How much does it cost to rent a cottage in Chestertown?

The average cost for a cottage rental in Chestertown is $225 per night. Casai has a wide list of great cottages near Chestertown that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Chestertown that allow pets?

Yes, here are the top cottage rentals in Chestertown that allow you to bring your pet: Private Adirondack lakefront Cottage on Loon Lake Hudson Riverside Cottage 55 m² Cabin ∙ 2 bedrooms ∙ 4 guests A beautiful lake view cabin on Friends Lake See all pet-friendly vacation rentals in Chestertown on Casai.com

Do you have any rental cottages in Chestertown that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Chestertown to find one that works for you.

Are there quality cottages in Chestertown that have indoor swimming pools?

As of 2025, the data from Casai.com shows that there are Over 13 private swimming pools or cottages with indoor pools in the Chestertown area along with other great amenities.

Do any cottages in Chestertown have hot tubs?

About 13 cottages in Chestertown boast of premium hot tubs. Some of the popular places to stay with hot tubs include: Chestertown rentals with hot tub See all holiday vacation rentals in Chestertown on Casai.com