55+ Pet Friendly Hotels and Vacation Rentals in Madison |
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Madison Pet Friendly Vacation Rentals

About Madison Vacation Rentals

There are more than 55 places to stay in Madison 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 Madison.

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 Madison, 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 Madison. Places to stay near Madison are 2407.2 ft² on average, with prices averaging US $844 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Madison 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 Madison

Type Count
Vacation Homes 47
Cottages 3
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Madison

★ 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 Madison.

Weather in Madison, MD

View the weather forecast for Madison 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 Madison, MD

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


Patuxent River Naval Air Station
Calvert Cliffs State Park
St. Michaels Winery
Great Marsh Park
Chesapeake Bay Maritime Museum
Blackwater National Wildlife Refuge
Harriet Tubman Museum and Educational Center
Oxford Museum
Breezy Point Beach
Cove Point Lighthouse
Running Hare Vineyard
Harriet Tubman Underground Railroad National Historical Park
Patuxent River Naval Air Museum
Long Wharf Park
Sotterley Plantation
Layton's Chance Vineyard and Winery
Bay Country Shop
Perigeaux Vineyards and Winery
Bill Burton Fishing Pier State Park
Jefferson Patterson Park and Museum

Frequently Asked Questions About Madison?

What are the top vacation rentals in Madison?

Find the best options in or near Madison for pet-friendly travel. If you are planning a trip or vacation in Madison, 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 Madison:

How many PetFriendly vacation rentals are available in Madison?

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 2026 is over 55 in the Madison 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 Madison.


People Also Ask

There are 55 Madison, MD Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Madison