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48 stays

Stays in Chestertown

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Boat in Baltimore
Canton/Fells Point Private Yacht
5 guests2 bedrooms3 beds1.5 bathrooms
Air conditioningKitchen
Rating 4.49 out of 5;346 reviews
Private room in Baltimore
Private Yacht Rental
4 guests2 bedrooms2 beds1.5 bathrooms
Air conditioningKitchen
Rating 4.51 out of 5;321 reviews
Private room in Baltimore
Modern Canton/Fells Point Private Yacht
6 guests2 bedrooms3 beds2 bathrooms
Air conditioningKitchen
Rating 4.40 out of 5;250 reviews
Boat in Baltimore
Canton/Fells Point Overnighter
4 guests1 bedroom2 beds1 bathroom
Air conditioning
Rating 4.48 out of 5;217 reviews
Private room in Baltimore
Canton/ Fells Point Sail Boat
2 guests1 bedroom1 bed1 private bathroom
Kitchen
Rating 4.67 out of 5;117 reviews
Campervan/Motorhome in Marydel
Country Get-Away
9 guests2 bedrooms6 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.83 out of 5;6 reviews
Boat in Baltimore
Private Yacht Rental and cruise for an extra fee.
4 guests2 bedrooms6 beds1.5 bathrooms
Air conditioningKitchen
Rating 4.95 out of 5;266 reviews
Tiny house in Annapolis
Lil’ House - A Serene Tiny Home Experience
2 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;14 reviews
Farm stay in Centreville
Lands End at Press House Point
8 guests3 bedrooms7 beds3.5 bathrooms
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;4 reviews
SUPERHOST
Houseboat in Annapolis
Condo Houseboat
4 guests2 bedrooms2 beds2 bathrooms
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;8 reviews
SUPERHOST
Farm stay in Worton
Farm House w/ Water Access (near Chestertown)
8 guests4 bedrooms7 beds3 bathrooms
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;24 reviews
SUPERHOST
Campervan/Motorhome in Earleville
Home Sweet Second Home at Buttonwood Beach
6 guests1 bedroom1 bed1 bathroom
Air conditioningKitchenFree parking
Rating 4.94 out of 5;32 reviews
Boat in Annapolis
Glamping Aboard On Annapolis Harbor Sailboat
3 guests2 bedrooms3 beds1.5 bathrooms
WifiKitchen
SUPERHOST
Farm stay in Earleville
Broken Spoke Winery Cottage
6 guests2 bedrooms4 beds2 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.90 out of 5;40 reviews
SUPERHOST
Tiny house in Baltimore
Carriage House - Second Story Elevated Studio
2 guests6 bedrooms1 bed1 bathroom
WifiAir conditioningKitchen
Rating 4.84 out of 5;61 reviews
SUPERHOST
Campervan/Motorhome in Sparrows Point
2010 Brookstone RV @ Meehan's Marina
4 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchen
Rating 4.82 out of 5;83 reviews
SUPERHOST
Boat in Edgewater
Beautiful Waterfront Studio Yacht!
4 guests1 bedroom2 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.72 out of 5;43 reviews
SUPERHOST
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
4 guests2 bedrooms2 beds1 bathroom
WifiAir conditioningKitchen
Rating 4.93 out of 5;169 reviews
SUPERHOST
Tiny house in Annapolis
Charming home close to downtown.
6 guests2 bedrooms3 beds2 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.92 out of 5;91 reviews
SUPERHOST
Boat in Annapolis
Hunter 36' Sailboat
6 guests2 bedrooms4 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.79 out of 5;120 reviews
120 of 48 Castles
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