Vacation Homes in Madison, MD
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Top Vacation Homes in Madison

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Shewell's A-Frame on Mill Creek

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Discover tranquility near Calvert Cliffs

Midcentury Modern Lake House, gorgeous views, deck, 4-bedrooms in Lusby/Solomons

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families
Top hotels in Madison

Inn at Perry Cabin
Find the Best Vacation Homes in Madison
Why book a vacation home in Madison?
Vacation homes in Madison make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Madison?
Private Madison rental homes range between $107 - $564 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Madison vacation home rentals. You might look for Madison rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Madison offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Madison?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Madison. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Madison hotels and vacation homes that best suit your stay. We also have deals for flights, and Madison car rentals. You’ll save even more when you bundle your items into a Madison vacation package!
How many vacation homes are available to book in Madison?
There are 255 rental homes in Madison. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Madison?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Madison Vacation Homes essential information
Accommodation | 255 Vacation Homes |
|---|---|
Lowest Price | $107 |
Highest Price | $564 |
Popular accommodation | Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife, 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!, Shewell's A-Frame on Mill Creek, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier, Discover tranquility near Calvert Cliffs , Midcentury Modern Lake House, gorgeous views, deck, 4-bedrooms in Lusby/Solomons, Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space., Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families, Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. |






