Wifi
Car Parking On Site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.3
out of 5
13 Nov•7 nights
£473
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
Customers' Choice
Wifi
Car Parking On Site
Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.7
out of 5
6 Feb•7 nights
£283
Wifi
Car Parking On Site
Detached
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
16 Jan•7 nights
£647
Customers' Choice
Wifi
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
24 Sept•7 nights
£397
Customers' Choice
Luxury
Wifi
Car Parking On Site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
4.6
out of 5
29 Nov•7 nights
£831
Customers' Choice
Wifi
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.8
out of 5
24 Apr•7 nights
£437
Wifi
Pub Within 1 Mile
Garden / Patio
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 1 Pet
4
out of 5
5 Feb•7 nights
£493
Wifi
Car Parking On Site
Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.4
out of 5
22 Jan•7 nights
£413
Customers' Choice
Wifi
Car Parking On Site
Detached
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
27 Nov•7 nights
£627
Dog Friendly Helmsley Cottages
Wifi
Car Parking On Site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.3
out of 5
13 Nov•7 nights
£473
Customers' Choice
Wifi
Car Parking On Site
Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.7
out of 5
6 Feb•7 nights
£283
Wifi
Car Parking On Site
Detached
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
16 Jan•7 nights
£647
Customers' Choice
Wifi
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
24 Sept•7 nights
£397
Customers' Choice
Luxury
Wifi
Car Parking On Site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
4.6
out of 5
29 Nov•7 nights
£831
Customers' Choice
Wifi
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.8
out of 5
24 Apr•7 nights
£437
Wifi
Pub Within 1 Mile
Garden / Patio
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 1 Pet
4
out of 5
5 Feb•7 nights
£493
Luxury Helmsley Cottages
Customers' Choice
Luxury
Wifi
Car Parking On Site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
4.6
out of 5
29 Nov•7 nights
£831
Customers' Choice
Luxury
Wifi
Car Parking On Site
- 6 Guests
- 3 Bedrooms
- 2 Bathrooms
- 1 Pet
4.8
out of 5
2 Nov•7 nights
£907
Luxury
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 3 Bathrooms
- 0 Pets
3.1
out of 5
31 Oct•7 nights
£343
Customers' Choice
Hot Tub
Luxury
Wifi
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.9
out of 5
23 Nov•7 nights
£847
Customers' Choice
Hot Tub
Luxury
Wifi
- 12 Guests
- 6 Bedrooms
- 4 Bathrooms
- 3 Pets
4.8
out of 5
11 Jan•7 nights
£1,792
Customers' Choice
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 2 Pets
5
out of 5
8 Jan•7 nights
£797
Customers' Choice
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 3 Pets
4.7
out of 5
7 Dec•7 nights
£1,806
Romantic Helmsley Cottages
Wifi
Car Parking On Site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.3
out of 5
13 Nov•7 nights
£473
Wifi
Car Parking On Site
Detached
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
16 Jan•7 nights
£647
Customers' Choice
Luxury
Wifi
Car Parking On Site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
4.6
out of 5
29 Nov•7 nights
£831
Wifi
Pub Within 1 Mile
Garden / Patio
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 1 Pet
4
out of 5
5 Feb•7 nights
£493
Wifi
Car Parking On Site
Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.4
out of 5
22 Jan•7 nights
£413
Wifi
Pub Within 1 Mile
Garden / Patio
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 1 Pet
3
out of 5
7 Jan•7 nights
£591
Customers' Choice
Luxury
Wifi
Car Parking On Site
- 6 Guests
- 3 Bedrooms
- 2 Bathrooms
- 1 Pet
4.8
out of 5
2 Nov•7 nights
£907
Luxury
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 3 Bathrooms
- 0 Pets
3.1
out of 5
31 Oct•7 nights
£343
See more cottages in Helmsley
Tiggywinkle CottageMill HouseRistbrow FarmLockton HouseRosebeckThe Cart HouseThe Dreamer’s HutThe GarthMill HouseTodd’s PastureThe NestPopleysThe Helmsley RetreatSwiss CottageHolly-GarthHighfield BarnLily PadBorough Beck CottageLawns CottageThe NabAngel CottageHome CottageAshberry Retreats - Ashberry Farm CottageMill CottageSilent SpringsFeather Holme Farm CottageMoorhouse Farm CottageHighfield BarnAsh LodgeSt. AnthonysRidings CottageCruck CottageRye CottageWren LodgeRobin LodgeToad Hall
Tiggywinkle CottageRistbrow FarmLockton HouseThe Cart HouseThe Dreamer’s HutThe GarthMill HouseTodd’s PastureThe NestHolly-GarthHighfield BarnLily PadBorough Beck CottageBridge HouseLawns CottageThe NabAngel CottageHome CottageSilent SpringsFeather Holme Farm CottageHighfield BarnAsh LodgeSt. AnthonysWren LodgeRobin LodgeToad HallRyegate CottageLeysthorpe Grange - Coach HouseLeysthorpe Grange - Crayke CottageLeysthorpe Grange - The Carriage House
Mill HouseRosebeckPopleysThe Cart HouseSwiss CottageHolly-GarthMill CottageFeather Holme Farm CottageBridge HouseThe Helmsley RetreatRidings CottageToad HallRyegate CottageLeysthorpe Grange - Crayke CottageAshberry Retreats - Ashberry Farm CottageCruck CottageMoorhouse Farm CottageAngel CottageLeysthorpe Grange - Coach HouseThe Dreamer’s HutTodd’s PastureHighfield BarnLawns CottageRye Cottage
Tiggywinkle CottageMill HouseRistbrow FarmLockton HouseRosebeckThe Cart HouseThe Dreamer’s HutThe GarthMill HouseTodd’s PastureThe NestPopleysThe Helmsley RetreatSwiss CottageHolly-GarthHighfield BarnLily PadBorough Beck CottageLawns CottageThe NabAngel CottageHome CottageMill CottageSilent SpringsMoorhouse Farm CottageHighfield BarnAsh LodgeSt. AnthonysRidings CottageCruck CottageRye CottageWren LodgeRobin LodgeToad HallRyegate CottageLeysthorpe Grange - Coach HouseLeysthorpe Grange - Crayke CottageLeysthorpe Grange - The Carriage House
Tiggywinkle CottageMill HouseRistbrow FarmLockton HouseRosebeckThe Cart HouseThe GarthMill HouseTodd’s PasturePopleysThe Helmsley RetreatSwiss CottageHolly-GarthLily PadBorough Beck CottageBridge HouseAngel CottageHome CottageSilent SpringsMoorhouse Farm CottageAsh LodgeSt. AnthonysRidings CottageRye CottageToad HallLeysthorpe Grange - Coach HouseLeysthorpe Grange - Crayke CottageLeysthorpe Grange - The Carriage House
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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