Maryland Downtown Vacation Rentals(128)
Annapolis/Boaters/ Waterfront,Pool,Beach,Slip, WI FI ,Family/Retreat
- 5 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 15
$400 -
$975
per night
2 - 3 night Minimum Stay
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 15
Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 13
$500 -
$1,200
per night
- 4 BR,
- 4 BA,
- Sleeps 13
Downtown/Camden Yards- 600 feet from homeplate
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 9
$350
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 9
Stunning Downtown Home Steps From the Academy!
- 3 Bedrooms,
- 3 Bathrooms,
- 2 Half Baths, Sleeps 9
$750 -
$875
per night
2 night Minimum Stay
- 3 BR,
- 3 BA,
- 2 HF BA,
- Sleeps 9
Renovated Historic Home Located Downtown -Walk Everywhere!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Camden Yards, Convention Center, Inner Harbor, Ravens Stadium
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 9
- 3 BR,
- 2 BA,
- Sleeps 9
Direct OceanFront; Discounts for May weeks. Weekends available.
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 7
$225
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 7
2 Weeks Still Open in June - $2000 Off $6300/Week!
- 6 Bedrooms,
- 6 Bathrooms,
- 2 Half Baths, Sleeps 12
$4,900
per week
2 night Minimum Stay
- 6 BR,
- 6 BA,
- 2 HF BA,
- Sleeps 12
In the Heart of Chesapeake Bay on Maryland’s Scenic Eastern Shore
- 7 Bedrooms,
- 7 Bathrooms,
- 1 Half Bath, Sleeps 14
$2,000 -
$2,500
per week
3 night Minimum Stay
- 7 BR,
- 7 BA,
- 1 HF BA,
- Sleeps 14
Wyndham National Harbor: Just Minutes From Washington, D.C!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$150 -
$250
per night
- 2 BR,
- 2 BA,
- Sleeps 8
Luxurious Historic Home in the Heart of Downtown Annapolis!
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
$375 -
$475
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
Walk to DWTN or enjoy the FREE eCruiser! Great location!
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$500
per night
3 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
3 Free Kayaks To Explore the Bay Included
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$483 -
$562
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Gorgeous Southern Colonial on the Water in Annapolis-
- 6 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 16
- 6 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 16
Waterfront Rental -Stay on a Boat- Walk to Inner Harbor!
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$125 -
$275
per night
2 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 4
Most Unique Rental! Stay On A Yacht In Fells Point!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$350
per night
2 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Upscale - Luxurious - Ocean & Bay Views - Direct Boardwalk Condo
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 9
$303 -
$819
per night
1 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 9
New Luxury Townhouse Downtown Ocean City! (2nd Street)
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 9
$800 -
$2,500
per week
3 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 9
Stay On OC Boardwalk — Never-Rented, Oceanfront Corner Condo w/ Pool
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 11
$348 -
$940
per night
3 - 7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 11
7 Miles to DC, 5 Bdrm, Hot Tub, WI-FI, Karaoke, 65'TV/DVR,Near Hiking
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$350 -
$550
per night
3 - 4 night Minimum Stay
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Fabulous Ocean Front Condo 3b/3b in Belmont Towers on Boardwalk Ocean City Md.
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 11
$195 -
$862
per night
2 - 4 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 11
Beautiful restored home in historic town center 2 blocks from the Chesapeake
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$225 -
$260
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
One block from the naval academy entrance!! Historical Annapolis!!
- 3 Bedrooms,
- 2 Bathrooms,
- 2 Half Baths, Sleeps 8
$450
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 2 HF BA,
- Sleeps 8
Premier Vacation Rental - Amazing Views, Pool,Walk 2 Beach & Boardwalk
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,400 -
$3,500
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Beautiful Two Story Condo -Ocean Block-Just 100 Yards to Beach
- 3 Bedrooms, Sleeps 10
$2,205 -
$2,905
per week
7 night Minimum Stay
- 3 BR,
- Sleeps 10
Bayfront Luxury Amazing View, Walk to Beach + Boardwalk, and pool
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$1,050 -
$3,000
per week
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 10
Aprrox. 500 feet to the Beach and 500 feet to Boardwalk in Downtown Ocean City
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 9
$1,100 -
$3,200
per week
3 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 9
Beautiful Single Family Home, Pro. Deco., 1 Block to Beach & Boardwalk
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$900 -
$3,000
per week
3 - 4 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Wonderful Bay Front Penhouse Condo located 2 blocks from the Beach
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
Lancaster House - 1795 Restored Townhouse
- 3 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
- 3 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6