21 stays
Stays in Annapolis

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.
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SUPERHOST
Tiny house in Annapolis
Lil’ House - A Serene Tiny Home Experience
2 guests1 bedroom1 bed1 bath
Free parkingWi-FiAir conditioningKitchen
$210 AUD per night
SUPERHOST
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
4 guests2 bedrooms2 beds1 bath
Wi-FiAir conditioningKitchen
$228 AUD per night
SUPERHOST
Houseboat in Annapolis
Condo Houseboat
4 guests2 bedrooms2 beds2 baths
Free parkingWi-FiAir conditioningKitchen
$715 AUD per night
SUPERHOST
Boat in Annapolis
Welcome Aboard!
4 guests2 bedrooms3 beds2 baths
Free parkingWi-FiAir conditioningKitchen
$434 AUD per night
SUPERHOST
Houseboat in Edgewater
Floating home, fresh breezes..
2 guests1 bedroom1 bed1 bath
Free parkingWi-FiAir conditioningKitchen
$201 AUD per night
Boat in Annapolis
Hunter 36' Sailboat
4 guests1 bedroom4 beds1 bath
Free parkingWi-FiAir conditioningKitchen
$296 AUD per night
SUPERHOST
Private room in Annapolis
Tiny House above the Hideaway
4 guests1 bedroom2 beds1 private bath
Free parkingWi-FiAir conditioningKitchen
$186 AUD per night
SUPERHOST
Boat in Stevensville
"Seafood" - The Original Caddyshack Movie Yacht
6 guests3 bedrooms5 beds3 baths
Free parkingWi-FiAir conditioning
$540 AUD per night
SUPERHOST
Boat in Edgewater
"Equinox" Center of the Sun
3 guests2 bedrooms2 beds2 baths
Free parkingKitchen
$189 AUD per night
SUPERHOST
Boat in Annapolis
Spacious 45 ft sailboat “Chanceuse” in Annapolis
6 guests4 bedrooms4 beds2 baths
Free parkingWi-FiAir conditioningKitchen
$419 AUD per night
SUPERHOST
Campsite in Annapolis
Campsite by the USNA Stadium
3 guests1 bedroom0 beds1 bath
Free parkingWi-FiKitchen
$75 AUD per night
Private room in Harwood
Bayfields Blue Willow queen
2 guests1 bedroom1 bed2 shared baths
Free parkingWi-FiAir conditioningKitchen
$135 AUD per night
Private room in Harwood
Bayfields Holly-n-Ivy 2 Room Suite
4 guests2 bedrooms6 beds2 shared baths
Free parkingWi-FiAir conditioningKitchen
$135 AUD per night
SUPERHOST
Boat in Annapolis
Luxury50ft Catamaran YachtAnnapolis
9 guests3 bedrooms4 beds3 baths
Air conditioningKitchen
$1,454 AUD per night
Private room in Edgewater
Luxury Port Stateroom
3 guests1 bedroom3 beds1 bath
Wi-FiAir conditioningKitchen
$337 AUD per night
Farm stay in Harwood
Bayfields 9 Bed 3 Bath 27 Windows! No Weddings.
14 guests6 bedrooms14 beds3 baths
Free parkingWi-FiKitchen
$2,022 AUD per night
Private room in Annapolis
YACHT CRUISING ON THE CHESAPEAKE BAY
2 guestsStudio2 beds1 shared bath
Free parkingKitchen
$1,214 AUD per night
Boat in Edgewater
Luxury Boat & Bed 78' Motor Yacht "Laid Off"
10 guests4 bedrooms10 beds4 baths
Wi-FiAir conditioningKitchen
$1,334 AUD per night
Private room in Edgewater
Luxury Master Stateroom
2 guests1 bedroom1 bed1 bath
Wi-FiAir conditioningKitchen
$405 AUD per night
Private room in Edgewater
Luxury Starboard Stateroom
2 guests1 bedroom2 beds1 bath
Wi-FiAir conditioningKitchen
$270 AUD per night
1 – 20 of 21 places to stay
Enter dates and number of guests to show the total trip price including additional fees (but excluding any taxes).