Search Condo Rentals in Chestertown
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Condo Rentals in Chestertown

Vacation Home in Historic District
The price is SAR 574
SAR 2,724 total
includes taxes & fees
1 Dec - 2 Dec

Condo in Canton
The price is SAR 1,651
SAR 2,994 total
includes taxes & fees
2 Dec - 3 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Chestertown Hotel Reviews

Historic Inns of Annapolis
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
Top Condo Rentals in Other Destinations
More Accommodation Types in Chestertown
- Vacation Homes in Chestertown
- Apartments in Chestertown
- Cottages in Chestertown
- Guest Houses in Chestertown
- Houseboats in Chestertown
- Motels in Chestertown
- RV Parks in Chestertown
- B&B in Chestertown
- Farmstay in Chestertown
- Villas in Chestertown
- Cabin Rentals in Chestertown
- Lodges in Chestertown
- Hotels















