64 stays
Stays in Annapolis

More than 16,000 guests have stayed in Annapolis.
On average they rated their stays 4.9 out of 5 stars.
Private room in Annapolis
Stay right on Main Street Annapolis! Private room with double bed and bath.
2 guests1 bedroom1 bed1 bath
Air conditioningWifi
$155 per night
Private room in Laurel
Orvis way Delta Unit
2 guests1 bedroom1 bed1 shared bath
Air conditioningWifiKitchen
$28 per night
SUPERHOST
Hotel room in Annapolis
Chesapeake Room at the Flag House Inn
2 guests1 bedroom0 beds1 bath
Air conditioningWifiFree parking
$236 per night
Private room in Dundalk
Cozy 1-Bedroom!
2 guests1 bedroom1 bed1 shared bath
Air conditioningWifiFree parkingKitchen
$24 per night
SUPERHOST
Hotel room in Annapolis
The Fleet Suite - Flag House Inn
3 guests1 bedroom0 beds1 bath
Air conditioningWifiFree parking
$269 per night
SUPERHOST
Private room in Chestertown
Ringgold - Great Oak Manor
2 guests1 bedroom1 bed1 private bath
Air conditioningWifiFree parking
$169 per night
Private room in Odenton
Perfect Deluxe Bedroom King Size
2 guests1 bedroom1 bed1 private bath
Air conditioningWifiFree parking
$65 per night
SUPERHOST
Private room in Annapolis
Sailing Capital - Flag House Inn
2 guests1 bedroom0 beds1 shared bath
Air conditioningWifiFree parking
$233 per night
Hotel room in Chestertown
Historic House a 1/2 mile from the Chesapeake Bay!
2 guests1 bedroom1 bed1 bath
Air conditioningWifiFree parking
$140 per night
Private room in Harwood
Bayfields Hansel-n-Gretel 3rd Floor w/window AC
2 guests1 bedroom2 beds2 shared baths
Air conditioningWifiFree parkingKitchen
$100 per night
Private room in Rock Hall
8 person Farmhouse with breakfast included!
8 guests4 bedrooms5 beds2.5 baths
Air conditioningWifiFree parkingKitchen
$425 per night
Private room in Bowie
Private Bedroom - Full Kitchen and Bathroom
2 guests1 bedroom1 bed1 shared bath
Air conditioningWifiFree parkingKitchen
$55 per night
Private room in Bowie
Large Bedroom -Full Kitchen & Bathroom (Bowie, MD)
2 guests1 bedroom1 bed1 shared bath
Air conditioningWifiFree parkingKitchen
$55 per night
Private room in Columbia
Gorgeous Double Two Double Beds Non Smoking At Suburbs
2 guests1 bedroom2 beds1 private bath
Air conditioningWifi
$161 per night
Shared room in Harwood
Library Bayfields Wheelchair Access
2 guests1 bedroom2 beds1 shared bath
Air conditioningWifiFree parkingKitchen
$150 per night
Private room in Saint Michaels
Deluxe Queen #6 (14 by 17) upstairs
2 guests1 bedroom1 bed1 private bath
Air conditioningWifiFree parking
$262 per night
SUPERHOST
Private room in Chestertown
Roese - Great Oak Manor
4 guests1 bedroom1 bed1 private bath
Air conditioningWifiFree parkingKitchen
$219 per night
Private room in Odenton
Queensize room
2 guests1 bedroom1 bed1 private bath
Air conditioningWifiFree parking
$55 per night
Private room in Baltimore
The Jackson’s Place
4 guests1 bedroom1 bed1 shared bath
Air conditioningWifiFree parkingKitchen
$105 per night
Private room in Annapolis
Stay right on Main Street Annapolis! Private room with Queen-sized bed and bath.
2 guests1 bedroom1 bed1 bath
Air conditioningWifi
$175 per night
1 20 of 64 Bed & Breakfasts
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