This apartment is situated in Madison Center, a short walk from Madison Beach Club and Madison Beach Hotel, both less than 0.8 kilometres away, and within 1.6 kilometres of the town centre. It has excellent user, location and cleanliness ratings. The property is a spacious four-bedroom apartment that comfortably sleeps 10 guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, a spa, parking and internet access. Guests can enjoy a variety of activities such as swimming, boating, and exploring the nearby attractions.
10 12 reviews
Madison, CT
12/10 – 21/10
SG$525/nighttotal: SG$4725 (9 )
Flip-flop
1 2
house , Madison
This Madison property offers convenient walking access to a private beach association and is situated near Hammonasset Beach State Park. The one-bedroom, one-bathroom house sleeps three guests and features a first-floor kitchen, laundry facilities, a private patio with grill, and a spacious open-plan second floor with a relaxing sitting area.
9.8 26 reviews
Madison, CT
15/07 – 18/07
SG$1631/nighttotal: SG$4893 (3 )
Waterside Retreat! 4br/3ba With Private Dock/views
1 11
apartment , Clinton
Waterside, a four-bedroom house in Clinton, Connecticut, is located steps from Clinton Town Beach and offers direct waterfront access to the Hammock River with a private dock, situated approximately 322 km from both New York City and Boston, and 72 km from Hartford. This self-catering property sleeps eight guests and boasts a gourmet kitchen with Wolf Sub-Zero appliances, three bathrooms, extensive outdoor space including a patio with a grill and fire pit, plus plentiful amenities such as beach gear, Wi-Fi and a dedicated workspace.
8.7 6 reviews
Madison, CT
12/10 – 21/10
SG$148/nighttotal: SG$1332 (9 )
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.
Madison, CT
23/06 – 26/06
SG$1093/nighttotal: SG$3279 (3 )
Coastal Home Steps To Sound! - Hottub - Central Ac
1 3
apartment , Madison
This waterfront flat in Madison offers direct access to the Long Island Sound and is just 805 metres from East Wharf Beach, with downtown Madison and its amenities also within easy reach. This well-appointed apartment accommodates up to 10 guests with its flexible sleeping arrangements and features central air conditioning, a hot tub, and a screened-in porch for comfortable outdoor entertaining.
Madison, CT
18/06 – 29/06
SG$1650/nighttotal: SG$18150 (11 )
Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms.
4 6
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.
9.5 205 reviews
Madison, CT
18/06 – 29/06
SG$1083/nighttotal: SG$11913 (11 )
Postcard Cabins Machimoodus, Outdoor Collection By Marriott Bonvoy
3 6
cabin , East Haddam
This East Haddam cottage is situated in a regional park, 1.1 kilometres from Machimoodus State Park and under 10 kilometres from the Goodspeed Opera House and Comstock Bridge. The self-catering lodge offers a kitchenette with a stove, private shower, patio, and free on-site parking, perfect for exploring nearby attractions such as Gillette Castle State Park and Cockaponset State Forest.
8.6 26 reviews
Madison, CT
23/06 – 26/06
SG$1087/nighttotal: SG$3261 (3 )
Waterfront Lakehouse Getaway In Clinton W/ Hot Tub
1 3
apartment , Clinton
The Lakehouse retreat is situated on the tranquil shores of a lake in Clinton, just a short drive from the town centre and a few minutes from the scenic Clinton River Trail. This lakeside retreat offers a peaceful escape from the hustle and bustle of city life. The Lakehouse comfortably accommodates up to ten guests in four bedrooms, making it ideal for families or groups of friends. The property features a private dock, a cosy fireplace, a garden, and a fully equipped kitchen with a fridge and microwave.
Madison, CT
15/07 – 18/07
SG$9702/nighttotal: SG$29106 (3 )
Grace Island. \Nprivate Island! Vacations, Getaways, Weddings & Special Events.
11 11
apartment , Branford
Grace Island, a short distance off the coast of Branford, Connecticut, offers a secluded escape just a stone's throw from Farm River State Park and West Rock Ridge State Park. This historic island, built in 1850, provides a unique blend of history and modern comfort. The 604 square metre property boasts 11 bedrooms, 6 bathrooms, and can accommodate up to 22 guests. Grace Island offers a range of amenities including a fully equipped kitchen, a spacious garden, a tennis court, and a terrace, perfect for enjoying the island's natural beauty.
9.7 35 reviews
Madison, CT
12/10 – 21/10
SG$1187/nighttotal: SG$10683 (9 )
Historic Beachside Glamour
1 2
apartment , Madison
This charming seaside cottage is located directly across the street from East Wharf Beach in Madison, just a short walk from the town centre and its shops and restaurants. The property has consistently received excellent reviews from guests for its location, cleanliness and overall quality. This spacious six-bedroom house, perfect for families or groups of up to twelve guests, boasts modern amenities such as air conditioning, a fully equipped kitchen, and private parking for up to three cars. Guests can enjoy the private garden, relax on the beach, or explore the nearby attractions.
10 111 reviews
Madison, CT
12/10 – 21/10
SG$398/nighttotal: SG$3582 (9 )
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.
10 5 reviews
Madison, CT
12/10 – 21/10
SG$648/nighttotal: SG$5832 (9 )
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 lodgings with a pool
Among the 113 accommodations in Madison, CT, here are the 4 best ones with a pool
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.
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.
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.
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
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.
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.
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.
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
What are the most convenient modes of transportation within Madison, CT?
Madison is a relatively small town, and most places are within walking distance. You can also get around by bicycle, as there are dedicated bike paths throughout the town. If you need to travel further afield, the Shoreline East train line stops in Madison and connects you to other towns along the Connecticut coast.
What outdoor activities and adventures are popular in and around Madison, CT?
Madison is a haven for outdoor enthusiasts. The coastal location offers plenty of opportunities for kayaking, paddleboarding, and sailing. The Hammonasset Beach State Park has hiking trails and a nature centre. For a more challenging adventure, try rock climbing at East Rock Park in nearby New Haven.
What are the best accommodations with a pool in Madison, CT?
What types of accommodations are available in Madison, CT?
Madison offers a range of accommodation options. There are several charming bed and breakfasts, as well as a handful of hotels and motels. If you're looking for a more private experience, you can find vacation rentals on the coast or in the countryside.
What are the best accommodations with a jacuzzi in Madison, CT?
The best time to visit Madison is during the summer months, from June to August, when the weather is warm and sunny and the beaches are bustling. However, if you prefer a quieter experience, spring or autumn can be lovely, with mild temperatures and vibrant foliage.
What are the best accommodations for families and kids in Madison, CT?
In which part of Madison, CT should you consider renting accommodation?
If you're looking to be close to the beach, consider renting accommodation in the Madison Beach area. For a more central location, the village centre on the Madison Green is a good choice. If you prefer a quieter experience, the residential neighbourhoods further inland offer a peaceful retreat.
What are the best pet friendly accommodations in Madison, CT?
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.
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.
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.
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
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.
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.
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.
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.