Search Annapolis pet friendly vacation rentals
Our top choices for a great stay
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chesapeake Bay Bridge and Annapolis Maritime Museum ...
10/10 Exceptional! (74 reviews)
Belle By The Bay Summ
Stay at this vacation home in Annapolis. Enjoy a garden, laundry facilities, and patios. Popular attractions Dr. Aris T. Allen Memorial and Wild Bird Center ...
10/10 Exceptional! (4 reviews)
Water Views - Close to Downtown Annapolis
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bay Ridge Beach and Annapolis ...
10/10 Exceptional! (47 reviews)
The General's House-Spacious Home w/Pool & Hot Tub
Stay at this vacation home in Annapolis. Enjoy private pools, a garden, and laundry facilities. Popular attractions Eisenhower Golf Course and Maryland Renaissance ...
10/10 Exceptional! (12 reviews)
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
Stay at this vacation home in Annapolis. Enjoy private pools, a garden, and laundry facilities. Popular attractions Chesapeake Bay Bridge and Annapolis Civil ...
9.8/10 Exceptional! (27 reviews)
Walk to USNA, Main St w Parking Historic Wisteria
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Chesapeake Bay Bridge and 48 ...
9.8/10 Exceptional! (67 reviews)
Annapolis Home | Fenced Yard | Pool Table | 10 Guests
$610 nightly
The price is $695 total per night from May 3 to May 4
$695 total
May 3 - May 4
Total with taxes and fees
Book a stay at this family-friendly vacation home in Annapolis. Enjoy laundry facilities, a pool table, and balconies. Popular attractions Chesapeake Bay Bridge ...
9.8/10 Exceptional! (11 reviews)
Bay Poolhouse
Stay at this vacation home in Annapolis. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Bay Ridge Beach and Annapolis Golf ...
9.8/10 Exceptional! (12 reviews)
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Stay at this vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chesapeake Bay Bridge and Annapolis Maritime ...
9.6/10 Exceptional! (113 reviews)
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.
