Cottage holiday rentals in Helmsley

Cosy character cottage in heart of Pickering

31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

Cheerful & Quaint 18th Century cottage

Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors. Castleton is lucky to have two great pubs The Downe Arms with fabulous food and atmosphere right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s the Old Chapel Tearoom, Premier & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby

Upside down stone Bothy on Marsden Moor

Long Fall Bothy is a gorgeous stone building on the outskirts of Marsden village in West Yorkshire. Perfect for a walking holiday, the Kirklees Way passes the property and the Pennine Way, Oldham Way are close by. A great place for mountain biking with the Transpennine Trail a few miles away and lots of cycle paths/trails on your doorstep. Local real ale pubs and plenty of cafes in Marsden village a short walk (15 minutes) along the canal. Beautiful scenery, views from the cottage are amazing.

The Owlets, Ampleforth

A luxury self-catering holiday cottage nestled on the edge of the North York Moors National Park in the pretty village of Ampleforth. The Owlets is a 19th century single storey stone outhouse that has been recently renovated to a high standard with brand new fixtures and fittings, as well as traditional features such as solid oak floors and beams. We are located just 1 mile from Ampleforth College, and 4 miles from Helmsley. All welcome, including children of all ages and well behaved pets!

Pretty Yorkshire Stone Cottage Harome

A charming stone cottage situated in the picturesque village of Harome, 3 miles from the market town of Helmsley.This characterful cottage is up to date with everything you need without losing original features of beamed ceilings & a cosy log burner. The cottage offers luxe accommodation with a spacious kitchen, two delightful bedrooms, a power shower, bath, well equipped kitchen & hotel grade linen. A cosy sitting room with open plan dining area. There is a little garden outside with a table.

The Rabbit Hole cosy cottage near Bolton Abbey

The Rabbit Hole is beautiful hideaway in the magnificent Yorkshire Dales. Perfect for a romantic break or as a base for walking & cycling in the surrounding countryside. Very close to the market town of Skipton with its medieval castle, shops & restaurants. Embsay is a quiet village with Bolton Abbey, The Tithe Barn, and Grassington; famous for All Creatures Great and Small, all within easy reach. Embsay has a shop, 2 pubs and a steam railway station. Guests are welcome to share our garden.

Foxglove Cottage

Foxglove, a gorgeous little one bed cottage, with its' own kitchen, bathroom, lounge and outdoor seating area. Perfect for an intimate getaway. Standing proudly in beautiful Bilsdale, six miles north of Helmsley, in the stunning North Yorkshire Moors National Park. We are surrounded by hills and open countryside which fringe the unique open moors. It is also part of a collection of other 8 properties (previously a working farm) that can be booked individually or exclusively all together.

The Cobbler's Cottage

Nestled in the scenic North Yorkshire village of Sessay, this charming former cobbler's cottage offers a spacious retreat. Inside, you'll find a wood-burning stove, TV, Blu-ray player, and a modern kitchen equipped with an oven, microwave, dishwasher, fridge freezer, Nespresso coffee maker, and a washing machine. Step outside to a private patio complete with a dining area and barbecue. Plus, we warmly welcome one well-behaved pet, so you can bring your furry friend along if you desire.

Barn conversion 20 minutes from York

Light and airy barn conversion with renovated bathroom. One ensuite master bedroom and one upstairs twin room with an attached toilet. Secluded pet friendly patio. Hot tub as extra on request if available Secure off road parking. Only 20 minutes drive from York with good train links, Katherine Cottage is a country getaway which is also perfect access Yorkshire's greatest sights. Only 5 minutes from the A1, Harrogate, Leeds, North York Moors and Dales are all accessible in under 1 hour.

Luxury By The Brook

Sally’s Nook is a beautiful bolthole by the brook in the village of Hebden in the heart of the Yorkshire Dales. The cottage is newly renovated to a very high standard and perfect if you want to treat yourself to a luxurious few days or week in the Dales . There is a well equipped handmade kitchen , a log burner, exposed beams ,kingsize bed , freestanding bath , parking , smart TVs , WiFi and outside space by the brook . Idyllic location with walks and cycling on the doorstep .

Historic cottage, wood-fired hot tub + village pub

Three hundred year old sandstone, exposed timber beams, and the kind of warmth that comes from old walls, open fires and underfloor heating. Yew Tree Cottage @ Kingfisher and Yew sits opposite a dog-friendly village pub. Take long walks from the front door. Light the wood-fired hot tub in the walled garden and toast your toes by the fire. This Grade II listed cottage is seven minutes from the market town of Malton. Featured in Living North's top self catering retreats.

The End Place - A romantic hideaway for two

The End Place is a self-contained cottage adjoining Moorhouse Cottage. Downstairs is open plan, comprising a fully equipped kitchen and a living area with wood burning stove. A glass wall ensures uninterrupted views across Nidderdale Area of Outstanding Natural Beauty, as well as starry-night skyscapes. Upstairs opens out into a magical, fairy-lit, vaulted bedroom with a king size brass bed adorned with crisp linen and includes en suite with shower.