Vacation Rentals By Owner In Annapolis, MD
Rent a place that suits your needs
Most popular vacation rentals in Annapolis
$1926.40
/ NightlyLakefront home with private pool, hot tub, outdoor space, central AC, & W/D
Annapolis, Maryland, United States
6
Bed
4
Bath
12
Sleeps
$2008.68
/ NightlySpacious Converted Carriage House in Historic District near USNA
Annapolis, Maryland, United States
4
Bed
3
Bath
8
Sleeps
$2164.57
/ NightlyWelcoming Waterfront Luxury Estate for Family, Friends, and Pets in Annapolis
Annapolis, Maryland, United States
6
Bed
6
Bath
14
Sleeps
$2302.80
/ NightlyFantastic house with lots of parking in downtown Annapolis, steps to the USNA!
Annapolis, Maryland, United States
4
Bed
3
Bath
8
Sleeps
$2805.96
/ NightlyDowntown Annapolis Duke's House
Annapolis, Maryland, United States
0
Bed
4
Bath
9
Sleeps
$2853.88
/ NightlyCool 1870's home anchored in the Historic District with modern amenities.
Annapolis, Maryland, United States
5
Bed
3
Bath
10
Sleeps
$2974.10
/ NightlyNantucket on the Chesapeake Heated Pool
Annapolis, Maryland, United States
4
Bed
2
Bath
8
Sleeps
$499.32
/ NightlyWelcome Aboard the Kathleen Marie!
Annapolis, Maryland, United States
2
Bed
2
Bath
4
Sleeps
$485.19
/ NightlyPool Loft Suite | Bay Access & Beach Passes
Annapolis, Maryland, United States
1
Bed
3
Bath
4
Sleeps
$487.67
/ NightlyParking. Short Uber Ride. Townhouse in Annapolis! 3 Miles from USNA and Downtown
Annapolis, Maryland, United States
4
Bed
4
Bath
9
Sleeps
Most Popular Cities in Maryland
- Baltimore
- Berlin
- Bethesda
- Frederick
- Hyattsville
- North East
- Saint Michaels
- Salisbury
- Fort Washington
- North Beach
- Lusby
- Lanham
- Glen Burnie
- Easton
- Bowie
- Pasadena
- Elkton
- Saint Leonard
- Cumberland
- Germantown
- Arnold
- Columbia
- Laurel
- Chevy Chase
- Tilghman
- Bozman
- Fishing Creek
- Accident
- Scotland
- Knoxville
- Perryville
- Boonsboro
- Oxford
- Royal Oak
- Solomons
- Flintstone
- Deal Island
- Leonardtown
- Grasonville
- Port Republic
- Chesapeake City
- Centreville
- Churchton
- Hanover
- Linthicum Heights
- Sharpsburg
- Crisfield
- Charlestown
- Shady Side
- Brandywine
- Newburg
- Havre de Grace
- Towson
- Trappe
- Queenstown
- Prince Frederick
- Westminster
- Port Deposit
- Middle River
- Ewell
