Holiday rentals near River Arts Chestertown
We found 174 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals close to River Arts Chestertown that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, including air conditioning and cable TV. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - River Arts Chestertown
Showing deals for:3 Oct - 10 Oct
Image gallery for Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.

10 out of 10 rating
Exceptional
(5 reviews)
Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
Chestertown, MD
17% off
Price is NZ$4,863
NZ$695 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - River Arts Chestertown
Showing deals for: 1 Oct - 4 Oct
Welcome to Crystal Beach @ the bay.
Sleeps 5 · 2 bedrooms · 1 bathroom
8.0 out of 10
very good
(3 reviews)
The current price is NZ$1,075
for 3 nights, 1 cottage
NZ$358 per night
includes taxes & fees
Top rated rentals - River Arts Chestertown

Beautiful Chestertown
10 out of 10
exceptional
(71 reviews)
We loved staying at this beautiful property. Everything was thought of, from basic necessities of dishwasher tablets to laundry supplies, to little treats in the kitchen. The decor is gorgeous. Chestertown itself is a quick walk down the street, with a great bakery, several cafés and boutiques, and a Farmers Market on Saturday morning. We highly recommend this property. Debbie & Robert, Jo & Peter from New Zealand and Australia
Deborah M.
Stayed Dec 2022
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value