Holiday rentals in Oldstead

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.

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.

Cozy Stay at Animal Sanctuary

Luxury Escape at an Animal Sanctuary Stay in our beautifully converted container, furnished to 5-star standards and set in the heart of our sanctuary. Be greeted at the gate by our 5 rescued pigs before enjoying the king bedroom, large shower, kitchen, and cozy living area with a sofa bed and TV. High-speed internet keeps you connected, while your private oasis outside features a hot tub, BBQ, and dining area. Perfect for relaxation or a unique retreat surrounded by nature and rescued animals.

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.

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.

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.

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.

Dark Skies - Lux Hut & Hot Tub

'Dark Skies' is a modern Shepherd’s Hut with a private wood-fired hot tub and garden, set in the countryside next to peaceful woodland but only 20 mins from York. Surrounded by local wildlife and our goats, it’s a relaxing escape to reconnect with nature. Explore scenic walks, or visit nearby town Easingwold's pubs, shops, and dining. Discover hidden Yorkshire gems like Yearsley Woods just 10 mins away. Enjoy the site tipi, pond, and barn areas. Unwind, disconnect and get back to nature.

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.

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.

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.

Heather Cottage On't Cobbles

Nestled within the idyllic village of Haworth at the heart of Bronte Country; Our little holiday cottage stands proud at the very top of the historical cobbled street. With exposed original features and rich colour schemes drawn from the picturesque surroundings of the Haworth moors (where Cathy and Heathcliffe ran wild!) guests can expect to be transported to an earlier time whilst still benefiting from the luxury of modern-day amenities.