Cottage holiday rentals in Helmsley

Luxury Old Stone Cottage, Beautifully Presented

We do not accept children or pets. The Old Chauffeurs Cottage, beautiful, luxurious, warm and cosy. 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 & York. There is free WiFi & parking plus secure storage for cycles. We have a short video Youtube@tara101 playlist The Chauffeurs Cottage

Historic cottage, log-burning tub & village pub

Unwind in this beautifully restored Grade II listed, 17th Century farmers cottage with exposed beams, original ironwork, underfloor heating and a soothing log burning hot tub. Opposite you'll find a cosy, dog-friendly village pub with open fires. You’ll be 7 minutes away from artisanal food producers in the market town of Malton (known as Yorkshire's Food Capital) and ideally located for exploring the Yorkshire Wolds (2 miles), Howardian Hills (10 miles), York (17 miles) & Beaches (27 miles).

Manor House Cottage self catering rural location

Manor House Cottage is located in the small hamlet of Holme-On-Swale 7 miles from the market town of Thirsk which is known for its connection to James Herriott and within easy reach of North Yorkshires National Parks. Set within the grounds of the Manor House, It is a quirky upside down cottage with a well appointed modern kitchen, two bedrooms and bathroom on the ground floor with sitting room upstairs, private garden with table and chairs. There are no other holiday cottages in the grounds.

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!

Charlie’s barn. A stunning barn conversion

Unwind in our stunning 18th century, 1 bed barn conversion with beamed ceilings and open plan living space. Outside there is a south facing secure court yard with your own private access. Situated in a tranquil village within an area of outstanding natural beauty. The village boasts a fine dining pub with other local pubs within a short distance or even visit Malton the food capital. A perfect base for biking , walking or visiting Castle Howard, the North Yorkshire moors , East coast or York.

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.

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.

The Mill House

Beautifully renovated 300 year old Mill House, cosy cottage feel on our working farm on the edge of the Wolds. A perfect cottage for two, tasteful and spacious bedroom with on suite bathroom. Snug living and dinning area with warm log effect stove, original exposed beams and all the facilities. Easy access to York, North York Moors, National Park and coast. A short drive from many wonderful attractions and activities. We are unable to take short breaks in July and August .

Whootin Owl Barn

Whootin Owl Barn is a smart luxury detached barn with private screened hot tub and gravelled fire pit area overlooking private woodland on a tranquil country lane in the heart of North Yorkshire only 9 miles from Castle Howard and 30 mins from York City Centre. If you are looking for a romantic modern and ultra clean property in a beautiful private location for a short break or Holiday getaway or looking for a base to explore North Yorkshire, look no further.

Cottage in the heart of Ryedale, North Yorkshire

Tarrs Yard is a beautifully restored early 18th century cottage, nestled in the valley between York and Malton. Ideal for walkers and nature lovers, the cottage is just a short drive from Castle Howard and close to the North Yorkshire Moors, Dalby Forest and the Yorkshire Coast. In a picturesque setting surrounded by uninterrupted views of the Howardian Hills and the Yorkshire Wolds, the cottage is perfectly positioned to enjoy the best of the great outdoors.

Cliff Stud Retreat, Helmsley, Frankel Cottage

Our 3 bedroom cottage has stunning countryside views due to its location. With a wood burner and cosy decor it's the perfect bolt hole for couple and families alike. Frankel cottage sleeps up to 5 guests (it’s advised 4 adults maximum) and has a fully equipped kitchen inc wm/microwave. The bathroom fully refurbished (shower/bath)is located downstairs. The cottage is close to the centre of Helmsley where you can find many tearooms, pubs & independent shops

Cosy barn*York*Yorkshire Countryside*Coas

Set in the countryside within easy reach for pretty towns, the coast, York and various attractions, you will find "The Byre". This self-contained, barn with traditional beams, underfloor heating, and special touches, offers a relaxing retreat after a long day exploring. Your stay is made that little extra special...you can put your feet up with a Nespresso coffee, a boxset on Netflix or music on the Bose. Or now enjoy the sun in theprivate garden.