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, 201 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
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, 197 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
Shepherd’s hut in West Yorkshire
4.99 out of 5 average rating, 446 reviews

Boutique Shepherd’s Hut & Alpaca Experience

Wake up in a luxury shepherd’s hut in the hills around Hebden Bridge, and start your morning feeding friendly alpacas right outside your door. Hand-crafted and thoughtfully designed, ‘The Spot’ offers a boutique countryside escape - perfect for couples looking to switch off, unwind, and enjoy something a little different. A nature retreat yet within easy reach of Hebden Bridge’s independent shops, cafes and walks, you get the best of both worlds: peaceful seclusion with lots to explore nearby.

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, 107 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 hand-renovated railway carriage is displayed, accompanied by a private garden area featuring a fire pit, seating, and a unique egg chair. Green grass surrounds the structure, with a clear sky overhead and soft cloud formations visible in the background.
Shepherd’s hut in Norton-le-Clay
5 out of 5 average rating, 102 reviews

Railway Carriage Hideaway

A beautiful hand-renovated 1960s railway carriage, nestled in a quiet rural farm in Norton le Clay, North Yorkshire. Featuring bespoke detail throughout, our unique hideaway features a luxurious double bed with TV, a fully equipped kitchen, bathroom with shower, and a cosy log burner. Outside, enjoy the fenced private space with a fire pit/BBQ, games and seating overlooking the iconic White Horse. Tucked behind a wildflower bank with its own track and parking, this is a peaceful spot to unwind.

Guest favorite
A cozy seating area features two pink armchairs and a wooden coffee table adorned with fresh flowers. A woodburning stove adds warmth, while a small television sits on a side table. Natural light filters through the multiple-paned windows dressed with light curtains.
Farm stay in Boltby
4.96 out of 5 average rating, 365 reviews

The Studio, Boltby near Thirsk. Wifi. Great views.

A studio flat, at Willow Tree Cottage, in rural Boltby. This one roomed apartment has everything you need - a fully fitted kitchen, woodburning stove ensuite shower room, own garden & garden room, It has a double bed , single bed & Z bed for second child. Wonderful views. Peaceful. Free Wi-fi. 5 miles to Thirsk. Suitable for 3 adults or a family of 4 (2 adults & 2 children). For children under 16 contact me for a special offer. Good walking, cycling, nature, star gazing, horse riding

Guest favorite
A view from the open space showcases an expansive landscape with lush greenery and a rich sunset sky. Potted plants and a fire pit are visible on the patio, framed by large glass bifold doors that enhance the connection between indoor and outdoor environments.
Home in Sutton-under-Whitestoncliffe
4.94 out of 5 average rating, 103 reviews

Amazing views top spec single level space.

This single level super stylish living space is flooded with natural light coming through the West facing huge glass walls. There is a stunning azure blue glass walk in shower room with freestanding rain shower with room for 2. Bamboo wooden flooring with underfloor heating through out, a huge sycamore tree dinning table, plush blue velvet sofa and two swivel chairs. A wall mounted smart TV. With a fridge and separate freezer you can keep your drinks cool and cook on a hob, oven or air fryer.

Guest favorite
Hut in Coxwold
4.96 out of 5 average rating, 389 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 favorite
A bottle of white wine is displayed on a table alongside a wine glass filled with the beverage. In the background, soft furnishings, including a purple armchair and light drapes, are visible, with open doors leading to a patio area.
Religious building in Thirsk
4.96 out of 5 average rating, 225 reviews

The Old Chapel: A luxury Hot Tub break

The Quaint Old Chapel is a quirky, detached historic conversion in rural Catton, Thirsk. Surrounded by stunning views, it offers endless walks, including a beautiful trail along the River Swale. Designed for pure relaxation, a luxury hot tub spa is fully included in the price. Perfect for pet lovers, the chapel features a rare, temperature-controlled dog wash to spoil your four-legged friend after a day of exploring. Includes private parking for two cars. A true North Yorkshire gem!

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
4.93 out of 5 average rating, 339 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.

Guest favorite
A charming stone barn features a warm terracotta roof and large windows allowing natural light to enter. The outdoor space includes a small metal table with two chairs, set on the green lawn, ideal for enjoying a pleasant morning or afternoon.
Home in Hovingham
4.91 out of 5 average rating, 268 reviews

The Shed, Hovingham, York

An exquisite quaint barn conversion tucked away in the breathtaking Howardian Hills Area of Outstanding Natural Beauty. Take a look at this exquisite bijou barn conversion tucked away in the Howardian Hills - an Area of Outstanding Natural Beauty. Located 17 miles north of York, this romantic cottage ticks every box in terms of interiors, location and charm. It's the perfect choice for couples looking to escape to the country in style. Dogs are welcome.

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, 121 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