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Chestertown Pet Friendly Vacation Rentals & Float Homes

Book a Dog-Friendly Rental in Chestertown for Your Next Adventure

About Chestertown Pet Friendly Vacation Rentals on Float Homes

With more than 28 pet-friendly floating home rentals in or near Chestertown, Float Homes offers a wide selection of pet-friendly water-based accommodations, including houseboats, overwater villas, floating cabins, and more. Now, you can bring your pet along for your next water escape, whereever you go. Search, compare, and book your ideal floating home easily with Float Homes.

Float Homes features many pet-friendly accommodations in Chestertown, offering amenities like private decks, hot tubs, Wi-Fi, and other pet-friendly features. Explore nearby dog parks on the map for added convenience and make your stay even more enjoyable.

Renting a pet-friendly floating accommodation in Chestertown ensures you and your furry friend can have a memorable getaway. Whether traveling with family, friends, or in a larger group, enjoy spacious floating homes that offer enough room for your pet to roam freely. Some rentals provide special amenities like dog beds, while others may have restrictions on pet size or quantity.

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Frequently Asked Questions About Chestertown Pet-Friendly Rentals

There are a lot of options in Chestertown. If you plan on staying in the Chestertown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Chestertown:

There are more than 28 pet-friendly rentals available on Float Homes. Check prices and availability in Chestertown and last updated on November 2025. Check an individual property if they have restrictions on the size or numbers of pets.
There are many dog-friendly vacation homes available in Chestertown. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Chestertown:
Most definitely! There are many luxury places to stay in Chestertown. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Chestertown. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $537. Find our pet-friendly accommodation near Chestertown.
At Float Homes, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Chestertown to find what works for you.