Holiday rentals in Oldstead

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Top-rated holiday rentals in Oldstead

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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, 188 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.

Guest favourite
A spacious outdoor deck is surrounded by greenery, featuring two Adirondack chairs and a round fire pit with a gentle flame. Potted plants add a touch of nature, while soft lighting illuminates the area, creating a cozy atmosphere for evening relaxation.
Treehouse
5 out of 5 average rating, 120 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 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, 182 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
A stone cottage is visible, featuring a patio area with two wooden chairs and green cushions. The doors are open, leading into the interior, while lavender and white flowers adorn the garden. Blue skies are seen above, complementing the rustic charm of the structure.
Barn
4.97 out of 5 average rating, 146 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.

Superhost
A stone pathway leads to an elevated Victorian railway carriage, framed by lush greenery and decorative topiary. Stairs ascend from the path, encouraging access to the entrance, while a gently curved wooden railing adds rustic charm to the setting.
Train
4.87 out of 5 average rating, 207 reviews

Unique Railway Carriage - In the Heart of Helmsley

Helmsley Railway Carriage…..A Special Experience ! Our 1887, 3rd Class Victorian Railway Carriage converted to 5* standards. With all the facilities of a self-catering property including a full kitchen and lounge/dining area including a welcome pack of essentials included in your rate. In service to 1905, running between York & Scarborough, the Carriage ended up at Helmsley Railway Station, then brought to our property in that year ! The UK's oldest & unusual Train Carriage accommodation !

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 woodfired hot tub is set in a private outdoor area, surrounded by warm lighting and a rustic wooden structure. The evening sky deepens to twilight, enhancing the tranquil ambiance. Logs are neatly arranged nearby, providing easy access for fueling the hot tub.
Farm stay
4.99 out of 5 average rating, 211 reviews

Couple's Bothy near Helmsley in the National Park

Unwind at this unique and tranquil getaway. Our converted barn offers a cosy, self-catering retreat for two with a woodfired hot tub, on our remote, but accessible farm in the North York Moors National Park. The Bothy is a self-contained, open space providing king sized bed, ensuite, kitchen, sitting area, outside terrace sun trap & free WiFi. The Bothy has been completed to an exceptionally high standard combining beautiful detailing and practicality. A great location for walking & cycling.

Guest favourite
Yurt
4.92 out of 5 average rating, 232 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 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.
Cottage
4.95 out of 5 average rating, 211 reviews

Quaint Old Chapel, Hot tub-dogs-rural river walk.

Quaint Old Chapel is set in the heart of rural Catton village, Thirsk, North Yorkshire. With much to see & do near and far, the outings are endless. This quirky quaint detached cottage has a luxury hot tub spa included in the price, temperature controlled pet friendly dog wash and parking for two cars. It has so much to offer and the area is of stunning views and beauty. Many walks and bike rides for you and your pets to enjoy including a beautiful river walk along the River Swale..

Top guest favourite
A terrace features a round table set for two, accompanied by stylish woven chairs. A view of the lush green valley and surrounding trees creates a serene backdrop, while a small barbecue grill stands nearby on the stone surface.
Farm stay
5 out of 5 average rating, 146 reviews

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner a (totally private) self contained wing of Storey House makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Exceptionally quiet location situated in the North York Moors national Park. An area of outstanding beauty and in the International Dark Skies area. Great for star gazing Perfect for couples Pickering, Whitby, Helmsley York and the coast are all within easy reach

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, 206 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.

Guest favourite
A traditional brick building features large arched glass doors opening onto a stone pathway. A dog rests comfortably on a mat in front of the entrance. A staircase leads to the upper level, surrounded by a well-maintained outdoor setting.
Home
4.98 out of 5 average rating, 135 reviews

Elegant and spacious open plan converted Granary

Located just outside the market town of Bedale, a gateway to the Yorkshire Dales, Exelby is a quiet village with a thriving community owned pub (the Exelby Green Dragon). Recently converted, the Granary provides spacious accommodation for 4 / 5 people (plus cot) and offers an ideal stop for those wishing to explore the Yorkshire Dales, the North York Moors and the Vale of York in between or alternatively, is a convenient stop off for those travelling further North or South.

Popular amenities for Oldstead holiday rentals

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  4. North Yorkshire
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