Holiday rentals in Gillamoor

Highfield Annex with off St Parking in Keldholme

Enjoy a tranquil getaway at Heather Annex! Explore the North York Moors by foot; cycle Dalby Forest’s trails or ride the iconic Pickering steam train to Whitby. Visit charming market towns like Helmsley and Kirkbymoorside. Nearby, discover TV's 'Bangers & Cash' or York. Coastal towns, Whitby & Scarborough are less than an hour away. Walk to local pubs and cafes. Return to 1/2 an acre of grounds featuring American Miniature Horses & hens. Or simply unwind on the Patio & have a peaceful stay!

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.

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

Easy Stroll To Pubs, Shops And Cafés

Situated on the doorstep of the North York Moors National Park, nestled less than 1 mile from the Market town of Kirkbymoorside you’ll find Pheasant Cottage. A charming, 2 bedroom, double fronted cottage that’s both cosy for 2 & spacious enough for 4. 2 king size bedrooms where the second can be made up into two singles, this holiday home suits couples, friends & families. Boasting a fabulous open fire in the kitchen diner, fully enclosed front & back garden, 50” smart tv, WiFi & parking

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.

The Courtyard Annexe (Please read all description)

Welcome to the Courtyard Annexe, part of our Georgian house, in the centre of Kirkbymoorside. We are not a self catering unit (no guest kitchen) or a rented second home but a more traditional bed and breakfast. We'll meet you upon arrival and show you to the part of our home that is your own separate, private space. We provide a 'tea and toast' breakfast, whilst other meals can be sourced in town. Bear in mind this is an old building with lots of steps. Please read the fuller description.

Cosy rural cottage in National Park

Come and stay in the beautiful village of Rosedale Abbey in the spectacular North Yorkshire Moors National Park. Moo’s is our converted stone cottage with a lovely living kitchen with cast iron stove and a vintage country feel. A handmade turned staircase leads up to the en-suite bedroom with metal bed stead and roll top bath. Adjacent there is a spacious covered patio area with seating, dining and storage, which looks across to an outdoor patio with fruit trees seating and parking space.

Waters Edge Cabin @ Helmsley Meadows

Waters Edge is an adults-only cabin overlooking the pond with uninterrupted countryside views. One of four individually designed cabins at Helmsley Meadows, each offers its own unique character—including one with a private sauna and freestanding bath. Waters Edge has a bespoke handmade kitchen and has been thoughtfully designed for peace and relaxation. Unwind in the private wood-fired hot tub, cook under the stars on the BBQ firepit, and let nature set the pace. Waters Edge is pet free

Primrose Hill Farmhouse

Primrose Hill Farmhouse is situated in the famous village of Hutton le Hole know for its picturesque setting, with traditional stone buildings and a beautiful stream running through the centre of the village. It is also home to the Ryedale Folk Museum which showcases the history and culture of the area. The cottage offers the perfect location to enjoy walking with your dogs or cycling in the North York Moors and also to explore the nearby coast line including Whitby and Scarborough

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.

Luxury Rural Cabin with Wood Fired Hot Tub

Bainton Burrows by Wigwam Holidays is part of the UK’s number one glamping brand, renowned for delivering ‘great holidays in the great outdoors’ for over 20 years. Located close to the peaceful village of Bainton near Driffield, our cabins offers a tranquil rural escape with easy access to local amenities and the beautiful East Yorkshire countryside. Our site has 2 luxury en-suite cabins with hot tubs and the capacity to accomodate for dogs, couples, families and group bookings.

Luxury Old Stone Cottage, Beautifully Presented

Adults Only. No pets. The Old Chauffeurs Cottage, beautiful, luxurious, warm and cosy. Discounts for stays of 5 nights or more, please ask. Two bedrooms with comfortable King size beds and a great lounge and kitchen. A downstairs toilet & full bathroom upstairs. It provides a good base for walkers & sightseers as we are close to the North York Moors, the steam railway at Pickering & Castle Howard Free WiFi & parking plus secure storage for cycles.