Search accommodations in Madison, CT

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

Best Madison, CT lodging with a pool

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

Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
Madison, CT
12/10 – 20/10
₹60697/nighttotal: ₹485576 (8 )

Private Pool! Getaway, 14 Mi To Hammonasset Beach

1 2
cottage , Killingworth
This Killingworth holiday home is conveniently located within 10km of the Sundial Herb Garden, Cockaponset State Forest, and Millers Pond State Park, and within 14km of Chatfield Hollow and Higganum Reservoir State Parks.
The pet-friendly property boasts two bathrooms, a fully equipped kitchen with microwave and dishwasher, a balcony, air conditioning, a swimming pool, parking, and Wi-Fi; nearby activities include barbequing and exploring the numerous state parks.
Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
Madison, CT
12/10 – 20/10
₹58841/nighttotal: ₹470728 (8 )

Private Pool! Getaway, 14 Mi To Hammonasset Beach

4 2
house , Killingworth
This Killingworth holiday home, situated approximately 21 kilometres from Wesleyan University and 24 kilometres from the Goodspeed Opera House, offers a peaceful retreat in Connecticut.
The 189-square-metre property boasts four bedrooms, two bathrooms, sleeps fifteen guests, and includes a private pool, terrace, free Wi-Fi, and a fully equipped kitchen with dishwasher.
Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms. - Madison, CT
Madison, CT
27/06 – 04/07
₹147341/nighttotal: ₹1031387 (7 )

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

4 4
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.
Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
9.8 10 reviews
Madison, CT
12/10 – 20/10
₹58919/nighttotal: ₹471352 (8 )

Private Pool! Getaway, 14 Mi To Hammonasset Beach

4 2
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.

Best family friendly Madison, CT lodging

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

Adorable Cottage With Cottage Porch, Walk To Water & Town - Madison, CT
8.8 6 reviews
Madison, CT
11/07 – 18/07
₹42262/nighttotal: ₹295834 (7 )

Adorable Cottage With Cottage Porch, Walk To Water & Town

2 4
cottage , Westbrook
This Westbrook Centre holiday home is situated 1.8km from Westbrook Town Beach and within a short drive of Tanger Outlets and Chalker Beach.
The 65 square metre property boasts two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen, private patio, spa, and free Wi-Fi.
Coastal Farmhouse Walking Distance To Town - Madison, CT
10 63 reviews
Madison, CT
22/11 – 29/11
₹64243/nighttotal: ₹449701 (7 )

Coastal Farmhouse Walking Distance To Town

1 2
apartment , Guilford
This fully renovated apartment is located a short walk (1.1 miles) from Guilford's historic town green, which is filled with restaurants and shops. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has three bedrooms, two bathrooms, and can comfortably accommodate up to six guests. It features air conditioning, a fully equipped kitchen, and easy access to nearby beaches, shopping, and the town's attractions.
Newly Renovated Carriage House Near Town & Beaches - Madison, CT
10 5 reviews
Madison, CT
12/10 – 20/10
₹48272/nighttotal: ₹386176 (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.
The Millhouse Downtown Chester - Madison, CT
10 116 reviews
Madison, CT
02/08 – 07/08
₹51737/nighttotal: ₹258685 (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.

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.

Destinations nearby

Best Madison, CT accommodations with a balcony

Bliss By The Sea - Cozy Beachside Escape - Madison, CT
10 1 review
Madison, CT
23/06 – 26/06
₹64185/nighttotal: ₹192555 (3 )

Bliss By The Sea - Cozy Beachside Escape

2 3
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.
Quarry House: Mid-century Modern - Madison, CT
9.0 2 reviews
Madison, CT
02/08 – 07/08
₹119042/nighttotal: ₹595210 (5 )

Quarry House: Mid-century Modern

4 4
apartment , Haddam
This Haddam, Connecticut property, a mid-century modern house situated on a hill overlooking a river, is near the Goodspeed Opera House and other attractions.
The 202-square-metre (approximately 2178 square feet) dwelling boasts four bedrooms, three bathrooms, and can accommodate eight guests, featuring a kitchen with fridge, microwave, and dishwasher, plus air conditioning, a terrace, garden, and parking.
New Madison Beach House - Ocean Front- Great Views- Booking Summer 2026 - Madison, CT
10 68 reviews
Madison, CT
12/10 – 20/10
₹78561/nighttotal: ₹628488 (8 )

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

4 2
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.
Stunning Historic Waterfront Mansion With Pool - Madison, CT
Madison, CT
23/06 – 26/06
₹144929/nighttotal: ₹434787 (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.

Best Madison, CT accommodations with a kitchen

Relaxing Summer Rental, Walking Distance To The Beach, Short Ride To The Outlets - Madison, CT
9.8 48 reviews
Madison, CT
11/07 – 18/07
₹40807/nighttotal: ₹285649 (7 )

Relaxing Summer Rental, Walking Distance To The Beach, Short Ride To The Outlets

3 4
apartment , Westbrook
This holiday home is located in Westbrook Center, just a short walk from Westbrook Town Beach and a short drive from Tanger Outlets. It’s rated excellent by previous guests and is ideal for a relaxing escape.
The property is a spacious three-bedroom house with one bathroom, offering 116 square metres of living space and sleeping up to six guests. It comes with a fully equipped kitchen, a patio, and a garden, perfect for enjoying outdoor meals and relaxing evenings.
Quiet Killingworth Rental W/ Deck & Grill! - Madison, CT
10 13 reviews
Madison, CT
12/10 – 20/10
₹19958/nighttotal: ₹159664 (8 )

Quiet Killingworth Rental W/ Deck & Grill!

1 2
apartment , Killingworth
This Killingworth seaside flat is situated 15km from attractions including the Sundial Herb Garden and Chatfield Hollow State Park.
The 89 square metre self-catering apartment sleeps four, boasting a fully equipped kitchen, Wi-Fi, parking, and a playground nearby.
Cozy Garden Apartment Along The Shoreline - Madison, CT
9.6 69 reviews
Madison, CT
22/11 – 29/11
₹19735/nighttotal: ₹138145 (7 )

Cozy Garden Apartment Along The Shoreline

1 2
apartment , Guilford
This one-bedroom apartment is located in Guilford, Connecticut, a short drive from New Haven's City Hall and Thimble Islands, offering a peaceful retreat away from the city's bustle. Guests consistently praise the apartment's excellent cleanliness, location, and overall experience.
The apartment spans 400 square metres and includes a fully equipped kitchen, a private patio with garden views, and access to a range of amenities including a Jacuzzi, spa, and parking. Enjoy windsurfing and fishing nearby, relax on the terrace, or simply unwind with streaming services and complimentary Wi-Fi.
The Connecticut Cottage Historic Modern Charm - Madison, CT
Madison, CT
02/08 – 07/08
₹56164/nighttotal: ₹280820 (5 )

The Connecticut Cottage Historic Modern Charm

2 4
cottage , Clinton
This 1790s stone holiday home in Clinton offers a prime shoreline position, located 5 minutes' drive from Clinton Outlets and Town Beach, and 10-15 minutes' drive from Madison Beaches and Old Saybrook Historic Downtown.
This two-bedroom, two-bathroom holiday home accommodates up to four guests and features air conditioning, Wi-Fi, a garden, and parking, with nearby attractions including the Allis-Bushnell House and Museum and the Hyland House Museum.
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