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Search Guest Houses in Chestertown

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Calico Cottage Guest House
Terrace/patio
Calico Cottage Guest House
10.0 out of 10, Exceptional, (8)
"This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment."
Calico Cottage Guest House
Top Floor East Handicap Accessible
Beach
Top Floor East Handicap Accessible
2.0 star property
Top Floor East Handicap Accessible
Center Parlor Room at Sandy Cove
Beach
Center Parlor Room at Sandy Cove
2.5 star property
Center Parlor Room at Sandy Cove
Second Floor Standard Deluxe Bay View
Beach
Second Floor Standard Deluxe Bay View
2.0 star property
Second Floor Standard Deluxe Bay View
Second Floor East Standard Deluxe
Beach
Second Floor East Standard Deluxe
2.0 star property
Second Floor East Standard Deluxe
Second Floor Standard Suite Bay View
Beach
Second Floor Standard Suite Bay View
2.0 star property
Second Floor Standard Suite Bay View
First Floor Bay View Deluxe Suite
Beach
First Floor Bay View Deluxe Suite
2.0 star property
First Floor Bay View Deluxe Suite
Top Floor Handicap Accessible Bay View
Beach
Top Floor Handicap Accessible Bay View
2.0 star property
Top Floor Handicap Accessible Bay View
Top Floor Standard Suite
Beach
Top Floor Standard Suite
2.0 star property
Top Floor Standard Suite
Second Floor Family Deluxe
Beach
Second Floor Family Deluxe
2.0 star property
Second Floor Family Deluxe
First Floor Family Deluxe Suite
Beach
First Floor Family Deluxe Suite
2.5 star property
First Floor Family Deluxe Suite
Top Floor Standard Deluxe
Beach
Top Floor Standard Deluxe
2.5 star property
Top Floor Standard Deluxe
Top Floor Deluxe Suite Bay View
Beach
Top Floor Deluxe Suite Bay View
2.5 star property
Top Floor Deluxe Suite Bay View
Top Floor Family Deluxe Bay View
Beach
Top Floor Family Deluxe Bay View
2.0 star property
Top Floor Family Deluxe Bay View
Top Floor Family Deluxe
Beach
Top Floor Family Deluxe
2.5 star property
Top Floor Family Deluxe
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.
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Other property types in Chestertown

350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Outdoor pool
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (61)
"Great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (20)
"Our annual girls weekend was held at this property. The house was perfect. there were enough beds and Comfortable relaxing places to sit and view the lake relax around the pool Or just sit quietly and read a book. The property manager, Erin Was so helpful through the entire process And I do think the pictures did not do justice to the lovely appointed decor. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from Gate One & Steps from the Waterfront
Miscellaneous
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (200)
"Incredible location! The process was easy and the house completely suited our needs! We would definitely stay again!"
Directly Across from Gate One & Steps from the Waterfront
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.