Book pet friendly vacation rentals in Annapolis

Discover the joy of staying in pet-friendly vacation homes in Annapolis

Pet-friendly vacation homes in Annapolis offer a wonderful opportunity for both you and your furry companions to enjoy this charming coastal city together. With beautiful waterfront views, historic sites, and outdoor activities, Annapolis is a perfect destination for families who want to explore while making lasting memories with their pets. These vacation rentals provide the comfort of home, allowing you to unwind and enjoy your time in this vibrant community, all while ensuring your beloved pets are welcome by your side.

Our top choices for a great stay

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

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

$908 nightly
The price is $1,035 total per night from Sep 8 to Sep 9
$1,035 total
Sep 8 - Sep 9
Total with 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 ARTFX Gallery of Fine Crafts and Arts are located nearby.
USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!
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 State Park and Chesapeake Bay Bridge are located nearby.
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Waterfront Annapolis Home: Fire Pit & Fishing Pier
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 are located nearby.
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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 Dr. Aris T. Allen Memorial and Wild Bird Center are located nearby.
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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 Players are located nearby.
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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 Marina are located nearby.
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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!

$589 nightly
The price is $671 total per night from Sep 9 to Sep 10
$671 total
Sep 9 - Sep 10
Total with taxes and 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 nearby.
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

$469 nightly
The price is $498 total per night from Sep 7 to Sep 8
$498 total
Sep 7 - Sep 8
Total with taxes and 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 State Park are located nearby.
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 Club are located nearby.
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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 Golf Club are located nearby.
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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.

Why choose pet-friendly vacation homes over hotels in Annapolis?

For travelers seeking a retreat that accommodates both family and pets, opting for vacation homes that allow pets in Annapolis provides unparalleled comfort and flexibility. Unlike traditional hotels, these private rentals for pet owners offer spacious living areas where your whole family can spread out and relax. With fully equipped kitchens, families can prepare meals together, creating a home-like atmosphere that hotels often lack. Moreover, pet-friendly homes typically come with outdoor spaces, allowing your furry friends to roam freely and play while you enjoy the local scenery. While hotels may provide convenience, choosing family and pet vacation homes allows for a more personalized experience, where you can enjoy quality time with loved ones—both human and furry—without the restrictions of hotel policies. This makes it an ideal choice for families looking to bond and explore Annapolis together.