Hot Tub
Wifi
Car parking on site
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
4.9
out of 5
7 nights
From
£645
Reserve today for only £25
Helmsley Cottages
This charming market town nestled in the rolling hills of North Yorkshire, offers a perfect blend of history, culture, and natural beauty. With its picturesque streets lined with historic buildings, quaint shops, and welcoming cafes, it's the ideal destination for a leisurely retreat. Whether you're exploring the imposing ruins of Helmsley Castle, strolling through the peaceful grounds of Duncombe Park, or indulging in a spot of retail therapy at the town's boutique shops, there's something for everyone to enjoy. Plus, with its proximity to the stunning North York Moors National Park, outdoor enthusiasts can take advantage of the numerous walking trails and scenic viewpoints nearby. And don't forget to sample some local delicacies at one of Helmsley's charming eateries before you leave. Looking for your next home away from home, then search our selection of Helmsley cottages for inspiration.
Popular Helmsley Cottages
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 2 Pets
4.6
out of 5
7 nights
From
£795
Reserve today for only £25
Wifi
Car parking on site
Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.7
out of 5
7 nights
From
£307
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
5
out of 5
7 nights
From
£805
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.9
out of 5
7 nights
From
£403
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- 2 Pets
4.7
out of 5
7 nights
From
£899
Reserve today for only £25
Wifi
Car parking on site
Detached
- 5 Guests
- 2 Bedrooms
- 1 Bathroom
- 0 Pets
4.9
out of 5
7 nights
From
£437
Reserve today for only £25
Wifi
Car parking on site
Detached
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
4.9
out of 5
7 nights
From
£397
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 3 Pets
4.9
out of 5
7 nights
From
£1,996
Reserve today for only £25
Dog Friendly Helmsley Cottages
Hot Tub
Wifi
Car parking on site
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
4.9
out of 5
7 nights
From
£645
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 2 Pets
4.6
out of 5
7 nights
From
£795
Reserve today for only £25
Wifi
Car parking on site
Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.7
out of 5
7 nights
From
£307
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
5
out of 5
7 nights
From
£805
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.9
out of 5
7 nights
From
£403
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- 2 Pets
4.7
out of 5
7 nights
From
£899
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 9 Guests
- 5 Bedrooms
- 3 Bathrooms
- 2 Pets
7 nights
From
£1,332
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 3 Pets
4.9
out of 5
7 nights
From
£1,996
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 12 Guests
- 6 Bedrooms
- 4 Bathrooms
- 3 Pets
4.9
out of 5
7 nights
From
£1,806
Reserve today for only 25%
Wifi
Car parking on site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.3
out of 5
7 nights
From
£473
Reserve today for only £25
Luxury Helmsley Cottages
Luxury
Car parking on site
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 3 Bathrooms
- 0 Pets
3.6
out of 5
7 nights
From
£357
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 2 Pets
4.6
out of 5
7 nights
From
£795
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 9 Guests
- 5 Bedrooms
- 3 Bathrooms
- 2 Pets
7 nights
From
£1,332
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 3 Pets
4.9
out of 5
7 nights
From
£1,996
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 12 Guests
- 6 Bedrooms
- 4 Bathrooms
- 3 Pets
4.9
out of 5
7 nights
From
£1,806
Reserve today for only 25%
Luxury
Wifi
Car parking on site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
4.3
out of 5
7 nights
From
£805
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
5
out of 5
7 nights
From
£795
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 6 Guests
- 3 Bedrooms
- 2 Bathrooms
- 1 Pet
4.8
out of 5
7 nights
From
£895
Reserve today for only £25
Romantic Helmsley Cottages
Hot Tub
Wifi
Car parking on site
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
4.9
out of 5
7 nights
From
£645
Reserve today for only £25
Luxury
Car parking on site
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 3 Bathrooms
- 0 Pets
3.6
out of 5
7 nights
From
£357
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 2 Pets
4.6
out of 5
7 nights
From
£795
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
5
out of 5
7 nights
From
£805
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- 2 Pets
4.7
out of 5
7 nights
From
£899
Reserve today for only £25
Wifi
Car parking on site
Detached
- 5 Guests
- 2 Bedrooms
- 1 Bathroom
- 0 Pets
4.9
out of 5
7 nights
From
£437
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 9 Guests
- 5 Bedrooms
- 3 Bathrooms
- 2 Pets
7 nights
From
£1,332
Reserve today for only £25
Wifi
Car parking on site
Detached
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
4.9
out of 5
7 nights
From
£397
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 3 Pets
4.9
out of 5
7 nights
From
£1,996
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 12 Guests
- 6 Bedrooms
- 4 Bathrooms
- 3 Pets
4.9
out of 5
7 nights
From
£1,806
Reserve today for only 25%
Car parking on site
Enclosed Garden / Patio
Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 0 Pets
5
out of 5
7 nights
From
£407
Wifi
Car parking on site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.3
out of 5
7 nights
From
£473
Reserve today for only £25
Inspiration of things to see and do in our cottages in Helmsley
This picturesque market town in North Yorkshire offers a blend of history, natural beauty, and charming attractions. With the largest collection of Yorkshire cottages, we have the perfect home away from home for you.
Here are the top five things to see and do in our cottages in Helmsley:
Helmsley Castle
Explore Helmsley Castle, a medieval fortress with well-preserved ruins. Climb to the top of the tower for panoramic views of the town and the surrounding countryside.
Rievaulx Abbey
Visit Rievaulx Abbey, a stunning Cistercian monastery located just a short drive from Helmsley. Walk among the atmospheric ruins and appreciate the tranquillity of this historic site.
Duncombe Park
Discover Duncombe Park, a magnificent stately home surrounded by beautiful gardens and parkland. Take a leisurely stroll through the landscaped grounds and enjoy the peaceful atmosphere.
Helmsley Walled Garden
Enjoy the beauty of Helmsley Walled Garden, a five-acre site restored to its former glory. The garden features a wide variety of plants, flowers, and themed areas to explore.
North York Moors National Park
Explore the stunning landscapes of the North York Moors National Park, which surrounds Helmsley. Go for scenic walks, enjoy cycling routes, or simply appreciate the beauty of this expansive national park.
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