Choose from 73 vacation rentals located in Madison, Connecticut. Top filters in Madison include Internet / Wifi, Air conditioner, and Parking. Prices range from $68 to $1,995 per night. Our most popular vacation rental types near Madison are Hotel and RV.

Top vacation rentals in Madison

Beachfront
Exterior front view
4.9
Outstanding(89 Reviews)
House
 in Madison
Classic Updated Beachfront Beauty with Stunning Waterviews and Private Beach
10 guests · 5 bedrooms · 5 baths
Garden · Pets allowed · Kitchen / Kitchenette

Experience vacation in Madison with our House, Classic Updated Beachfront Beauty with Stunning Waterviews and Private Beach. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Front of Birdsong at end of summer
5.0
Outstanding(69 Reviews)
Condo
 in Madison
Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
2 guests · 1 bedroom · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Madison? This Condo offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property view
3.5
Average(145 Reviews)
Motel
 in Guilford
Tower Inn and Suites of Guilford / Madison
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This Motel in Madison, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Property view
4.0
Good(252 Reviews)
Hotel
 in Guilford
2star
Comfort Inn Guilford near I-95
Garden · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Madison, at $71 per night for your next great vacation.

$$$$
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Vacation rentals with internet & wifi in Madison

Main Deck
5.0
Outstanding(35 Reviews)
House
 in Guilford Center
Spacious Water View House Nxt to Sandy Beach
8 guests · 4 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

Soak up the beauty of Madison in our House, Spacious Water View House Nxt to Sandy Beach. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.

$$$$
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Property view
4.5
Excellent(71 Reviews)
Bed and Breakfast
 in Madison
Scranton Seahorse Inn
Garden · Air conditioner · Internet / Wifi

Enjoy the best of Madison in our Bed and Breakfast, Scranton Seahorse Inn. A stunning property with amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
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Property view
4.8
Outstanding(113 Reviews)
Bed and Breakfast
 in Madison
The Homestead
Garden · Pets allowed · Air conditioner

Soak up the beauty of Madison in our Bed and Breakfast, The Homestead. With a range of amenities such as Air conditioner, Fireplace and Internet / Wifi, you'll feel right at home.

$$$$
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Exterior View
4.8
Outstanding(36 Reviews)
House
 in Madison
Waterfront Estate Home - Beach and Shared Pool - East
20 guests · 9 bedrooms · 6 baths
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Madison with a stay at Waterfront Estate Home - Beach and Shared Pool - East, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Madison

Madison travel guide

Let us help you plan your perfect Madison vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Madison, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Madison?

  • Internet / Wifi
  • Air conditioner
  • Parking

What are the must-visit tourist attractions in Madison, CT?

Madison, CT is a charming town with many must-visit tourist attractions. These include:

  • Hammonasset Beach State Park
  • The Scranton Seahorse Sanctuary
  • Dinosaur State Park
  • The Madison Art Cinemas

Whether you're looking for outdoor recreation, educational opportunities, or a night out at the movies, Madison, CT has something for everyone.

How can I get around in Madison, CT?

You can get around Madison, CT in a variety of ways:

  • Driving - the town has a variety of roads and highways connecting it to other towns.
  • Biking - Madison has many biking trails and paths, as well as bike-friendly roads.
  • Public Transportation - there are several bus routes that travel around Madison and to other nearby towns.

Where can I find affordable accommodation in Madison, CT?

Madison, CT is a great place to find affordable accommodation. Here are some options:

  • The Madison Beach Hotel – offering modern amenities, an on-site restaurant, and a stunning view of the Long Island Sound.
  • The Comfort Inn – offering free breakfast, free Wi-Fi, and a convenient location to downtown Madison.
  • The Madison Inn – offering affordable rates, a continental breakfast, and a cozy atmosphere.
  • The Madison Suites – offering a variety of suite options, an outdoor pool, and a fitness center.

What is the culture like in Madison, CT?

Madison, Connecticut is a small, picturesque town located on the Long Island Sound. It is known for its charming New England atmosphere, beautiful beaches, and quaint downtown area. The culture in Madison is reflective of its small-town roots with a focus on community, education, and the outdoors.

  • Community-oriented: Madison is a very tight-knit community with an emphasis on neighborly values.
  • Education-focused: Madison is home to several prestigious universities and colleges, which contributes to its culture of intellectualism.
  • Outdoorsy: Madison is surrounded by beautiful beaches, parks, and trails, making it a great spot for outdoor activities.
  • Family-friendly: Madison is a great place to raise a family, with plenty of activities and amenities for children of all ages.
  • Culturally diverse: Madison is home to a diverse population, with many different ethnic and cultural backgrounds represented.

Is Madison, CT safe to travel to?

Madison, CT is generally considered safe to travel to. Here are a few tips for staying safe while visiting:

  • Be aware of your surroundings and trust your instincts.
  • Avoid walking alone at night.
  • Be cautious when using ATMs.

What are the popular shopping destinations in Madison, CT?

Madison, CT is a great place for shopping! Here are some of the popular destinations:

  • Madison Town Center
  • Madison Beach Boardwalk
  • Madison Green
  • Madison Shopping Center

These places offer a variety of stores, restaurants, and entertainment options, so there is something for everyone!

What are the best neighborhoods to visit in Madison, CT?

The best neighborhoods to visit in Madison, CT are:

  • Madison Beach
  • Surf Club Beach
  • East Wharf Beach

These beaches offer beautiful views of Long Island Sound, and are great places to relax and enjoy the sunshine. Visitors can also check out the Madison Town Beach, which has a playground and a snack bar.

Where is Madison, CT?

Madison, CT is a small town located in New Haven County, Connecticut. It is situated on the Long Island Sound, just north of New Haven. The town is home to about 18,000 people and is known for its historic architecture, beaches, and marinas.

What are the most popular vacation rental amenities in Madison, CT?

The most popular vacation rental amenities in Madison, CT are:

  • Spacious bedrooms
  • Fully-equipped kitchens
  • High-speed internet access
  • Outdoor living spaces
  • Pet-friendly accommodations

These amenities provide visitors with the comforts of home while allowing them to enjoy the beauty of Madison. Spacious bedrooms offer plenty of room for guests to spread out and relax, while fully-equipped kitchens make it easy to prepare meals. High-speed internet access ensures visitors can stay connected, while outdoor living spaces provide a great way to enjoy the fresh air. For those traveling with pets, pet-friendly accommodations are available to make sure everyone in the family is comfortable.

What are the top things to do in Madison, CT?

Madison, CT is a great place to visit and explore. Here are some of the top things to do in Madison, CT:

  • Visit Hammonasset Beach State Park
  • Explore the Madison Historical Society
  • Take a boat tour on the Madison Harbor
  • Visit the Meigs Point Nature Center

Whether you're looking for a day of relaxation at the beach, or a day of exploration at the historical society, Madison, CT has something for everyone.

What do I need to know before visiting Madison, CT?

Before visiting Madison, CT, it is important to know that the town is located in the southeastern corner of Connecticut, on the Long Island Sound. It is a small town with a population of just over 18,000 people. Madison is a great place to visit for outdoor activities, historic sites, and outdoor restaurants.

  • Madison is located in the southeastern corner of Connecticut, on the Long Island Sound.
  • The population of Madison is just over 18,000 people.
  • Madison is a great place to visit for outdoor activities, historic sites, and outdoor restaurants.

What is the price range for rentals in Madison?

Vacation rentals in Madison have a price range between $68-$1,995. The average price for rentals in Madison is $399 per night.

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