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Madison vacation rentals

We found 392 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 38 homes and other vacation rentals in Madison that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, such as WiFi and cable TV. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Head to the elegant city of Madison

The beaches and other outdoor surroundings create an inviting atmosphere in Madison. Renowned for its fishing, aquarium and cheese shops, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Madison

Do you want to find things to do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Madison a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Chamard Vineyards (1.6 mi / 2.6 km)
  • Essex Steam Train (9.6 mi / 15.5 km)
  • Machimoodus State Park (14.7 mi / 23.7 km)
  • Powder Ridge Mountain Park and Resort (16.6 mi / 26.7 km)
  • Kontokosta Winery (16.6 mi / 26.7 km)
  • Greenport Carousel (17.4 mi / 28.1 km)

Exploring the natural features in Madison

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Madison is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Hammonasset Beach State Park (2 mi / 3.3 km)
  • Hammonasset Beach (3.5 mi / 5.7 km)
  • Westbrook Town Beach (6.3 mi / 10.2 km)
  • Harvey's Beach (9.5 mi / 15.3 km)
  • Gillette Castle State Park (11.8 mi / 19 km)
  • Goose Island (12 mi / 19.4 km)

Seasonal weather averages in Madison

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 70°F.

Transportation to and around Madison

Fly into New Haven, CT (HVN-Tweed - New Haven Regional), the closest airport, located 16.5 mi (26.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to New London, CT (GON-Groton - New London), which is 27.6 mi (44.4 km) away.

If you're traveling by train, you can make your way to Madison Station.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Madison?

Houses are the most popular kind of vacation rental in Madison, according to our data. Even if you have a different idea in mind, Vrbo has properties in a variety of sizes and shapes. Take a look at our options to find your ideal match.

How much does it cost to rent a vacation rental in Madison?

Length of stay, property type and time of year are some factors that can influence the price of a vacation home. Simply add your travel dates to find your perfect escape. From cozy country cottages to expansive villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Madison?

Prices for beach houses in Madison can differ depending on the size and type of the property and when you're traveling. All you need to do is enter your travel dates into Vrbo and the number of guests to view your options and prices. From there you can use our filter tool to narrow your search results by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in Madison?

Yes. There are. You can pick from 48 vacation rentals that allow pets in Madison. Several of our pet-friendly vacation rentals have an outdoor space for your four-legged pal to play in, doggie beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Madison?

Add another level of fun to your trip by booking your family into one of the seven houses with a private pool in Madison. Use our search filter to find the kind of property you want on Vrbo, and then spend lazy days splashing and playing in a swimming pool that's only for you.

What are popular rental amenities in Madison?

When it comes to rental amenities that guests are searching for in Madison, an ocean view, an electric car charging station and nearby museums are the most popular. With Vrbo vacation homes, you'll have options to fit your style and taste, whether you're going on a trip with family, friends or even pets.

Are there large group vacation rentals in Madison?

Madison has 10 vacation homes that can host 10 or more guests. These stays come with the space you need to share good times with friends and family.

Are there vacation rentals in Madison that welcome kids?

Gather your entire family for the adventure of a lifetime in Madison at one of our 48 family-friendly properties. A lot of these stays come with amenities that are perfect for getaways with the little ones, including full kitchens, extra bedrooms and swimming pools. Simply click on the "Properties good for families" filter and pick your favorite.

What are the top attractions for families in Madison?

Keeping the kids happy during your vacation in Madison is easy with these awesome family-friendly attractions:

  • Hammonasset Beach
  • Hammonasset Beach State Park
  • Bishops Orchard and Winery

Are there one-bedroom vacation rentals in Madison?

You can choose from two one-bedroom rentals in Madison. Whether you want a comfy cottage or a fancy condo, our one-bedroom properties are ideal if you don't need loads of space. One of the main perks of having your own place? You'll never need to share your trip with strangers.

Can I find two-bedroom vacation rentals in Madison?

Madison has eight two-bedroom vacation properties to select from. Discover a vacation home with all the space and comfort you're looking for at a price that's hard to resist on Vrbo.

Are there vacation rentals with WiFi in Madison?

Whether you'd like to keep up with the news, look over emails or post a pic to social media, there are 26 vacation homes with WiFi in Madison. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

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