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Over 1,000 places

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Includes all fees, before taxes
Home in Edgewater
Waterfront | Pool | Beach Access | Dog Friendly
5 beds
Jun 5 – 10
$331 per night, originally $421
Home in Edgewater
Waterfront house near Annapolis
4 beds
Aug 24 – 29
$175 per night
Superhost
Home in Edgewater
Luxury Modern Home on Water+Hotub- Annapolis 25min
9 beds
Sep 5 – 10
$950 per night
Superhost
Home in Edgewater
Searenity Stays, a Cozy Home
4 beds
Jul 11 – 16
$249 per night
Home in Edgewater
Annapolis Area Waterside Retreat
10 min drive
Jun 11 – 16
$279 per night
Superhost
Guesthouse in Annapolis
Stay Barefoot in Scenic Annapolis, MD
2 beds
Jun 4 – 11
$153 per night, originally $170
Superhost
Home in Edgewater
Spacious 3 Bedrooms House+Patio
14 min drive
Jun 28 – Jul 3
$141 per night, originally $177
Superhost
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bed
Jun 4 – 9
$325 per night
Superhost
Cottage in Edgewater
Waterfront Chesapeake Bay Getaway Crab & Fish Pier
12 min drive
Jun 5 – 10
$384 per night
Superhost
Home in Annapolis
Charming Cottage 1 Block from the Chesapeake Bay
5 beds
Jun 4 – 9
$342 per night, originally $387
Superhost
Apartment in Annapolis
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
29 min drive
Jun 1 – 6
$101 per night, originally $126
Home in Shady Side
Chesapeake Bay - West River Home
32 min drive
Jun 2 – 7
$332 per night, originally $415
Home in Shady Side
Cozy 2 bedroom & den
31 min drive
Jun 11 – 16
$86 per night
Tiny home in Annapolis
"The Perch" - Tiny 1BR Cottage - Chesapeake Bay
1 queen bed
Jun 12 – 17
$192 per night, originally $226
Superhost
Home in Edgewater
Relaxing Turkey Point Retreat-Steps to the marina!
8 min drive
Jul 30 – Aug 4
$142 per night
Superhost
Home in Annapolis
Charming Annapolis Water View Home
4 beds
Jul 9 – 14
$549 per night, originally $699
Superhost
Home in Edgewater
Gourmet Kitchen + Family & Pet Friendly Residence!
7 min drive
Jun 10 – 15
$370 per night
Superhost
Apartment in Annapolis
Crow’s Nest Cottage - Down Under: Chesapeake Bay
8 beds
Jun 18 – 23
$304 per night, originally $338
Superhost