Annapolis Vacation Rentals Listings
There are 196 Vacation Properties. To find out more information about a specific property just click on the links below.
To search through properties based off availability or property details, use the quick search.
1
- 1 Cumberland Court
- 100 Severn Ave #304
- 100 Severn Ave. #402
- 1013 Magothy Park Lane
- 1016 Boucher Ave
- 1017 Smith Drive
- 1049 Rio Lane
- 105 South Cherry Grove
- 110 Lancaster Court
- 1103 Collinson Rd
- 1104 Boucher Avenue
- 1104 Little Magothy View
- 1106 August Drive
- 1107 Miami Avenue
- 1109 Mitchell Street
- 1116 Boucher Avenue
- 1190 Keeling Ct.
- 120 Kingswood Road
- 1206 Finneans Run
- 121 Prince George St
- 123 Test Ave
- 1235 Seminole Drive
- 124 Woodlawn Avenue
- 1250 Pram Place
- 128 Conduit Street
- 128 Lafayette St.
- 1316 Double Gate Ct.
- 1318A Windsor Ridge Lane
- 132 Silopanna Road
- 1329 Washington Drive
- 1331 Kinloch Circle
- 1366 Walnut Ave
- 137 Porter Drive
- 139 Cardamon Drive
- 1400 Oak Bluff Road
- 1403 Bay Head Road
- 1405 Bay Head Rd.
- 142 Quiet Waters Place
- 1436 Mariner Drive
- 149 Prince George St.
- 15 Pinkney Street
- 1509 Bay Ridge Avenue
- 151 Prince George Street
- 154 Porter Dr.
- 155 Porter Drive
- 1558 Ritchie Lane
- 15A3 President Point Drive
- 16 Cathedral Street
- 16 Second St.
- 1600 Pleasant Plains Rd
- 1601 Elkwood Court
- 1601 St. Margarets Road
- 1605 Pine Lane Retreat
- 1639 Bald Eagle RD
- 1686 N Winchester Rd
- 17 Pinkney Street
- 170 Green Street
- 1701 Vineyard Trail
- 171 Prince George Street
- 1711 Broadlee Trail
- 1712 Vineyard Trail
- 1773 Meadow Valley
- 1811 Johnson Rd.
- 1825 St. Margarets Rd.
- 1848 Cherry Road
- 186 Severn Way
- 1900 Thomas Drive
- 1903 Eamons Way
- 1937 Baltimore Annapolis Blvd
- 1A1 Presidents Point Dr.
- 1B Compromise Street
2
- 2 Ritchie Road
- 20 College Ave
- 20 Dean St
- 20 Elm Ridge Rd
- 20 Spa View Circle
- 200 Mackes Bluff Lane
- 200 Nottingham Hill
- 201 Annapolis St
- 2016 Gov. Thomas Bladen
- 202 Duke Of Gloucester St
- 202 Prince George St
- 205 Mt. Oak Pl
- 205 Scott Drive
- 207 Wardour Drive
- 209 Mt. Oak Place
- 209 Winchester Beach Dr
- 21 Pinkney
- 2133 Beach Haven Road
- 2159 Scotts Crossing Ct Apt 2
- 224 Cardamon
- 224 Chatham Lane
- 23 Wagner Street
- 244 King George St.
- 247 Nottingham Hill
- 25 Pinkney Street
- 250 Prince George St
- 252 King George St.
- 2613 Commander Davis Drive
- 262 King George St.
- 2650 Claibourne Road
- 272 Long Point Road
- 29 Pinkney St.
- 2938 Edgewater Drive
- 2938 Winters Chase Way
3
- 3 Tyler Court
- 3 Wagner
- 30 Fleet St.
- 3007 Friends Rd
- 301 Burnside 303A
- 301 Burnside ST #302B
- 301 Burnside St. #203A
- 301 Burnside St. #301C
- 302 Holly Rd
- 302-E Forbes Street
- 303 Riverview Trail
- 304 Riverview Avenue
- 309 Washington Street
- 312 Severn Avenue
- 3123 Catrina Lane
- 316 Burnside St. #101
- 316 Burnside St. #402
- 316 Burnside Street #301
- 316 Burnside Street #502
- 316 Burnside Street #506
- 316 Burnside Street #508
- 317 Chesapeake Avenue
- 3205 Chrisland Drive
- 3207 Magnolia Ridge
- 3220 Harness Creek Road
- 3255 Arundel on the Bay
- 3328 Breckenridge Way
- 34 East Street
- 3510 Narragansett Ave
- 3575 Narragansett Ave.
- 364 F Oak Drive
- 364 R Oak Drive
4
- 4 Sailors Way
- 4 Severn Court
- 403 South Cherry Grove
- 4069 Waterview Drive
- 407 River Road
- 407 Severn Avenue
- 408 Cranes Roost Court
- 411 River Road
- 414 Jefferson St.
- 416 Edgemere Drive
- 427 Second Street
- 456 Cranes Roost Court
- 48 Cornhill Street
5
- 5 Cumberland Ct.
- 500 Bramblewood Court
- 501 First St.
- 51 Bay Dr.
- 511 1/2 Chesapeake
- 513 First Street
- 514 Chesapeake Avenue
- 523 6th St.
- 53 1/2 Cornhill St - Cottage
- 56 Cornhill St.
- 57 Pinkney St.
- 58 Cornhill Street
6
- 6 Charclarvir Lane
- 601 Burtons Cove Way #1
- 603 Burton's Cove Way #11
- 604 Baystone Ct.
- 607 Beach Dr.
- 608 Melvin Avenue #202
- 612 Chester Ave.
- 620 Bay Ridge Ave.
- 620 Tower Bank Rd
- 622 Bay Ridge Avenue
- 625 Beach Drive
- 64 Tarragon Lane
- 653 Burtons Cove Way
- 694A Rosedale
7
- 7 Harness Creek View Court
- 7 Milkshake Lane
- 7 Sharpe Road
- 704 Severn Avenue
- 721 Rusack Ct.
- 748A Dividing Rd
- 778 Live Oak Drive
- 7B1 Spa Creek Landing
8
- 8 Sullivan Drive
- 800 Parkwood Ave
- 81 Bay Drive
- 820 1/2 Boucher Ave
- 858 Wilson Road N
- 86 Market Street
9
- 90 Market Street
- 902 Dreams Landing
- 912 Creek Drive
- 917 Mallard Circle
- 921 Windsor Avenue
- 926 Windsor Avenue
