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, 199 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
Shepherd’s hut
4.99 out of 5 average rating, 450 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 favourite
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
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 favourite
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
5 out of 5 average rating, 105 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.

Top guest favourite
Barn
4.98 out of 5 average rating, 164 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 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, 134 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 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.

Top guest favourite
An open-plan living area features a spacious layout with striped bamboo flooring. A steel mezzanine platform holds a king-size bed, and the living space includes a velvet sofa and modern armchairs. Floor-to-ceiling windows allow natural light and views of the surroundings.
Home
4.94 out of 5 average rating, 112 reviews

Stunning deluxe space, mezzanine floor, great view

About this space. Tamworth This is a stunning, stylish cottage with a steel mezzanine platform with a super king size bed. The floor to roof glass front faces West so stunning sunsets are a feature with views out to paddocks with horses and hens. Walk in shower room with door opens to black splash surround and a copper colour rainfall shower and black sink, loo and floor. Striped bamboo flooring throughout. Pitched roof with windows so when lying in bed you can see the stars at night.

Guest favourite
Yurt
4.92 out of 5 average rating, 247 reviews

Sugi pod, Hinoki Retreat, 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 Japanese Ofuro wood fired hot tub (2 man capacity) will be heated ready for when you arrive as a complimentary part of your stay! Sugi is a bespoke hand built wooden pod on a raised platform with views down to the estate grounds.

Top guest favourite
A cozy workspace is depicted with a round wooden table and a comfortable chair. Shelves filled with books and decorative items line the walls. A small bouquet of flowers adds a touch of nature, while a warm-colored blanket drapes over another chair.
Tiny home
4.97 out of 5 average rating, 303 reviews

York Poetree House, tiny treehouse home for one

Reconnect and wake up into nature at this unforgettable escape. Secluded treehouse with everything you need to soothe and inspire. Self cater, arrange meals provided by your host (a professional chef), or try one of the many eateries in town. Shops nearby. Your own private bathroom is situated a few yards away in the main house. You also can enjoy our beautiful garden, lily pond and friendly cat, Nina. Your hosts are always on hand to ensure a comfortable and nourishing experience.

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.
Place to stay
4.98 out of 5 average rating, 262 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 favourite
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
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 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, 122 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 holiday rentals

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