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:19 Dec - 26 Dec
Image gallery for Beautiful, spacious waterfront home, an easy walk to historic Chestertown

9.8 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Chestertown, MD
8% off
Price is AU$15,653
for 7 nights, 1 home
AU$2,236 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - River Arts Chestertown

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.6 out of 10
exceptional
(22 reviews)
Top rated rentals - River Arts Chestertown

Great place for a family reunion
10 out of 10
exceptional
(193 reviews)
Our family was gathered in the area for a wedding. Although we only had nine people sleeping here, we accommodated other relatives for meals and a crab feast. The house has several seating areas, including the beach area, where people could sit down and catch up. Had it been warmer weather, we would have also enjoyed the kayaks and paddle boards. Overall, it suited our needs perfectly.
Kathryn A.
Stayed Oct 2023
- 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