Search Annapolis pet friendly vacation rentals

Our top choices for a great stay

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 City Dock and Annapolis Maritime Museum ...
10/10 Exceptional! (55 reviews)
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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 Annapolis City Dock and Dr. Aris T. Allen Memorial ...
10/10 Exceptional! (1 review)
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Belle By The Bay Summ
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 Annapolis City Dock and ...
10/10 Exceptional! (44 reviews)
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Water Views - Close to Downtown Annapolis
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 Annapolis City Dock and 48 ...
9.8/10 Exceptional! (54 reviews)
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Walk to USNA, Main St w Parking Historic Wisteria
Freshly renovated 3-story home 1 block from USNA!

Freshly renovated 3-story home 1 block from USNA!

$567 nightly
The price is $646 total per night from Jul 21 to Jul 22
$646 total
Jul 21 - Jul 22
Total includes taxes and fees
Stay at this vacation home in Annapolis. Enjoy a garden, laundry facilities, and patios. Popular attractions Annapolis City Dock and John Smith House are located ...
9.8/10 Exceptional! (34 reviews)
Freshly renovated 3-story home 1 block from USNA!
Neptune by the Water

Neptune by the Water

$512 nightly
The price is $550 total per night from Jul 27 to Jul 28
$550 total
Jul 27 - Jul 28
Total includes taxes and fees
Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Annapolis City Dock and Bay Hills ...
9.8/10 Exceptional! (7 reviews)
Neptune by the Water
USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!

USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!

$864 nightly
The price is $985 total per night from Jul 21 to Jul 22
$985 total
Jul 21 - Jul 22
Total includes taxes and fees
Stay at this vacation home in Annapolis. Enjoy private pools, a garden, and laundry facilities. Popular attractions Annapolis Civil Rights Plaque and Asbury ...
9.6/10 Exceptional! (23 reviews)
USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!
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 ...
9.4/10 Exceptional! (104 reviews)
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Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
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 Annapolis City ...
9.2/10 Wonderful! (34 reviews)
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Waterfront Annapolis Home: Fire Pit & Fishing Pier
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 ...
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Bay Poolhouse
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.