Holiday houses in Hutton-le-Hole

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!

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

Gorgeous country cottage, Nawton near Helmsley

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

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

The Town House

This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, Dalby and Cropton forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton and the city of York are in easy driving distance.

Charming farm based cottage with hot tub/sauna

Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

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

Hill Top Cottage

A beautiful farm cottage located on a working organic farm, on the edge of the North Yorkshire moors. The cottage is based in Spaunton, North Yorkshire. Perfect for walks on the moor or exploring local places, Lastingham, Hutton Le Hole, Pickering, Kirkbymoorside and Helmsley are all close by. We are pet friendly but ask the dogs are please kept on the lead on the farm/farm yard. Please ensure parking rules are respected. Parking is for ONE vehicle only within the designated area.

Goose End Cottage, North Yorkshire

Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

Oakforge Cottage, a spacious home from home.w

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

Mill House Lastingham

This beautiful detached cottage sitting in the centre of tne quaint North Yorkshire Moors village of Lastingham , where sheep roam free, is the perfect place to escape hustle and bustle . Explore the many other great villages and local market towns. Pickering with its Steam railway and stunning Helmsley . A short drive to the coast, Whitby and Sandsend great favourites for visitors with the beautiful Abbey on the cliff edge and steeped in history.

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.