Vacation Rentals By Owner In Annapolis, MD

$1019.16
/ Nightly

Private vacation home

Unique Listing! Entire Downtown Triplex w/Private Parking! Sleeps 12-18. Pets ok

Annapolis, Maryland, United States

6
Bed

4
Bath

18
Sleeps

$1203.20
/ Nightly

Private vacation home

All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Annapolis, Maryland, United States

3
Bed

3
Bath

12
Sleeps

$1131.86
/ Nightly

Private vacation home

Historic Eastport! Steps from restaurants, retail, and more.

Annapolis, Maryland, United States

4
Bed

4
Bath

10
Sleeps

$1105.72
/ Nightly

Private vacation home

Brilliantly Updated Multi-Level Walkable to Navy Stadium & Close to Historic Downtown Annapolis

Annapolis, Maryland, United States

6
Bed

4
Bath

13
Sleeps

$1088.17
/ Nightly

Private vacation home

Annapolis History In Style Next to City Dock with Street Parking

Annapolis, Maryland, United States

3
Bed

2
Bath

5
Sleeps

$1083.00
/ Nightly

Private vacation home

Stunning Annapolis Home! Across from the library, walk to Naval Graduation

Annapolis, Maryland, United States

4
Bed

4
Bath

12
Sleeps

$1054.78
/ Nightly

Private vacation home

Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis

Annapolis, Maryland, United States

3
Bed

2
Bath

8
Sleeps

$1029.67
/ Nightly

Private vacation home

Brand New Spacious Luxury Home

Annapolis, Maryland, United States

6
Bed

4
Bath

16
Sleeps

$945.86
/ Nightly

Private vacation home

Huge deck overlooking water

Annapolis, Maryland, United States

5
Bed

4
Bath

12
Sleeps

$948.10
/ Nightly

Private vacation home

Beautiful Blend of Restoration and Renovation in this Downtown Home

Annapolis, Maryland, United States

4
Bed

3
Bath

8
Sleeps