Places to stay in Madison, CT

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Madison, CT place to stay
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113 Best places to stay in Madison, CT

Best Madison, CT lodgings with a pool

Among the 113 accommodations in Madison, CT, here are the 4 best ones with a pool

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond - Madison, CT
10 7 reviews
Madison, CT
12/10 – 20/10
SG$1901/nighttotal: SG$15208 (8 )

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond

4 2
house , Killingworth
This luxurious four-bedroom apartment is situated in Killingworth, Connecticut, just 15 kilometres from shops, restaurants, and the Connecticut shoreline. It is rated excellent by previous guests and offers a peaceful retreat in a secluded natural setting.
The property spans 334 square metres and comfortably accommodates up to 10 guests. Enjoy a range of amenities, including a heated swimming pool, a Jacuzzi, a private tennis court, and a fully equipped kitchen with top-of-the-line appliances.
Charming Beach Home, Complete With Pool & Cozy Guest House! - Madison, CT
9.8 43 reviews
Madison, CT
12/10 – 20/10
SG$1173/nighttotal: SG$9384 (8 )

Charming Beach Home, Complete With Pool & Cozy Guest House!

5 2
apartment , Clinton
This B&B is situated just 1.5 kilometres from the water in Clinton, close to the marina and town beach, offering easy access to the area's attractions. The property has received excellent user ratings and is perfect for families or groups of friends looking for a comfortable and spacious stay.
The B&B comprises a 341 square metre main house with five bedrooms and four bathrooms, accommodating up to 14 guests. The property boasts a range of amenities, including a private swimming pool, a tennis court, and a fully equipped kitchen, as well as a private garden with a fire pit and an outdoor shower, making it ideal for both relaxation and entertainment.
Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms. - Madison, CT
Madison, CT
23/06 – 26/06
SG$2029/nighttotal: SG$6087 (3 )

Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms.

4 3
houseboat , Clinton
This houseboat is situated in Clinton, Connecticut, offering convenient access to RJ Julia Booksellers, located just 300 meters away, and is within easy reach of Clinton Crossing Premium Outlets and Clinton Plaza Shopping Center.
This four-bedroom, four-bathroom vessel accommodates up to eight guests, featuring a king bed, queen bed, and two twin beds, complete with air conditioning and internet, and boasts a flybridge bar and aft deck dining area for enjoying panoramic views.
Stay Aboard Mini-expedition Trawler Mary South - Madison, CT
Madison, CT
12/07 – 16/08
SG$189/nighttotal: SG$6615 (35 )

Stay Aboard Mini-expedition Trawler Mary South

2 3
boat , Clinton
The Mary South, a unique mini-expedition ship, is docked at Clinton Yacht Haven, offering convenient access just 1.6 kilometres from Hammonnasset Beach and State Park.
This vessel provides accommodation for four guests, featuring two bedrooms and two bathrooms, with amenities including air conditioning, internet, a kitchen, and access to the yacht haven's swimming pool and clubhouse.

Best family friendly Madison, CT lodging

Among the 113 accommodations in Madison, CT, here are the 4 best for families

Shabby Chic Retreat - Madison, CT
10 111 reviews
Madison, CT
12/10 – 20/10
SG$450/nighttotal: SG$3600 (8 )

Shabby Chic Retreat

1 2
apartment , Madison
Greenfield Cottage is located in a quiet neighbourhood in Madison, Connecticut, just 6.5km from Hammonasset State Park & Beach and close to Chatfield Hollow. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
This charming cottage offers a separate studio apartment with a private entrance and garden space for guests who desire privacy. The accommodation can comfortably sleep up to four people and comes equipped with a kitchen, a garden, parking, laundry facilities, and a keypad lock for easy access.
Beachfront Cottage With Panoramic Views Of Long Island Sound In Madison Ct - Madison, CT
10 5 reviews
Madison, CT
12/10 – 20/10
SG$1385/nighttotal: SG$11080 (8 )

Beachfront Cottage With Panoramic Views Of Long Island Sound In Madison Ct

6 2
cottage , Madison
The Bunce Cottage, a six-bedroom holiday home in Madison, Connecticut, enjoys direct Seaview Beach access via a boardwalk and is near Hammonasset Beach State Park.
This 261 square metre property sleeps twelve guests and boasts a fully equipped kitchen, three bathrooms, a large screened porch, a double lot with space for outdoor games, and a detached two-car garage; water activities such as jet skiing and kayaking are readily available nearby.
The Rising Tide Cottage - Madison, CT
9.9 82 reviews
Madison, CT
22/11 – 29/11
SG$354/nighttotal: SG$2478 (7 )

The Rising Tide Cottage

1 2
house , Madison
The Rising Tide Cottage is situated in a peaceful neighbourhood on the Connecticut shoreline, less than 1.6 kilometres from downtown Madison. The cottage boasts excellent ratings for location, cleanliness and user experience.
The cottage has one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, Wi-Fi, and complimentary beach chairs and towels for use at the nearby Pent Road Beach.
Perfect Cape Beach Cottage In Madison Ct! - Madison, CT
9.7 29 reviews
Madison, CT
11/12 – 12/12
SG$756/nightfor 1 night

Perfect Cape Beach Cottage In Madison Ct!

1 6
apartment , Madison
This Madison, Connecticut beach cottage offers deeded access to a private sandy beach, located steps from the shore in a quiet neighbourhood.
The two-bedroom, two-bathroom property sleeps six, features a full kitchen with freezer and dishwasher, a private backyard, patio, wraparound deck, and air conditioning; note that bedrooms are upstairs via a spiral staircase.

Frequently asked questions about accommodations in Madison, CT

Destinations nearby

Best Madison, CT accommodations with a balcony

The Millhouse Downtown Chester - Madison, CT
10 116 reviews
Madison, CT
02/08 – 07/08
SG$697/nighttotal: SG$3485 (5 )

The Millhouse Downtown Chester

2 4
apartment , Chester
The Millhouse Downtown Chester is situated in the centre of Chester, just 8km from the Goodspeed Opera House and 27km from Wesleyan University. This apartment has received excellent ratings for its location, cleanliness and overall experience.
The accommodation is a 2-bedroom, 2-bathroom apartment spanning 102 square metres. The property offers a range of amenities including a fully equipped kitchen, private parking, a terrace with river views, an outdoor fireplace, and access to streaming services.
Bliss By The Sea - Cozy Beachside Escape - Madison, CT
10 1 review
Madison, CT
02/08 – 07/08
SG$893/nighttotal: SG$4465 (5 )

Bliss By The Sea - Cozy Beachside Escape

2 4
apartment , Clinton
This Clinton waterfront apartment, situated in the Harborview Beach Association community, offers easy walking or cycling access to the beach and proximity to local landmarks such as the Adam Stanton House and General Store Museum.
The two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, Roku TVs, a spacious back deck with gas grill, and ample parking; enjoy nearby attractions like the Allis-Bushnell House and Museum and RJ Julia Booksellers.
Daniel Boone Meets Mid Century Modern Retreat\n - Madison, CT
10 24 reviews
Madison, CT
23/06 – 26/06
SG$1135/nighttotal: SG$3405 (3 )

Daniel Boone Meets Mid Century Modern Retreat\n

5 3
cabin , Killingworth
This expansive five-bedroom lodge in Killingworth, Connecticut, offers 232 square meters of living space and is conveniently located near Chatfield Hollow State Park, Chamard Vineyards, and a short drive from Clinton Crossing Premium Outlets.
Guests can enjoy a mid-century modern sanctuary with a fully equipped kitchen, an on-site gym, and outdoor patios with a grill, perfect for exploring the surrounding 24 acres or visiting nearby attractions such as the Ivoryton Playhouse and Mystic Seaport, with year-round outdoor activities like hiking and apple picking readily available.
Newly Renovated Carriage House Near Town & Beaches - Madison, CT
10 5 reviews
Madison, CT
12/10 – 20/10
SG$650/nighttotal: SG$5200 (8 )

Newly Renovated Carriage House Near Town & Beaches

2 2
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.

Best Madison, CT accommodations with a kitchen

Stylish Modern Tiny Stay Steps From The Ocean - Madison, CT
8.7 6 reviews
Madison, CT
22/11 – 29/11
SG$148/nighttotal: SG$1036 (7 )

Stylish Modern Tiny Stay Steps From The Ocean

1 2
house , Clinton
This modern guest house is located in Clinton, a short 50-meter walk from the ocean, offering easy access to local shops and beaches.
This one-bedroom, one-bathroom property accommodates two guests and features air conditioning, a fridge, a microwave, and on-site parking, making it ideal for couples or solo travellers.
New Coastal Cottage 2 Miles To Beach + Lake Access - Madison, CT
10 2 reviews
Madison, CT
27/06 – 04/07
SG$705/nighttotal: SG$4935 (7 )

New Coastal Cottage 2 Miles To Beach + Lake Access

2 4
apartment , Clinton
This newly refurbished flat is located 3.2 kilometres from Hammonassett Beach and downtown Madison, and a short walk to Boulder Lake Beach, also offering proximity to downtown Clinton.
This two-bedroom flat accommodates up to six guests and features air conditioning, a kitchen, Wi-Fi, a screened-in porch with outdoor dining, and a fire pit for evening relaxation.
New Charming Coastal Bungalow Steps From The Beach - Madison, CT
Madison, CT
23/06 – 26/06
SG$536/nighttotal: SG$1608 (3 )

New Charming Coastal Bungalow Steps From The Beach

1 3
apartment , Madison
This newly remodelled two-bedroom flat offers exceptional proximity to the beach, just 152 metres away, and is conveniently situated 2.4 kilometres from downtown Madison, providing easy access to local shops and restaurants, whilst being mere minutes from Hammonasset Beach State Park.
Accommodating up to six guests, this coastal getaway features two queen beds and a pull-out sofa, a full bathroom with a walk-in shower, private driveway parking for two vehicles, and is located in a quiet, walkable neighbourhood.
Enjoy A Taste Of New England In Historic Guilford Ct - Madison, CT
10 15 reviews
Madison, CT
11/07 – 18/07
SG$443/nighttotal: SG$3101 (7 )

Enjoy A Taste Of New England In Historic Guilford Ct

2 4
apartment , Guilford
This charming house is situated in central Guilford, just a short walk from the Guilford Art Center and Hyland House Museum. It has received excellent user ratings, making it a popular choice for travellers.
The property has two bedrooms and a sofa bed, comfortably accommodating up to four guests. It offers a range of amenities, including a fully equipped kitchen, a patio, a garden, a spa, and parking.
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