Vacation rentals in Oldstead

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Top-rated vacation rentals in Oldstead

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

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Top guest favorite
A stone cottage exterior is highlighted, featuring a white door and window. Pink flowering shrubs adorn the entrance. A wooden table with chairs is arranged on a stone patio, surrounded by a green fence and under a partly cloudy blue sky.
Apartment in Gilling East
4.97 out of 5 average rating, 194 reviews

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.

Top guest favorite
An outdoor deck is surrounded by lush greenery, featuring a freestanding smokeless fire pit emitting a warm glow. Comfortable wooden loungers and small tables are positioned nearby, complemented by potted plants. Subtle lighting enhances the tranquil ambiance as dusk approaches.
Treehouse in Richmond
4.99 out of 5 average rating, 134 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 favorite
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.
Guesthouse in Kilburn
4.99 out of 5 average rating, 191 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 favorite
A charming Shepherd's hut is positioned under a metal canopy, surrounded by raised wooden flower beds filled with blooming plants. The hut features bright yellow doors and windows, inviting natural light. A rustic wooden table is visible nearby, enhancing the serene outdoor setting.
Shepherd’s hut in Oldstead
5 out of 5 average rating, 101 reviews

Annie - superb lodge in exceptional Park location

A luxury shepherds hut (Plankbridge) in a stunning private location - nestled in a wildlife rich dale within a Dark Skies Reserve. With several Top 100 pubs and restaurants on the door step (Abbey Inn/Owl Hawnby/Star Inn/Black Swan) Cockerdale, near Oldstead, is an exceptional and special place. It gives you a truly immersive & tranquil experience. Walk straight from the door - or sit a while in the hot tub and enjoy the relaxing benefits of being immersed in nature - you can have it all.

Top guest favorite
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 in Ampleforth
4.97 out of 5 average rating, 120 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 favorite
Barn in Yearsley
4.97 out of 5 average rating, 153 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 favorite
A log-burning stove features a warm flame, surrounded by decorative logs and a basket filled with firewood. A bouquet of wildflowers is displayed in a clear vase, with a ceramic figure of a duck positioned nearby, adding a touch of charm to the space.
Barn in Eddlethorpe
4.99 out of 5 average rating, 215 reviews

The Owlery at Mill Farm

Recently converted, the Owlery is the perfect self-catered rural escape for couples. With its double height vaulted ceiling and full height double aspect windows the open plan kitchen living diner offers a light and airy space to unwind and enjoy the view of surrounding fields. The bedroom has a Kingsize bed, Egyptian cotton sheets and En-Suite shower room. The Bathroom offers complimentary Bramley products and cotton bathrobes. Both areas are underfloor heated. There is a private garden.

Top guest favorite
Home in Dacre
5 out of 5 average rating, 108 reviews

Spinney Cottage, Pateley Bridge

Spinney Cottage is a beautifully restored home located just outside the town of Pateley Bridge in Nidderdale, a short drive from the Yorkshire Dales and Harrogate. Built in 1883 and full of characterful features such as woodburning stove and exposed stone walls, the Cottage is very well equipped with BBQ, firepit, and outdoor seating. Set in 4 acres of gardens and woodland, guests can make the most of our peaceful location. Ideal for walkers, cyclists and those looking for a calming retreat.

Top guest favorite
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 in Urra
4.98 out of 5 average rating, 234 reviews

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annexe 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 Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe 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 favorite
A charming cottage exterior is visible, framed by a wooden fence with a sign reading 'Braecote.' Vibrant flowers and neatly maintained greenery surround the entrance, while the facade features a mix of stone and brick, complemented by a gravel path leading to the inviting door.
Cottage in Coxwold
4.99 out of 5 average rating, 192 reviews

Fabulous cottage in Coxwold, the perfect bolthole!

Braecote is a peaceful, warm, and welcoming cottage in the picture perfect village of Coxwold. With wide grass verges, honey coloured stone houses and a traditional country pub just up the road, Coxwold is one of the prettiest villages in North Yorkshire. York, Harrogate, Helmsley and Malton are close by, the North York Moors, Yorkshire Dales and east coast all within easy reach. Newburgh Priory is just up the road and Michelin starred Black Swan at Oldstead a short drive away.

Top guest favorite
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 in Kilburn
4.94 out of 5 average rating, 327 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 favorite
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.
Guesthouse in Oldstead
5 out of 5 average rating, 113 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.

Popular amenities for Oldstead vacation rentals

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