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
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.
Flat
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 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, 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 favourite
Shepherd’s hut
4.99 out of 5 average rating, 435 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, 106 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.

Guest favourite
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
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

Top guest favourite
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
4.99 out of 5 average rating, 221 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.

Guest favourite
The stone cottage features a welcoming facade with a sloped roof and multiple windows, surrounded by a gravel driveway. A neatly trimmed lawn is present in front, complemented by a white bench and potted plants, all under a partly cloudy sky.
Home
4.93 out of 5 average rating, 55 reviews

Stunning 2 Bedroom Stone Cottage, North York Moors

Dolittle Cottage is a beautifully presented stone built cottage, situated in the picturesque village of Kilburn near the famous White Horse landmark, on the edge of the North Yorkshire Moors National Park. It is a short distance from the busy market towns of Thirsk and Helmsley. It is the perfect location for a getaway in any season, either romantic break for couples or a “get out and do” holiday for families. Chris and Vicki would be delighted to welcome you to share their country retreat.

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, 111 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.

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, 224 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 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
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 favourite
A charming stone lodge with a wooden-shingled roof is set against a backdrop of bare trees. Large windows allow natural light to fill the interior, while planters with greenery are placed on the stone terrace. The surrounding landscape features a lush stone wall.
Cottage
5 out of 5 average rating, 44 reviews

Mousehole, Oldstead. North Yorkshire National Park

Relax and unwind at Mousehole, a charming cottage with calming interior. Nestled within the beautiful valley of Oldstead, located in one of the 21 Dark Skies Nature Reserves, private views of rolling hills and serene nature. Nearby, indulge in world-class dining at the Michelin-starred Black Swan. Explore Whitby, Sandsend, and the beauty of God’s Own County. High-speed broadband makes it perfect for workcations. Book your getaway now with discounts for November and December.

Top guest favourite
The exterior features a contemporary wood-clad structure with large glass doors and a sloped roof. A set of stone steps leads to the entrance, while natural stone and wooden elements create a harmonious look. Surrounding greenery enhances the overall setting.
Farm stay
4.98 out of 5 average rating, 322 reviews

Springhill Studio, Brimham Rocks Yorkshire Dales

A unique and romantic larch-clad studio with stunning views over Nidderdale, just a mile from Brimham Rocks and located at "Springhill Getaways". Once jeweller Alice Clarke’s creative space, it now offers a peaceful, stylish retreat with a hanging log burner and on-site parking. Set above our other Airbnb, Cosy Cottage, both spaces run on renewable energy. We’re excited to share this special place with those seeking a tranquil escape in the heart of Yorkshire.

Popular amenities for Oldstead holiday rentals

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