Search Annapolis pet friendly vacation rentals

Our top choices for a great stay

Waterfront Annapolis Home: Fire Pit & Fishing Pier

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)
Waterfront Annapolis Home: Fire Pit & Fishing Pier
USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!

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 ...
USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!
Eastport Historic Firehouse with Parking, Dogs OK

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 ...
Eastport Historic Firehouse with Parking, Dogs OK
Belle By The Bay Summ

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 ...
Belle By The Bay Summ
Walk to USNA, Main St w Parking Historic Wisteria

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 ...
Walk to USNA, Main St w Parking Historic Wisteria
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!

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 ...
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Freshly renovated 3-story home 1 block from USNA!

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 ...
Freshly renovated 3-story home 1 block from USNA!
Neptune by the Water - Pet Friendly Fenced Yard

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 ...
Neptune by the Water - Pet Friendly Fenced Yard
Bay Poolhouse

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 ...
Bay Poolhouse
Water Views - Close to Downtown Annapolis

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 ...
Water Views - Close to Downtown 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.