Customers' Choice
Wifi
Car Parking On Site
Detached
- 5 Guests
- 2 Bedrooms
- 1 Bathroom
- 0 Pets
4.9
out of 5
20 Nov•7 nights
£437
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
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
Car Parking On Site
Detached
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
16 Jan•7 nights
£647
Wifi
Car Parking On Site
Pub Within 1 Mile
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- 2 Pets
4.9
out of 5
22 Jan•7 nights
£807
Customers' Choice
Hot Tub
Luxury
Wifi
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.9
out of 5
30 Oct•7 nights
£817
Customers' Choice
Wifi
Car Parking On Site
Detached
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
4.9
out of 5
19 Feb•7 nights
£367
Customers' Choice
Wifi
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
9 Apr•7 nights
£407
Dog Friendly 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
Wifi
Car Parking On Site
Detached
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
16 Jan•7 nights
£647
Wifi
Car Parking On Site
Pub Within 1 Mile
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- 2 Pets
4.9
out of 5
22 Jan•7 nights
£807
Customers' Choice
Hot Tub
Luxury
Wifi
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.9
out of 5
30 Oct•7 nights
£817
Customers' Choice
Wifi
Car Parking On Site
Pub Within 1 Mile
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
5
out of 5
9 Apr•7 nights
£407
Wifi
Car Parking On Site
Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.5
out of 5
13 Nov•7 nights
£413
Customers' Choice
Wifi
Car Parking On Site
Enclosed Garden / Patio
- 5 Guests
- 3 Bedrooms
- 2 Bathrooms
- 2 Pets
4.9
out of 5
4 Dec•7 nights
£667
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
Hot Tub
Luxury
Wifi
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.9
out of 5
30 Oct•7 nights
£817
Customers' Choice
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 3 Pets
4.7
out of 5
30 Oct•7 nights
£1,806
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
Customers' Choice
Hot Tub
Luxury
Wifi
- 12 Guests
- 6 Bedrooms
- 4 Bathrooms
- 3 Pets
4.8
out of 5
8 Jan•7 nights
£1,792
Customers' Choice
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 2 Pets
4.9
out of 5
8 Jan•7 nights
£921
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
Romantic Helmsley Cottages
Customers' Choice
Wifi
Car Parking On Site
Detached
- 5 Guests
- 2 Bedrooms
- 1 Bathroom
- 0 Pets
4.9
out of 5
20 Nov•7 nights
£437
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
Car Parking On Site
Detached
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 2 Pets
4.8
out of 5
16 Jan•7 nights
£647
Wifi
Car Parking On Site
Pub Within 1 Mile
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
- 2 Pets
4.9
out of 5
22 Jan•7 nights
£807
Customers' Choice
Wifi
Car Parking On Site
Detached
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
4.9
out of 5
19 Feb•7 nights
£367
Wifi
Car Parking On Site
Pub Within 1 Mile
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
5
out of 5
11 Nov•7 nights
£487
Wifi
Car Parking On Site
Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 1 Pet
4.5
out of 5
13 Nov•7 nights
£413
Customers' Choice
Wifi
Car Parking On Site
Enclosed Garden / Patio
- 5 Guests
- 3 Bedrooms
- 2 Bathrooms
- 2 Pets
4.9
out of 5
4 Dec•7 nights
£667
Wifi
Pub Within 1 Mile
Garden / Patio
- 5 Guests
- 3 Bedrooms
- 1 Bathroom
- 1 Pet
4
out of 5
5 Feb•7 nights
£493
See more cottages in Helmsley
Ristbrow FarmThe GarthTiggywinkle CottageThe Helmsley RetreatBorough Beck CottageMill HouseHolly-GarthSwiss CottageLockton HouseThe Dreamer’s HutPopleysTodd’s PastureThe Cart HouseLily PadMill HouseSilent SpringsHighfield BarnHome CottageAngel CottageThe NestHighfield BarnMoorhouse Farm CottageThe NabAshberry Retreats - Ashberry Farm CottageMill CottageLawns CottageRosebeckWren LodgeRye CottageCruck CottageToad HallAsh LodgeRidings CottageFeather Holme Farm CottageRobin LodgeSt. Anthonys
Ristbrow FarmThe GarthTiggywinkle CottageThe Helmsley RetreatBorough Beck CottageHolly-GarthLockton HouseThe Dreamer’s HutPopleysTodd’s PastureThe Cart HouseLily PadSilent SpringsBridge HouseHighfield BarnHome CottageAngel CottageThe NestHighfield BarnThe NabLawns CottageRosebeckWren LodgeCruck CottageToad HallAsh LodgeLeysthorpe Grange - Crayke CottageLeysthorpe Grange - Coach HouseRidings CottageFeather Holme Farm CottageRobin LodgeSt. AnthonysRyegate Cottage
The Helmsley RetreatSwiss CottageTodd’s PasturePopleysMill HouseThe Cart HouseLily PadBridge HouseHolly-GarthRosebeckAsh LodgeLeysthorpe Grange - Coach HouseToad HallLeysthorpe Grange - Crayke CottageHome CottageThe NestMoorhouse Farm CottageRye CottageRidings CottageAshberry Retreats - Ashberry Farm CottageThe GarthMill CottageLawns CottageSilent SpringsRyegate CottageThe Dreamer’s HutAngel CottageCruck Cottage
Ristbrow FarmThe GarthTiggywinkle CottageThe Helmsley RetreatBorough Beck CottageMill HouseHolly-GarthSwiss CottageLockton HouseThe Dreamer’s HutPopleysTodd’s PastureThe Cart HouseLily PadMill HouseSilent SpringsHighfield BarnHome CottageAngel CottageThe NestHighfield BarnMoorhouse Farm CottageThe NabMill CottageLawns CottageRosebeckWren LodgeRye CottageCruck CottageToad HallAsh LodgeLeysthorpe Grange - Crayke CottageLeysthorpe Grange - Coach HouseRidings CottageRobin LodgeSt. AnthonysRyegate Cottage
Ristbrow FarmThe GarthTiggywinkle CottageThe Helmsley RetreatBorough Beck CottageMill HouseHolly-GarthSwiss CottageLockton HousePopleysTodd’s PastureThe Cart HouseLily PadMill HouseSilent SpringsBridge HouseHome CottageAngel CottageMoorhouse Farm CottageRosebeckRye CottageToad HallAsh LodgeLeysthorpe Grange - Crayke CottageLeysthorpe Grange - Coach HouseRidings CottageSt. Anthonys
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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