space.
Cottage
5 out of 5 average rating, 147 reviews

Grooms Cottage by Sheriff Hutton Castle, Near York

Grooms Cottage is on a private estate right next to the ruins of Sheriff Hutton Castle. The property is in a peaceful setting but only two minutes walk away from the village pub and post office/general store. Our cottage was completely renovated in 2021 and is in a great location for walkers, cyclists, and explorers. It’s about 10 miles from both York and Malton, Castle Howard is under 6 miles away, and the coast can be reached in under an hour. Grooms Cottage sleeps 4 guests+2 babies +dogs

Top guest favourite
The image showcases a stone patio surrounded by lush greenery and flowers. A circular stone feature stands at the center, while two lion statues are positioned on either side. A glass-roofed extension can be seen through the large windows, revealing an inviting interior space.
Holiday home
4.99 out of 5 average rating, 105 reviews

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)

Top guest favourite
The exterior of Granary Lodge is displayed, featuring a traditional stone façade with a red door. A sloped roof and multiple windows complement the building, surrounded by well-maintained landscaping and a gravel driveway leading to the entrance.
Home
4.99 out of 5 average rating, 117 reviews

Spacious two bedroom country property

Granary Lodge is situated on a quiet lane, yet less than two miles from Thirsk; a busy, attractive market town. It is spacious with a large lounge, kitchen, a double bedroom (ensuite bathroom) and a twin room. Also, a shower room with basin and toilet. Enjoy the use of your private patio seating area with views over the owners garden and pond. A larger garden area and further seating is also available for guest use. Local good pub (15 mins walk). N York Moors National Park: 15 mins drive.

Top guest favourite
A shepherd’s hut is nestled amid tall grass in a rural setting, framed by greenery. A wooden table is set outside, featuring a breakfast spread and a fire pit nearby. In the background, a hot tub can be seen, inviting relaxation surrounded by nature.
Shepherd’s hut
4.97 out of 5 average rating, 696 reviews

Beautiful rural shepherds hut with hot tub

This shepherds hut is in a gorgeous rural location. The hut has electricity and hot water, it will be a cosy and warm place to stay all year round. There is a recently added hot tub, to relax in and soak up the gorgeous view. A fire pit and an outdoor table, plus cooking facilities in the hut. It is in a romantic and peaceful location. We are close to Castle Howard, Yorkshire Lavender and many other wonderful places to visit. Fabulous for keen walkers and popular area for cyclists.

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, 202 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, 320 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, 105 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, 555 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.

Top guest favourite
A modern lodge is nestled among lush greenery, featuring large glass windows that reflect the surrounding trees. A wooden deck wraps around the structure, providing an open space. A grassy area in the foreground leads to a playground, enhancing the outdoor setting.
Chalet
4.96 out of 5 average rating, 114 reviews

Forest View Lodge

ForestView is set deep into the beautiful, tranquil forests of Sutherland, North Yorkshire, and a handcrafted, bespoke-furnished woodland retreat for those with discerning taste looking for a secluded, luxury break far from the ordinary. You will find yourself quickly immersed in the wilds and wonders of nature: deer, pheasants, hares, badgers, owls, stoats, even a mating pair of beavers.

Guest favourite
A spacious dome tent is nestled among trees, featuring a wooden deck leading to a cozy kitchenette. Sunlight filters through the foliage, highlighting the natural surroundings and inviting outdoor space.
Tent
4.96 out of 5 average rating, 104 reviews

Luxury glamping escape with private facilities

Lose yourself in nature—without sacrificing comfort. Creekside is a beautifully appointed 5m luxury dome tent with a king-size bed, crackling wood burner, private kitchenette, and full bathroom, all set on a spacious raised deck above the stream. Off-grid glamping at its most stylish—ideal for couples where one loves camping and the other says “never.”

Popular amenities for Oldstead holiday rentals

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