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Self Catering Holiday Cottages in Helmsley

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Ryedale Cottage

Last Minute Offer:Fri, 8th Jul 2022 for 7 nights, £650"Special price (shorter & longer stays also possible) - A rural getaway in stunning location - North York Moors National Park/Helmsley area."
54.224749, -1.048346

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.

Weekly guide price:
£495 to £850
Short breaks from £110 per night

4  |   2  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

Bilsdale Cottage

Last Minute Offer:Fri, 8th Jul 2022 for 3 nights, £350"Late availability at a special price. Enjoy a rural break near Helmsley with an enclosed dog exercise paddock and stunning views"
54.224749, -1.048346

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.

Weekly guide price:
£495 to £850
Short breaks from £110 per night

4  |   2  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

54.230490, -1.005716

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.

Weekly guide price:
£295 to £599

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

54.344212, -1.115560

Spacious and full of character, this welcoming holiday retreat for two sits on a 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.

Weekly guide price:
£495 to £825

2  |   1  |   No  |   No  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

54.256175, -0.996279

The Yorkshire Dales is one of the best places for a holiday. It isn't only the scenery, which is spectacular year round, but the charming villages and the warmth of the people who are justifiably proud of their corner of the world. Gardener's Cottage is a lovely detached cottage in Nawton, a short walk from the village pub and less than three miles from Helmsley and the southern border of the national park. It sleeps six people in three bedrooms with beautifully furnished rooms and a large garden that features an outdoor hot tub. Blissful doesn't even begin to cover it!

Weekly price:
£1680 all year
Short breaks from £240 per night

6  |   3  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

54.208222, -1.150177

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 people 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 a great gastropub and the ancient ruins of Byland Abbey and close to the market towns of Helmsley and 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.

Weekly guide price:
£711 to £895
Short breaks from £101 per night

4  |   2  |   2  |   Enquire  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

54.248020, -1.064237

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.

Weekly guide price:
£380 to £670
Short breaks from £60 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Saturday

54.206454, -1.152889

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.

Weekly guide price:
£720 to £950

6  |   3  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

Need more inspiration?

Popular towns in and around The North York Moors:

Hutton-le-HolePickeringRobin Hoods BayStaithesWhitbyYork

Some local suggestions:

Dog friendly North York Moors cottages

Or search further afield:

Search within North East England

DurhamNorthumberlandYorkshireNorthumberland National ParkYorkshire Dales