1262+ Pet Friendly Hotels and Vacation Rentals in Annapolis |
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Annapolis Pet Friendly Vacation Rentals

About Annapolis Vacation Rentals

There are more than 1262 places to stay in Annapolis and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Annapolis.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Annapolis, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Annapolis. Places to stay near Annapolis are 983.34 ft² on average, with prices averaging US $561 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Annapolis with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Annapolis

Type Count
Vacation Homes 891
Holiday Apartments 128
Cottages 34
Villas 7

Use these Quick Filters to Find a Vacation Rental in Annapolis

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Annapolis.

Weather in Annapolis, MD

View the weather forecast for Annapolis before booking your hotel or rental.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Annapolis, MD

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Annapolis's attractions.


U.S. Naval Academy
Six Flags America
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Bowie State University
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
Annapolis Maritime Museum
Allen Pond Park
Maryland Quiet Waters Park
St John's College
Bay Hills Golf Club
Maryland World War II Memorial
William Paca House
The Kunta Kinte Alex Haley Memorial

Other Places to Stay in Annapolis, MD


Northern Chesapeake Bay 10,011 Properties
Murray Hill 796 Properties
Historic District 373 Properties
Arnold 113 Properties
Cape Saint Claire 101 Properties
Kent Island 76 Properties
Stevensville 61 Properties
Bowie 60 Properties
Eastport 60 Properties
Parole 60 Properties
Edgewater 44 Properties
Selby-on-the-Bay 36 Properties

Frequently Asked Questions About Annapolis?

What are the top vacation rentals in Annapolis?

Find the best options in or near Annapolis for pet-friendly travel. If you are planning a trip or vacation in Annapolis, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Annapolis:

How many vacation rentals have private pools in Annapolis?

We have found 17 accommodation options with private pools in or near Annapolis, many of which accept and welcome pets. Top-rated hotels, resorts,and places to stay that have access to a swimming pool include:

Which vacation homes in Annapolis are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Annapolis? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Annapolis:

How many PetFriendly vacation rentals are available in Annapolis?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 1262 in the Annapolis area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Annapolis.

Nearby Neighborhood (16) 
Neighborhood Property Count
Historic District Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 373
Eastport Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 60
Murray Hill Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 796
Homewood Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 777
West Annapolis Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 760
Hillsmere Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 786
Arundel on the Bay Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 157
Epping Forest Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 346
Oyster Harbor Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 229
Atlantis Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 113
Anchorage Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 689
Cape St. John Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 161
Hunt Meadows Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 825
Kingsport Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 801
Winchester-on-the-Severn Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 562
Downs on the Severn Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland 144

People Also Ask

There are 1262 Annapolis, MD Vacation Rentals

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