Compare Chestertown Guest House Rentals

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Featured Guest Houses in Chestertown

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Guests of this guesthouse enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include local meal delivery service, barbecue grills, and a garden.
Pool
Hot Tub
Calico Cottage Guest House

Calico Cottage Guest House

At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Air conditioning
Parking available
Top Floor Handicap Accessible Bay View

Top Floor Handicap Accessible Bay View

2 out of 5
60 Sandy Cove Road, North East, MD
Guests of Top Floor Handicap Accessible Bay View enjoy a marina, an outdoor pool, and a gym. If you drive, put free parking to good use. Additional amenities include an outdoor tennis court, an arcade/game room, and a convenience store.
Pool
Parking included
Top Floor East Handicap Accessible

Top Floor East Handicap Accessible

2 out of 5
60 Sandy Cove Road, North East, MD
Top Floor East Handicap Accessible features a marina, an outdoor pool, and a gym. There's free parking if you drive. Additional amenities include an outdoor tennis court, an arcade/game room, and a convenience store.
Pool
Parking included
Top Floor Family Deluxe Bay View

Top Floor Family Deluxe Bay View

2 out of 5
60 Sandy Cove Road, North East, MD
Top Floor Family Deluxe Bay View features a marina, an outdoor pool, and a gym. You can take advantage of free parking if you drive. Additional amenities include an outdoor tennis court, an arcade/game room, and a convenience store.
Pool
Parking included
Second Floor Standard Deluxe Bay View

Second Floor Standard Deluxe Bay View

2 out of 5
60 Sandy Cove Road, North East, MD
Second Floor Standard Deluxe Bay View features a marina, an outdoor pool, and a gym. Free parking is available if you drive. Additional amenities include an outdoor tennis court, an arcade/game room, and a convenience store.
Pool
Parking included
Top Floor Standard Suite

Top Floor Standard Suite

2 out of 5
60 Sandy Cove Road, North East, MD
Top Floor Standard Suite features a marina, an outdoor pool, and a gym. Free parking is included with your stay. Additional amenities include an outdoor tennis court, an arcade/game room, and a convenience store.
Pool
Parking included
Second Floor Standard Suite Bay View

Second Floor Standard Suite Bay View

2 out of 5
60 Sandy Cove Road, North East, MD
Guests of Second Floor Standard Suite Bay View enjoy a marina, an outdoor pool, and a gym. Free parking is included with your stay. Additional amenities include an outdoor tennis court, an arcade/game room, and a convenience store.
Pool
Parking included
Second Floor East Standard Deluxe

Second Floor East Standard Deluxe

2 out of 5
60 Sandy Cove Road, North East, MD
At Second Floor East Standard Deluxe, guests enjoy a marina, an outdoor pool, and a gym. If you drive, take advantage of free parking. Additional amenities include an outdoor tennis court, an arcade/game room, and a convenience store.
Pool
Parking included
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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.

Hotel Options in Chestertown

Chestertown Guest Houses essential information

Accommodation
17 Guest Houses
Lowest Price
Highest Price
Popular accommodation
Island Life! Kent Island Waterfront with Pool-Bring your boat!, Calico Cottage Guest House, Top Floor Handicap Accessible Bay View, Top Floor East Handicap Accessible, Top Floor Family Deluxe Bay View, Second Floor Standard Deluxe Bay View, Top Floor Standard Suite, Second Floor Standard Suite Bay View, Second Floor East Standard Deluxe

Guest Houses in Chestertown

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