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Chestertown Short-Term Vacation Homes

Find Short-Term Rentals near Chestertown

About Chestertown Short Term Stay on Float Homes

Discover unique floating homes in Chestertown. We offer a variety of water-based accommodations, including houseboats, overwater villas, and floating cabins, perfect for families, groups, or couples looking for a unique stay. Whether you're visiting for relaxation, adventure, or a special occasion, our float homes provide the ideal setting for your getaway in Chestertown. Enjoy the luxury of serene water views, private decks, fully equipped kitchens, and comfortable living spaces on the water.

These floating homes in Chestertown come in various sizes and styles to suit your needs. Whether you're looking for a luxury houseboat or a cozy floating cabin, we have accommodations that will meet your expectations. Use our search and filter tools to find the perfect water-based rental for your trip.

Float Homes makes it easy to compare, discover, and book float homes in Chestertown, including pet-friendly options that fit your budget. Float Homes streamlines the booking process, saving you time and ensuring a hassle-free and enjoyable short-term stay in Chestertown.

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Frequently Asked Questions About Chestertown Short-term 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 Short Term Stays in Chestertown:

At FloatHomes.com short-term furnished accommodation in or near Chestertown ranges from $70 to $1,758 per night.
We have many places to stay near Chestertown. Check out the complete list of holiday rentals in Chestertown to find what works for your next trip.
Yes, there are 1 self-catering short-term rental homes in Chestertown that have hot tubs & other amenities The most popular self-catering top-rated rental homes are:
There are more than 1 luxury temporary places to stay near Chestertown, with other amenities available according to 2025 data from Float Homes.
Yes, there are 1 pet-friendly short-term accommodations that are available in Chestertown. You can check the property’s pet policy before booking your vacation home.