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Madison, CT place to stay
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179 Lodgings in Madison, CT

Best Madison, CT lodging with a pool

Among the 179 accommodations in Madison, CT, here are the 4 best ones with a pool

Charming Beach Home, Complete With Pool & Cozy Guest House! - Madison, CT
9.8 48 reviews

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

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.
Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
9.8 11 reviews

Private Pool! Getaway, 14 Mi To Hammonasset Beach

apartment, Killingworth
This holiday home is located in Killingworth, Connecticut, just a short drive from beaches, hiking trails, and lakes. It boasts excellent user, location, and cleanliness ratings.
This spacious property can accommodate up to 8 guests across 4 bedrooms and 2 bathrooms. Guests can enjoy a private pool, deck with a gas grill, fire pit, a walking trail, and a babbling brook, perfect for relaxing and enjoying the Connecticut weather.
Clinton Beach House & Cottage W/ Pool, Near Shore - Madison, CT
9.9 23 reviews

Clinton Beach House & Cottage W/ Pool, Near Shore

apartment, Clinton
This five-bedroom, three-bathroom house in Clinton is located a short distance (approximately 0.24 km) from the town's marinas and beach.
Sleeping up to 14 guests, this spacious property boasts a private in-ground pool, fully fenced backyard with fire pit, and is close to Clinton's waterside attractions.
The Killingworth Estate - Madison, CT
9.8 12 reviews

The Killingworth Estate

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.

Best family friendly Madison, CT lodging

Among the 179 accommodations in Madison, CT, here are the 4 best for families

Madison Beach House:  An Oasis On The Ct Shoreline - Madison, CT
10 1 review

Madison Beach House: An Oasis On The Ct Shoreline

apartment, Madison
This Madison beach house is located on a quiet street just 1.6km from the Long Island Sound and its beautiful beaches. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This spacious five-bedroom, three-bathroom home can comfortably accommodate up to eight guests. The apartment offers a fully equipped kitchen, a relaxing porch with views of the Long Island Sound, a private garden, and a barbecue for outdoor dining, as well as direct beach access and a range of local activities.
Spacious 5 Br Home Near Town - Madison, CT
9.6 124 reviews

Spacious 5 Br Home Near Town

apartment, Guilford
This spacious five-bedroom farmhouse is situated in the Historic Guilford neighbourhood, approximately 1.6 kilometres from Guilford town centre and offers easy access to I-95.
The two-storey property sleeps ten guests, boasting a fully equipped kitchen with dishwasher, a garden, parking, and excellent proximity to hiking trails and a Pick Your Own farm.
Summer Is Filling Up-beach, Shopping And Golf - Madison, CT
10 5 reviews

Summer Is Filling Up-beach, Shopping And Golf

apartment, Clinton
This seaside Clinton holiday home is situated within 3.2km of Bailey's Dog Park and Clinton Crossing Premium Outlets, and within 4.8km of Clinton Plaza Shopping Centre and the Adam Stanton House and General Store Museum.
This three-bedroom, three-bathroom property offers 177 square metres of space, accommodating up to six guests, and features a fully equipped kitchen, garden, terrace, free Wi-Fi, on-site arcade, and barbecue facilities.
Treasured 1924 Colonial "Sweet Caroline" - Madison, CT
9.9 120 reviews

Treasured 1924 Colonial "Sweet Caroline"

apartment, Clinton
This charming colonial apartment is located in Clinton, Connecticut, just a short walk from the beautiful Connecticut shoreline and a few kilometres from the historic Clinton Town Centre. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment has four bedrooms and one bathroom, comfortably accommodating up to eight guests. The apartment boasts a range of modern amenities, including a 50-inch smart TV, a soundbar, Blu Ray player, Wi-Fi, and a washer/dryer. Guests can also enjoy the convenience of a fully equipped kitchen, parking, and air conditioning.

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, so getting around is easy. You can easily walk or bike around the town centre and the beach areas. If you're planning to explore further afield, renting a car is the best option. There is also a local bus service, but it's not as frequent as in larger cities.
  • What outdoor activities and adventures are popular in and around Madison, CT?

    Madison is a haven for outdoor enthusiasts. The town has several parks and nature preserves, perfect for hiking, kayaking, and birdwatching. The Hammonasset Beach State Park offers opportunities for swimming, sunbathing, and fishing. For a more challenging adventure, try rock climbing at East Rock Park in nearby New Haven.
  • What types of accommodations are available in Madison, CT?

    Madison offers a range of accommodation options to suit all budgets. You can find charming bed and breakfasts, comfortable motels, and luxurious hotels. There are also several vacation rentals available, from cosy cottages to spacious apartments. For a unique experience, consider staying at the Madison Beach Hotel, a historic landmark with stunning ocean views.
  • When is the best time to visit 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 with activity. If you prefer a quieter experience, spring and autumn offer pleasant weather and fewer crowds. You can also enjoy the festive atmosphere of the holiday season in December.
  • What local dishes and culinary experiences are a must-try in Madison, CT?

    Madison has a vibrant culinary scene, with a focus on fresh seafood and local produce. Be sure to try the lobster rolls, a classic New England dish. The town is also home to several excellent Italian restaurants, serving up delicious pasta and pizza. For a sweet treat, try the famous Madison Beach Hotel's ice cream, a local favourite.
  • In which part of Madison, CT should you consider renting accommodation?

    The best areas to rent accommodation in Madison depend on your preferences. If you want to be close to the beach, consider staying in the Madison Beach area. For a more central location, the historic town centre offers easy access to shops, restaurants, and attractions. If you prefer a quieter setting, the residential areas of the town are also a good option.

Popular destinations

Best Madison, CT accommodations with a balcony

Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms. - Madison, CT
No reviews

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

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.

Best Madison, CT accommodations with a kitchen

Coral Cottage - In Clinton Harbor! - Madison, CT
10 2 reviews

Coral Cottage - In Clinton Harbor!

apartment, Clinton
This boutique cottage in Clinton, CT, is a short 300-meter walk from the harbour, boat launch, and waterfront dining establishments including Shanks, Rocky's Aqua, and Lobster Landing, offering convenient access to local attractions such as the Adam Stanton House and General Store Museum.
This 139 square meter residence accommodates up to six guests with three bedrooms and two bathrooms, featuring a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and three provided kayaks for exploring the local waterways.
Waterfront Home 5 Night Min. Stay In July&aug - Madison, CT
9.4 7 reviews

Waterfront Home 5 Night Min. Stay In July&aug

apartment, Guilford
This charming cottage is situated in the Sachems Head area of Guilford, just under 10km from the town centre and its shops and restaurants. The property has received excellent ratings for location, cleanliness and overall experience.
The cottage can accommodate up to six guests in its four bedrooms and two bathrooms. Amenities include a kitchen, swimming pool, fitness centre, parking, internet access, and the option to bring pets.
2 Mi To Dtwn: 2-acre Retreat W/ Large Yard! - Madison, CT
9.8 11 reviews

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

apartment, Madison
This Madison seaside property is situated less than 2km from Hammonasset Beach State Park, the Allis-Bushnell House and Museum, and the Scranton Memorial Library, with RJ Julia Booksellers and Anna Mia's also nearby.
This 372 square metre house offers four bedrooms, three bathrooms, sleeps six guests, and boasts a fully equipped kitchen, terrace, garden, parking, and air conditioning.
Zakus Lake House - Madison, CT
9.9 34 reviews

Zakus Lake House

apartment, Clinton
This peaceful house is located in Clinton, just a short distance from the lake, offering a tranquil retreat from the hustle and bustle of everyday life. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment has five bedrooms and two bathrooms, comfortably accommodating up to ten guests. The property features a private backyard with a BBQ, fire pit, and a full deck overlooking the serene lake, perfect for enjoying the peaceful surroundings and creating memorable moments with loved ones.
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