Search Annapolis pet friendly vacation rentals
Our top choices for a great stay

Waterfront Annapolis Home: Fire Pit & Fishing Pier
Stay at this vacation home in Annapolis. Enjoy laundry facilities, furnished balconies or patios, and satellite TV channels. Popular attractions Sandy Point ...
9.2/10 Wonderful! (34 reviews)

USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!
The price is CA $336 per night from Sep 1 to Sep 2
CA $336
CA $1,397 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this vacation home in Annapolis. Enjoy private pools, a garden, and laundry facilities. Popular attractions Annapolis Civil Rights Plaque and Asbury ...

Eastport Historic Firehouse with Parking, Dogs OK
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Annapolis Maritime Museum and Annapolis Harbor ...

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 ...

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 48 Fleet Street and The Colonial ...

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 Annapolis Maritime Museum and Annapolis Landing ...

Freshly renovated 3-story home 1 block from USNA!
The price is CA $206 per night from Sep 1 to Sep 2
CA $206
CA $903 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this vacation home in Annapolis. Enjoy a garden, laundry facilities, and patios. Popular attractions John Smith House and William Paca House are located ...

Neptune by the Water - Pet Friendly Fenced Yard
The price is CA $347 per night from Sep 29 to Sep 30
CA $347
CA $881 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bay Hills Golf Club and Sandy Point ...

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 ...

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 ...
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.