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 – 21/10
SG$1853/nighttotal: SG$16677 (9 )

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.
The Killingworth Estate - Madison, CT
9.8 10 reviews
Madison, CT
23/06 – 26/06
SG$2421/nighttotal: SG$7263 (3 )

The Killingworth Estate

4 3
house , Killingworth
This 67-acre lakefront property is located in Killingworth, a short drive from the town centre and the Connecticut shoreline. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious house has four bedrooms and can sleep up to 11 guests. The property offers a range of amenities, including a swimming pool, tennis court, and a fully equipped kitchen.
Luxury Riverfront Estate | Pool, Spa & Tennis - Madison, CT
10 32 reviews
Madison, CT
12/10 – 21/10
SG$1397/nighttotal: SG$12573 (9 )

Luxury Riverfront Estate | Pool, Spa & Tennis

1 2
house , Killingworth
This luxurious Killingworth estate, situated on a secluded 3.5-acre property approximately 24km from the Connecticut shoreline, offers breathtaking views and complete privacy.
The four-bedroom, two-bathroom dwelling boasts a heated swimming pool and spa (seasonal June-October), a private tennis court, and ample space for eight guests, including a gourmet kitchen with top-of-the-line appliances and a vintage dining room table seating up to ten.
Charming Beach Home, Complete With Pool & Cozy Guest House! - Madison, CT
9.8 43 reviews
Madison, CT
12/10 – 21/10
SG$1124/nighttotal: SG$10116 (9 )

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.

Best family friendly Madison, CT lodging

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

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.
Coastal Getaway On Marsh Near Beach, Town, Trails - Madison, CT
9.8 11 reviews
Madison, CT
22/11 – 29/11
SG$646/nighttotal: SG$4522 (7 )

Coastal Getaway On Marsh Near Beach, Town, Trails

1 2
apartment , Guilford
This three-bedroom Guilford property, a short 1.6km drive from Guilford Green, offers easy access to Hammonasset Beach and Thimble Island Cruises.
The spacious house, featuring a remodeled kitchen, two bathrooms, and a two-car garage, comfortably accommodates eight guests and includes amenities such as beach equipment, a barbecue, and ample bedding.
Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
9.2 5 reviews
Madison, CT
12/10 – 21/10
SG$803/nighttotal: SG$7227 (9 )

Private Pool! Getaway, 14 Mi To Hammonasset Beach

4 2
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.
Steps To Beach! Custom-built House With Panoramic Ocean Views, Wrap-around Deck. - Madison, CT
10 55 reviews
Madison, CT
12/10 – 21/10
SG$1294/nighttotal: SG$11646 (9 )

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

4 2
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.

Frequently asked questions about accommodations in Madison, CT

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Best Madison, CT accommodations with a balcony

Shoreline Oasis - Madison, CT
9.2 7 reviews
Madison, CT
12/10 – 21/10
SG$277/nighttotal: SG$2493 (9 )

Shoreline Oasis

1 2
apartment , Clinton
This Clinton city-centre apartment offers easy access to the waterfront, train station, and Lobster Landing, with Hammonassett State Park and Chamard Vineyards within a short 8km drive.
The 51-square-metre self-contained flat comprises one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, Netflix/Hulu access, a terrace, and private parking.
Stunning Historic Waterfront Mansion With Pool - Madison, CT
Madison, CT
23/06 – 26/06
SG$1952/nighttotal: SG$5856 (3 )

Stunning Historic Waterfront Mansion With Pool

5 3
apartment , Clinton
This historic 5-bedroom former Clinton Country Club Clubhouse offers direct waterfront views of Clinton Harbour and Meigs Point, situated less than 1 kilometre from Clinton's shops and restaurants.
This luxury flat accommodates up to 10 guests with a chef's kitchen featuring Sub-Zero appliances, a Gunite swimming pool, multiple decks, and private nanny quarters, all equipped with air conditioning, Wi-Fi, and parking.
Charming Cottage By The Sea - Madison, CT
9.6 16 reviews
Madison, CT
22/11 – 29/11
SG$698/nighttotal: SG$4886 (7 )

Charming Cottage By The Sea

2 2
apartment , Guilford
This beach house is situated in Guilford, just 5km from Chaffinch Island State Park, Guilford Art Center, and Hyland House Museum, offering easy access to local attractions. The property has received excellent user ratings, so you can be assured of a comfortable and enjoyable stay. This two-bedroom, two-bathroom property can comfortably accommodate up to six guests. The house provides a range of amenities, including a Jacuzzi, a terrace, a garden, a spa, parking, and a fully equipped kitchen, perfect for relaxing and enjoying your time in Guilford.
Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger - Madison, CT
9.6 10 reviews
Madison, CT
22/11 – 29/11
SG$620/nighttotal: SG$4340 (7 )

Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger

4 2
apartment , Killingworth
This waterfront property is located in Killingworth, Connecticut, just a short distance from Cockaponset State Forest and Sundial Herb Garden, offering easy access to nature and local attractions. The property has received excellent guest ratings, highlighting its comfortable and enjoyable stay.
This four-bedroom house spans 121 square metres and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a terrace, a garden, and parking, providing everything you need for a relaxing and enjoyable stay.

Best Madison, CT accommodations with a kitchen

Quiet Killingworth Rental W/ Deck & Grill! - Madison, CT
Madison, CT
12/10 – 21/10
SG$229/nighttotal: SG$2061 (9 )

Quiet Killingworth Rental W/ Deck & Grill!

1 2
apartment , Killingworth
This charming self-catering apartment is located on a small farm in Killingworth, just 5 kilometres from Chatfield Hollow State Park and East Wharf Beach Park. The surrounding area offers a tranquil and peaceful setting, perfect for those seeking a break from the hustle and bustle of city life.
The apartment has one bedroom and one bathroom, suitable for up to two guests. It comes with a range of amenities, including a fully equipped kitchen, air conditioning, and parking for two vehicles, as well as access to shared facilities such as a patio, barbecue area, and the opportunity to interact with friendly farm animals.
2 Mi To Dtwn: 2-acre Retreat W/ Large Yard! - Madison, CT
9.5 2 reviews
Madison, CT
22/11 – 29/11
SG$644/nighttotal: SG$4508 (7 )

2 Mi To Dtwn: 2-acre Retreat W/ Large Yard!

3 2
house , Madison
This three-bedroom house, perfect for eleven guests, is situated in Madison, Connecticut, a two-mile (3.2km) drive from the town centre and within walking distance of Hammonasset Beach State Park.
The 372-square-metre property boasts a fully equipped kitchen, three bathrooms, free Wi-Fi, and parking, with proximity to New Haven's attractions including Yale University and Tweed-New Haven Airport.
Waterfront Lakehouse W/hot Tub In Clinton, Ct. Pet-friendly! - Madison, CT
Madison, CT
23/06 – 26/06
SG$1084/nighttotal: SG$3252 (3 )

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

4 3
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.
Walk To Coast! Convenient Cottage In Dtwn Madison - Madison, CT
Madison, CT
12/10 – 21/10
SG$245/nighttotal: SG$2205 (9 )

Walk To Coast! Convenient Cottage In Dtwn Madison

1 2
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.
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