Self Catering Holiday Cottages in Helmsley

Old Bald Peg is a cottage with a pedigree as impressive as its Thoroughbred namesake. The Victorian terraced former estate cottage has been refurbished to provide a charming holiday home sleeping four guests in two bedrooms, with two well-behaved dogs welcome by prior arrangement. Situated in the quiet village of Wass, in the North York Moors National Park, within an easy stroll of two great gastropubs and the ancient ruins of Byland Abbey and close to the market towns of Helmsley, Thirsk and the historic city of York. Other local attractions include Rievaulx Abbey, Castle Howard, Sutton Bank and the Kilburn White Horse. Explore the Cleveland Way, the North Yorkshire Heritage Coast and the wild beauty of the moors.

Arriving at Bilsdale Cottage is a heart-warming experience. The pretty stone cottage, which is one of four at Sproxton Hall, is set back from a private road in a quiet hamlet, only two miles south of the friendly market town of Helmsley. Guests can wake up to beautiful views of the Howardian Hills AONB and the North York Moors National Park, knowing that their day is full of spectacular scenery and memorable experiences which could even include walking around the ancient city walls of York or strolling by the seaside at Whitby or Scarborough. With space to sleep four people in two bedrooms, Bilsdale Cottage is ideal for families and couples.

Enjoy the beauty of the North York Moors National Park from the comfort of Ryedale Cottage. The pretty stone cottage is one of four at Sproxton Hall Cottages in Sproxton, just two miles from Helmsley. There is space for four guests to sleep in two bedrooms, making it perfect for couples and families who want a peaceful location that is close to some of the region's favourite attractions such as Helmsley Castle, Pickering, Castle Howard, York, Whitby and Scarborough.

A cosy welcoming holiday cottage with immense character, ideally placed on the edge of the North York Moors in the popular market town of Helmsley with its castle and superb walks, shops, pubs and restaurants on the doorstep. Offering a high standard of dog-friendly self-catering accommodation all year round.

This charming self-catering cottage is in the village of Wass, within walking distance of the 17th-Century Stapylton Arms pub and close to the market towns of Thirsk and Helmsley. It is in the south-west corner of the Yorkshire Dales National Park and especially popular with walkers who appreciate its proximity to beautiful footpaths. The dog-friendly cottage has three bedrooms and can sleep up to six people, with a large garden and fantastic views.

Set back from a quiet road in the peaceful village of Harome, Overdale Cottage is close to the border of the North York Moors National Park and within easy reach of Helmsley, Pickering and York. The pet-friendly cottage has recently been refurbished to offer very comfortable accommodation for couples and families. There is space for four people to stay in two bedrooms, and pets are welcome. The cottage has lovely views of the surrounding countryside and is close to fantastic walks and cycle trails. There are even two excellent pubs within walking distance - the Star Inn and the Michelin-starred Pheasant, or stay in for dinner and enjoy a glass of wine in front of the open fire.

Spacious and full of character, this welcoming holiday retreat for two sits on a small dales hill farm in the North York Moors National Park. Low Crossett Cottage offers the opportunity of peace and tranquility, lovely walks, spectacular views and a comfy self-catering base for exploring the areas many attractions.

"The Bothy" is a 1 bed holiday Apartment sleeping up to 2 guests in North Yorkshire. Get away from it all with this romantic, rural retreat, yet still be close to the hustle and bustle of Helmsley's many shops and restaurants. * Size: Sleeps 2 in a studio bedroom.* Nearest beach: 31 miles.* Nearest amenities: 3 miles.* Pets:...

"Cottage in North Yorkshire" is a 3 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. A welcoming mid terrace cottage in historic Helmsley is a short 0.2 mile walk to the only market town in the North York Moors National Park. Turn left out the door and within moments you will be in the centre of the market square surrounded by...

"Cottage in North Yorkshire" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. Helmsley, located just a couple of miles from the property, is one of the prettiest towns in Yorkshire and lies just on the outskirts of the glorious North York Moors. The wonderful heather covered moors offer plenty of opportunities for...

"Cygnet Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in North Yorkshire. Bright and fresh, three bedroom quality modern property, sleeping six, in a gated courtyard, in the heart of the historic market town of Helmsley * Size: Sleeps 6, 3 bedrooms* Nearest pub: Less than 0.2 miles.* Nearest amenities: Less than 0.2...

"Pinfold Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in North Yorkshire. With touches of elegance and style at every turn, Pinfold Cottage has been beautifully decorated and offers 5 star quality. This beautiful and luxurious newly built three bedroomed house is set in a secure and gated development in the historic...

"Cherry Tree House" is a 4 bed holiday Cottage sleeping up to 8 guests in North Yorkshire. Cherry Tree House is a beautiful luxury property near the centre of Helmsley. With stunning contemporary kitchen diner, quirky garden room, four double bedrooms and a garden with patio and outside seating, it is an ideal place for families and...

"The Black Swan - The Inn Collection Group" is a 1 bed holiday Hotel sleeping up to 2 guests in North Yorkshire.

"The Royal Oak Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in North Yorkshire.

"stilworth house" is a 1 bed holiday BandB sleeping up to 2 guests in North Yorkshire.

"Feversham Arms Hotel & Verbena Spa" is a 1 bed holiday Hotel sleeping up to 2 guests in North Yorkshire.

"Shallowdale House" is a 1 bed holiday BandB sleeping up to 2 guests in North Yorkshire.

"The Annex - central Helmsley with parking" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire.

"The Feathers Hotel, Helmsley, North Yorkshire" is a 2 bed holiday Hotel sleeping up to 4 guests in North Yorkshire.

"The Old Back Kitchen at Bonfield Ghyll Farm" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire.

"Rye Court Cottage - Stunning cottage in central Helmsley with parking" is a 3 bed holiday Cottage sleeping up to 6 guests in North Yorkshire.

"Bay tree Cottage Hemsley" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire.

"Garden Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire.

"Cliff Stud Retreat - Luxury lodges and cosy cottages" is a 1 bed holiday Hotel sleeping up to 2 guests in North Yorkshire.

"Rye Court Cottage and Annex Central Hemsley" is a 5 bed holiday Cottage sleeping up to 10 guests in North Yorkshire.

"The Helmsley Retreat" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire.

"Cherry Tree House" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire.

"Holly-Garth" is a 4 bed holiday Cottage sleeping up to 8 guests in North Yorkshire.

"Porters Coffee Shop and B&B" is a 1 bed holiday BandB sleeping up to 2 guests in North Yorkshire.

"Lavender Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire.