Pet Friendly Hotels in Chestertown, NY

There are 29 pet friendly hotels in Chestertown. 22 welcome two or more pets, and 28 have no weight limit. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

Pet Friendly Spectacular Lakefront Cabin on 12 Acres

Spectacular Lakefront Cabin on 12 Acres

5.0 Chestertown, NY

Spectacular Lakefront Cabin on 12 Acres Pet Policy

This 4-bedroom cabin in Chestertown allows 2 dogs of any size for an additional fee of $50 per pet, per night. Cats may also be allowed by request.

All-Season Family Retreat W/ Dock on Loon Lake

Chestertown, NY

All-Season Family Retreat W/ Dock on Loon Lake Pet Policy

This 3-bedroom cottage in Chestertown allows pets of any size for an additional fee. Both dogs and cats are welcome.

Pet-Friendly Airbnb Rentals

Home Overlooking Racing Horse Farm

4.5 Chestertown, NY

Home Overlooking Racing Horse Farm Pet Policy

This 5-bedroom vacation rental in Chestertown allows dogs of any size for no additional fee! Just be sure to note that you're bringing a pet along on the booking form. Sorry, no cats.

Hillside Cottage at Birchwood

4.8 Chestertown, NY

Hillside Cottage at Birchwood Pet Policy

This 3-bedroom vacation rental in Chestertown allows dogs of any size for an additional fee of $40 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

Home Overlooking a Horse Farm

4.8 Chestertown, NY

Home Overlooking a Horse Farm Pet Policy

This 5-bedroom house in Chestertown allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request.

Private Dock & Yard Lakefront Adirondacks Escape

Chestertown, NY

Private Dock & Yard Lakefront Adirondacks Escape Pet Policy

This 2-bedroom cottage in Chestertown allows dogs of any size for an additional fee of $136 per stay. Cats may also be allowed by request.

Loon Lake

4.9 Chestertown, NY

Loon Lake Pet Policy

This 5-bedroom vacation rental in Chestertown allows 2 dogs of any size for an additional fee of $200 per pet, per stay. Cats may also be allowed by request.

Rustic Adirondacks Home with Hot Tub & Lake Access

Chestertown, NY

Rustic Adirondacks Home with Hot Tub & Lake Access Pet Policy

This 3-bedroom cottage in Chestertown allows pets of any size for an additional fee of $89 per stay. Both dogs and cats are welcome.

The Lodge at Loon Lake

Chestertown, NY

The Lodge at Loon Lake Pet Policy

The Lodge at Loon Lake allows dogs of any size for an additional fee of $50 per pet, per night. Sorry, no cats.

Chestertown Airbnb Rentals

Chestertown, NY

Chestertown Airbnb Rentals Pet Policy

Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Chestertown, please contact the host directly or read the House Rules section at the bottom of their listing.

Elizabeth's Guest House

4.1 Chestertown, NY

Elizabeth's Guest House Pet Policy

This 6-bedroom house in Chestertown allows 2 dogs of any size for an additional fee. Sorry, no cats.

Lodge at Birchwood Cottages

4.9 Chestertown, NY

Lodge at Birchwood Cottages Pet Policy

This 4-bedroom vacation rental in Chestertown allows dogs of any size for an additional fee of $60 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

Tree Tops Retreat 19 Mi to Lake George

Chestertown, NY

Tree Tops Retreat 19 Mi to Lake George Pet Policy

This apartment in Chestertown allows 1 dog of any size for an additional fee of $136 per stay. Both dogs and cats are welcome.

Basic Adirondack Camp

3.8 Chestertown, NY

Basic Adirondack Camp Pet Policy

This 3-bedroom vacation rental in Chestertown allows 1 dog of any size for an additional fee of $20 per night. A second dog may be allowed by request. Sorry, no cats.

Lakeview #6

4.8 Chestertown, NY

Lakeview #6 Pet Policy

This 4-bedroom vacation rental in Chestertown allows dogs of any size for an additional fee of $40 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

Chester at Birchwood #3

4.3 Chestertown, NY

Chester at Birchwood #3 Pet Policy

This 3-bedroom vacation rental in Chestertown allows dogs of any size for an additional fee of $40 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

Loon Lookout Cottage at Birchwood

4.7 Chestertown, NY

Loon Lookout Cottage at Birchwood Pet Policy

This 2-bedroom vacation rental in Chestertown allows dogs of any size for an additional fee of $40 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

ADK Log Cabin Tucked in the Woods

4.8 Chestertown, NY

ADK Log Cabin Tucked in the Woods Pet Policy

This 3-bedroom vacation rental in Chestertown allows 2 dogs of any size for an additional fee of $100 per pet, per stay. Sorry, no cats.

7 Adirondack at Birchwood

5.0 Chestertown, NY

7 Adirondack at Birchwood Pet Policy

This 3-bedroom vacation rental in Chestertown allows dogs of any size for an additional fee of $40 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

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There are 29 pet friendly hotels in Chestertown, NY. 22 welcome two or more pets, and 28 have no weight limit. Do you know of a pet friendly hotel we've missed? to BringFido!