Holiday houses in Osmotherley

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.

Lovely, cosy cottage in the heart of Osmotherley

Situated in one of the prettiest villages in the North York Moors National Park, this comfortable, cosy 250-year old cottage has open beams & a wood-burner, Wifi & SmartTV, and is beautifully furnished, with comfy beds c/w feather duvets& pillows. Great for walkers, cyclists & people wishing to enjoy the delights of the North Yorkshire hills which are on the doorstep. An excellent cafe(open Thurs- Mon), 3 pubs & a well-stocked village shop nearby add to the joys of staying in this lovely village

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner is a private self contained wing of Storey House that makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Private Hot tub (new for 2026) 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

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C

The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

Magical A-Frame Wooden Cabin Nestled in Woodland

Magical A-Frame Wooden Cabin nestled in woodland, surrounded by trees with a stream running by. The cabin is a relaxing haven for both adults looking for a romantic getaway or families with children looking for adventure. The cabin can sleep 2 adults in a king size bedroom, and 2 adults and 1 child or 3 children in the second bedroom. It has the luxury of all modern amenities. The cabin is only accessible by foot approximately 200m down a winding trail. Therefore guests must be able bodied.

Dale View, Osmotherley

Dale View double en suite accommodation is situated in the beautiful village of Osmotherley, North Yorkshire. It is a self contained ensuite double room with private entrance with self check in & out. We are within the North Yorkshire National Park and on the door step of the Cleveland Way, Coast 2 Coast and the Lyke Wake Walk. Osmotherley is a delightful village with with bags of character, it has 3 lovely pubs, Fish & Chip shop, village shop and a tearoom just a short walk away from.

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.

Country Shepherd's Hut with double bed & en-suite

Quiet, countryside, individual shepherd's hut. Situated on a farm within the North York Moors up a private drive. Excellent access to walking and cycling along miles of quite woodland and moorland. The hut is equipped with a kitchen, ensuite shower, log burner and comfy double bed. Outside you have a private decking and garden with great views. Easy access to local villages, attractions and pubs. Perfect for a relaxing weekend away in the countryside.

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.

Cosy and luxurious stable conversion

A light, modern and spacious stable conversion set in the traditional picturesque village of Thornton Le Moor, and perfectly located to explore the idyllic North Yorkshire Moors and Yorkshire Dales. Recently renovated and backing onto unspoilt rural views, the stables are accessed by a private drive and offer exceptional privacy. Contemporary modern comforts set in charming countryside provide the perfect setting for a peaceful and relaxing break.

Church Cottage, West Rounton, North Yorkshire

Church Cottage is located in the small village of West Rounton, on the edge of the stunning North Yorkshire Moors. This makes it an ideal base for walkers, close to the Cleveland Way, and Mount Grace Priory. Short drives away are, York and Whitby. The quiet rural setting and fresh air, together with the cosy warmth of Church Cottage make it the perfect base for walkers, nature lovers, and for anyone looking to relax from a busy life.

Bluebells Cottage, Urra nr Chop Gate, N Yorkshire.

Luxury romantic Yorkshire cottage retreat in the North Yorkshire Moors National Park nestled next to a bluebell wood with a babbling brook and direct access out into the most beautiful countryside. Close to the beautiful historic market towns of Helmsley and Stokesley and 10 minutes from James Cook's village of Great Ayton. Day trip distance to the seaside fishing villages of Whitby, Staithes and Robin Hoods bay.