Book Guest Houses in Chestertown, MD
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Top Guest Houses in Chestertown
Island Life! Kent Island Waterfront with Pool-Bring your boat!
This guesthouse features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Second Floor East Standard Deluxe
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
Top Floor Family Deluxe Bay View
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
Calico Cottage Guest House
This guesthouse includes a garden and laundry facilities.
Air conditioning
Parking available
Top Floor East Handicap Accessible
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
Top Floor Standard Suite
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
Top Floor Standard Deluxe
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
Second Floor Standard Deluxe Bay View
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
Second Floor Standard Suite Bay View
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
Top Floor Handicap Accessible Bay View
60 Sandy Cove Road, North East, MD
A marina and an outdoor pool are featured at this smoke-free guesthouse. Enjoy the gym and perks like free self parking. A convenience store is also provided.
Pool
Parking included
The Shallow Creek Shore Shack on the Chesapeake Bay
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
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 hotels in Chestertown
Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
$407 nightly
The price is $478 total per night from Oct 19 to Oct 20
$478 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
Chestertown Guest Houses essential information
Accommodation | 17 Guest Houses |
|---|---|
Lowest Price | $90 |
Highest Price | $478 |
Popular accommodation | Island Life! Kent Island Waterfront with Pool-Bring your boat!, Second Floor East Standard Deluxe, Top Floor Family Deluxe Bay View, Calico Cottage Guest House, Top Floor East Handicap Accessible, Top Floor Standard Suite, Top Floor Standard Deluxe, Second Floor Standard Deluxe Bay View, Second Floor Standard Suite Bay View, Top Floor Handicap Accessible Bay View, The Shallow Creek Shore Shack on the Chesapeake Bay, Second Floor Family Deluxe |
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