Wifi
Enclosed Garden / Patio
Detached
- Sleeps up to 7
- 4 bedrooms
- 1 bathroom
- Up to 1 pet allowed
5
out of 5
7 nights
From
£869
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
Luxury
Wifi
Car parking on site
- Sleeps up to 6
- 3 bedrooms
- 3 bathrooms
- Up to 1 pet allowed
4.3
out of 5
6 nights
From
£745
Wifi
Car parking on site
Garden / Patio
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 1 pet allowed
5
out of 5
6 nights
From
£510
Hot Tub
Luxury
Wifi
- Sleeps up to 6
- 4 bedrooms
- 4 bathrooms
- Up to 2 pets allowed
4.5
out of 5
6 nights
From
£825
Wifi
Car parking on site
Detached
- Sleeps up to 7
- 3 bedrooms
- 2 bathrooms
- Up to 2 pets allowed
4
out of 5
7 nights
From
£749
Wifi
Car parking on site
Pub within 1 mile
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 0 pets allowed
4.8
out of 5
6 nights
From
£639
Wifi
Car parking on site
Detached
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
5
out of 5
2 nights
From
£315
Hot Tub
Car parking on site
Garden / Patio
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 2 pets allowed
5
out of 5
2 nights
From
£395
Wifi
Car parking on site
Garden / Patio
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 2 pets allowed
4.4
out of 5
2 nights
From
£229
Luxury
Wifi
Pub within 1 mile
- Sleeps up to 4
- 2 bedrooms
- 1 bathroom
- Up to 0 pets allowed
4.6
out of 5
4 nights
From
£579
Dog Friendly Helmsley Cottages
Wifi
Enclosed Garden / Patio
Detached
- Sleeps up to 7
- 4 bedrooms
- 1 bathroom
- Up to 1 pet allowed
5
out of 5
7 nights
From
£869
Luxury
Wifi
Car parking on site
- Sleeps up to 6
- 3 bedrooms
- 3 bathrooms
- Up to 1 pet allowed
4.3
out of 5
6 nights
From
£745
Wifi
Car parking on site
Garden / Patio
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 1 pet allowed
5
out of 5
6 nights
From
£510
Hot Tub
Luxury
Wifi
- Sleeps up to 6
- 4 bedrooms
- 4 bathrooms
- Up to 2 pets allowed
4.5
out of 5
6 nights
From
£825
Wifi
Car parking on site
Detached
- Sleeps up to 7
- 3 bedrooms
- 2 bathrooms
- Up to 2 pets allowed
4
out of 5
7 nights
From
£749
Wifi
Car parking on site
Detached
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
5
out of 5
2 nights
From
£315
Hot Tub
Car parking on site
Garden / Patio
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 2 pets allowed
5
out of 5
2 nights
From
£395
Wifi
Car parking on site
Garden / Patio
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 2 pets allowed
4.4
out of 5
2 nights
From
£229
Wifi
Car parking on site
Detached
- Sleeps up to 6
- 3 bedrooms
- 3 bathrooms
- Up to 1 pet allowed
5
out of 5
6 nights
From
£570
Hot Tub
Luxury
Wifi
- Sleeps up to 4
- 2 bedrooms
- 1 bathroom
- Up to 2 pets allowed
5
out of 5
4 nights
From
£585
Luxury Helmsley Cottages
Luxury
Wifi
Car parking on site
- Sleeps up to 6
- 3 bedrooms
- 3 bathrooms
- Up to 1 pet allowed
4.3
out of 5
6 nights
From
£745
Luxury
Car parking on site
Pub within 1 mile
- Sleeps up to 4
- 2 bedrooms
- 3 bathrooms
- Up to 0 pets allowed
3.9
out of 5
4 nights
From
£325
Hot Tub
Luxury
Wifi
- Sleeps up to 6
- 4 bedrooms
- 4 bathrooms
- Up to 2 pets allowed
4.5
out of 5
6 nights
From
£825
Luxury
Wifi
Pub within 1 mile
- Sleeps up to 4
- 2 bedrooms
- 1 bathroom
- Up to 0 pets allowed
4.6
out of 5
4 nights
From
£579
Hot Tub
Luxury
Wifi
- Sleeps up to 4
- 2 bedrooms
- 1 bathroom
- Up to 2 pets allowed
5
out of 5
4 nights
From
£585
Luxury
Wifi
Car parking on site
- Sleeps up to 4
- 2 bedrooms
- 2 bathrooms
- Up to 0 pets allowed
5
out of 5
4 nights
From
£565
Hot Tub
Luxury
Car parking on site
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
2 nights
From
£1,135
Hot Tub
Luxury
Car parking on site
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
5
out of 5
2 nights
From
£1,319
Luxury
Wifi
Car parking on site
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 1 pet allowed
4.8
out of 5
6 nights
From
£819
Hot Tub
Luxury
Wifi
- Sleeps up to 8
- 4 bedrooms
- 4 bathrooms
- Up to 3 pets allowed
4.9
out of 5
8 nights
From
£1,565
Hot Tub
Luxury
Wifi
- Sleeps up to 12
- 6 bedrooms
- 4 bathrooms
- Up to 3 pets allowed
4.8
out of 5
12 nights
From
£1,455
Romantic Helmsley Cottages
Wifi
Enclosed Garden / Patio
Detached
- Sleeps up to 7
- 4 bedrooms
- 1 bathroom
- Up to 1 pet allowed
5
out of 5
7 nights
From
£869
Luxury
Wifi
Car parking on site
- Sleeps up to 6
- 3 bedrooms
- 3 bathrooms
- Up to 1 pet allowed
4.3
out of 5
6 nights
From
£745
Luxury
Car parking on site
Pub within 1 mile
- Sleeps up to 4
- 2 bedrooms
- 3 bathrooms
- Up to 0 pets allowed
3.9
out of 5
4 nights
From
£325
Wifi
Car parking on site
Garden / Patio
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 1 pet allowed
5
out of 5
6 nights
From
£510
Hot Tub
Luxury
Wifi
- Sleeps up to 6
- 4 bedrooms
- 4 bathrooms
- Up to 2 pets allowed
4.5
out of 5
6 nights
From
£825
Wifi
Car parking on site
Detached
- Sleeps up to 7
- 3 bedrooms
- 2 bathrooms
- Up to 2 pets allowed
4
out of 5
7 nights
From
£749
Wifi
Car parking on site
Pub within 1 mile
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 0 pets allowed
4.8
out of 5
6 nights
From
£639
Hot Tub
Car parking on site
Garden / Patio
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 2 pets allowed
5
out of 5
2 nights
From
£395
Luxury
Wifi
Pub within 1 mile
- Sleeps up to 4
- 2 bedrooms
- 1 bathroom
- Up to 0 pets allowed
4.6
out of 5
4 nights
From
£579
Hot Tub
Luxury
Car parking on site
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
2 nights
From
£1,135
Wifi
Car parking on site
Enclosed Garden / Patio
- Sleeps up to 3
- 2 bedrooms
- 1 bathroom
- Up to 0 pets allowed
4.8
out of 5
3 nights
From
£399
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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