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Compare 280 Vacation Homes in Annapolis with updated reviews, rates, and availability.

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (207)

Freshly renovated 3-story home 1 block from USNA!
Freshly renovated 3-story home 1 block from USNA!
9.8 out of 10, Exceptional, (31)
The price is AED 635
AED 2,500 total
includes taxes & fees
5 Mar - 6 Mar

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
10.0 out of 10, Exceptional, (73)

Walk to Lake & Boat Ramp: Central Gem in Annapolis
Walk to Lake & Boat Ramp: Central Gem in Annapolis

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
10.0 out of 10, Exceptional, (17)

Brand New Spacious Luxury Home
Brand New Spacious Luxury Home
10.0 out of 10, Exceptional, (5)

Recently Renovated Annapolis Home - Conveniently Located
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (58)

Serene waterfront sunsets in this sprawling historic Annapolis home
Serene waterfront sunsets in this sprawling historic Annapolis home
9.6 out of 10, Exceptional, (28)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Annapolis

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (207)

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (104)

3-bedroom vacation home in Downtown Annapolis, mins walk to U.S. Naval Academy
3-bedroom vacation home in Downtown Annapolis, mins walk to U.S. Naval Academy
9.8 out of 10, Exceptional, (8)
The price is AED 536
AED 1,403 total
includes taxes & fees
5 Mar - 6 Mar
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Annapolis hotels
Recent reviews of Annapolis hotels

Hilton Garden Inn Annapolis Downtown
5/5 Excellent
"Very convenient--walk to everything from here, and also on a bus line. You don't need a car."
A verified traveler stayed at Hilton Garden Inn Annapolis Downtown
Posted 14 hours ago