Helmsley Cottage Rentals & Holiday Homes

Find the best cottages in Helmsley - We found 44 exact matches

About Helmsley Cottage Rentals on PetFriendly

Searching for pet-friendly cottages to rent near Helmsley? PetFriendly features more than 44 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Helmsley have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PetFriendly’s cottage listings come in all shapes and sizes for large groups, friends, or couples visiting Helmsley.

Are you planning to travel to the lakeside, beach, or mountain area? PetFriendly’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

PetFriendly boasts of 44 holiday cottages and places to stay in Helmsley. The site provides unique Airbnb, VRBO, and RBO-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.

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Frequently Asked Questions About Helmsley Rental Cottages

The average cost for a cottage rental in Helmsley is $373 per night. PetFriendly has a wide list of great cottages near Helmsley that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Helmsley that allow you to bring your pet:

See all pet-friendly vacation rentals in Helmsley on PetFriendly

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Helmsley to find one that works for you.
As of 2025, the data from PetFriendly shows that there are Over 44 private swimming pools or cottages with indoor pools in the Helmsley area along with other great amenities.
About 44 cottages in Helmsley boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Helmsley on PetFriendly
Yes, there are luxury cottages in Helmsley. Find more luxury, lakefront, winter, & last-minute cottage rentals near Helmsley.