Find short term rentals in Madison, CT at the best prices

146 available short term rental offers

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Madison, CT short term rentals
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Best Short term and Weekly rentals in Madison, CT

Best family friendly Madison, CT Short term rentals

Among the 146 accommodations in Madison, CT, here are the 1 best family friendly rentals

Steps To Beach! Custom-built House With Panoramic Ocean Views, Wrap-around Deck. - Madison, CT
10 63 reviews

Steps To Beach! Custom-built House With Panoramic Ocean Views, Wrap-around Deck.

apartment, Guilford
This apartment is located directly across the street from a sandy beach with a playground, offering stunning water views of Long Island Sound and is within walking distance of restaurants, bars, and shops. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has four bedrooms and three bathrooms, accommodating up to eight guests, and offers a spacious open plan layout over 251 square metres. It includes a fully equipped kitchen, a wrap-around deck, a garden, a spa, a tennis court, parking, and a range of amenities for a comfortable stay, including kayaks, beach chairs, and outdoor games.

Best Madison, CT lodging with a balcony

Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
9.2 5 reviews

Private Pool! Getaway, 14 Mi To Hammonasset Beach

apartment, Killingworth
This charming four-bedroom apartment in Killingworth is a 40-kilometre drive from Hammonasset Beach State Park and a 27-kilometre drive from the Lyman Orchards Golf Course and Farmers Market. It has received excellent user ratings and is perfect for families or groups looking for a comfortable and convenient base to explore the surrounding area.
This spacious apartment offers 189 square metres of living space, comfortably accommodating up to eight guests. You'll enjoy a private pool and patio, covered parking, a fully equipped kitchen, a fireplace, a fire pit and barbecue grill, and a washer and dryer.
Welcoming Tiny Home! Downtown & Beachy️ - Madison, CT
10 24 reviews

Welcoming Tiny Home! Downtown & Beachy️

apartment, Guilford
Seagrass Bungalow is a charming mini-home located in the centre of Guilford, just a short walk from the town green, shops, restaurants, and Jacobs Beach. This highly rated property has received excellent reviews from previous guests.
The self-catering bungalow can accommodate up to two guests and is perfect for a romantic getaway. Enjoy the private deck, outdoor shower, fire pit, and large grassy yard, or relax in the spa and take advantage of the on-site parking.
Newly Renovated Carriage House Near Town & Beaches - Madison, CT
10 6 reviews

Newly Renovated Carriage House Near Town & Beaches

apartment, Madison
This newly renovated carriage house is located in Madison, just 11 kilometres from Hammonasset Beach and within easy reach of Thimble Islands, City Hall and Yale University. The apartment has received excellent ratings for location, cleanliness and user experience.
The property offers two bedrooms and one bathroom, providing comfortable accommodation for up to four guests across 58 square metres. The apartment includes a private terrace, a garden, free Wi-Fi, a fully equipped kitchen, air conditioning and private parking.
New Madison Beach House - Ocean Front- Great Views- Booking Summer 2026 - Madison, CT
10 76 reviews

New Madison Beach House - Ocean Front- Great Views- Booking Summer 2026

apartment, Madison
This waterfront holiday home in Madison, Connecticut enjoys a prime location with stunning views of the Long Island Sound and Neck River, just a short distance from Faulkner's Island. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
The spacious cottage features an open-plan design with multiple bedrooms, accommodating up to eight guests. The property boasts a fully equipped kitchen, a large deck, a private beach, and access to a range of water activities, making it ideal for families and groups seeking a memorable holiday experience.

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Best Madison, CT lodging with a kitchen

Walk To Coast! Convenient Cottage In Dtwn Madison - Madison, CT
8.0 1 review

Walk To Coast! Convenient Cottage In Dtwn Madison

apartment, Madison
This apartment is located in downtown Madison, offering walkable access to East Wharf Beach Park and Seaview Beach, and is within 1 kilometre of the Shoreline Greenway Trail.
This 51 square meter, one-bedroom flat accommodates up to four guests, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and a washer/dryer, with step-free entry to the two-story studio cottage.
Waterfront Lakehouse W/hot Tub In Clinton, Ct. Pet-friendly! - Madison, CT
10 1 review

Waterfront Lakehouse W/hot Tub In Clinton, Ct. Pet-friendly!

apartment, Clinton
This lakefront holiday home in Clinton is located in a wooded, natural setting, a 1-minute walk from beach-style lake access and a short distance from the Adam Stanton House and General Store Museum and Scranton Memorial Library.
This four-bedroom, four-bathroom flat accommodates up to eleven guests, featuring a two-level layout with a private deck, hot tub, and fireplace, with amenities including a fridge, microwave, and air conditioning.
Hollow Brook Estate - Madison, CT
10 3 reviews

Hollow Brook Estate

apartment, Killingworth
This expansive 70-acre lakefront estate in Killingworth offers a secluded setting, conveniently located near Madison, CT, and attractions such as the Deacon John Grave House and Scranton Memorial Library.
This luxurious holiday home boasts four bedrooms, accommodating up to twelve guests, and features private recreational facilities including tennis, volleyball, and bocce courts, alongside a pool with a waterfall and a dedicated guest house with a game room and weight room.

Best Madison, CT lodging with laundry available

Steps To Beach! Custom-built House With Panoramic Ocean Views, Wrap-around Deck. - Madison, CT
10 63 reviews

Steps To Beach! Custom-built House With Panoramic Ocean Views, Wrap-around Deck.

apartment, Guilford
This apartment is located directly across the street from a sandy beach with a playground, offering stunning water views of Long Island Sound and is within walking distance of restaurants, bars, and shops. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has four bedrooms and three bathrooms, accommodating up to eight guests, and offers a spacious open plan layout over 251 square metres. It includes a fully equipped kitchen, a wrap-around deck, a garden, a spa, a tennis court, parking, and a range of amenities for a comfortable stay, including kayaks, beach chairs, and outdoor games.
New Coastal Cottage 2 Miles To Beach + Lake Access - Madison, CT
10 8 reviews

New Coastal Cottage 2 Miles To Beach + Lake Access

apartment, Clinton
This holiday let in Clinton is located 3.2 kilometres from Hammonassett Beach and a short walk to Boulder Lake Beach, with downtown Madison and Clinton also 3.2 kilometres away.
This two-bedroom bungalow accommodates up to six guests and features air conditioning, Wi-Fi, a microwave oven, a dishwasher, and a screened-in porch with an outdoor picnic table and fire pit.
Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
9.2 5 reviews

Private Pool! Getaway, 14 Mi To Hammonasset Beach

apartment, Killingworth
This charming four-bedroom apartment in Killingworth is a 40-kilometre drive from Hammonasset Beach State Park and a 27-kilometre drive from the Lyman Orchards Golf Course and Farmers Market. It has received excellent user ratings and is perfect for families or groups looking for a comfortable and convenient base to explore the surrounding area.
This spacious apartment offers 189 square metres of living space, comfortably accommodating up to eight guests. You'll enjoy a private pool and patio, covered parking, a fully equipped kitchen, a fireplace, a fire pit and barbecue grill, and a washer and dryer.
New Madison Beach House - Ocean Front- Great Views- Booking Summer 2026 - Madison, CT
10 76 reviews

New Madison Beach House - Ocean Front- Great Views- Booking Summer 2026

apartment, Madison
This waterfront holiday home in Madison, Connecticut enjoys a prime location with stunning views of the Long Island Sound and Neck River, just a short distance from Faulkner's Island. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
The spacious cottage features an open-plan design with multiple bedrooms, accommodating up to eight guests. The property boasts a fully equipped kitchen, a large deck, a private beach, and access to a range of water activities, making it ideal for families and groups seeking a memorable holiday experience.
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