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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

Stunning Historic Waterfront Mansion With Pool - Madison, CT
Madison, CT
18/06 – 29/06
₹214054/nighttotal: ₹2354594 (11 )

Stunning Historic Waterfront Mansion With Pool

5 6
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.
Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
9.8 10 reviews
Madison, CT
22/11 – 29/11
₹51997/nighttotal: ₹363979 (7 )

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.
Luxury Riverfront Estate | Pool, Spa & Tennis - Madison, CT
10 32 reviews
Madison, CT
12/10 – 21/10
₹103715/nighttotal: ₹933435 (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.
Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond - Madison, CT
10 7 reviews
Madison, CT
12/10 – 21/10
₹137561/nighttotal: ₹1238049 (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.

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
22/11 – 29/11
₹28856/nighttotal: ₹201992 (7 )

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.
Marina Chic: Bright Seaside Gem - Madison, CT
10 37 reviews
Madison, CT
12/10 – 21/10
₹78234/nighttotal: ₹704106 (9 )

Marina Chic: Bright Seaside Gem

1 2
apartment , Guilford
The Point House in Guilford, Connecticut offers a superb location, a short walk from Guilford's beaches, restaurants, a marina, and the Guilford train station.
This three-bedroom, three-bathroom holiday home sleeps six (with an additional blow-up bed available), boasting a modern interior, full kitchen with dishwasher, air conditioning, a jacuzzi, and ample parking.
Charming Madison, Ct Carriage House Ocean Rental - Madison, CT
10 37 reviews
Madison, CT
22/11 – 29/11
₹27628/nighttotal: ₹193396 (7 )

Charming Madison, Ct Carriage House Ocean Rental

1 2
apartment , Madison
This charming cottage is located just a few hundred metres from the beach and a short walk from Madison's town centre, offering a peaceful retreat close to the action. It consistently receives excellent reviews for its location, cleanliness, and overall experience.
The cottage comfortably sleeps four guests and features a well-equipped kitchen, a private garden, and parking for one car. Guests can enjoy air conditioning, modern amenities, and a sunny porch for relaxing and soaking up the fresh air.
Madison Cozy Studio With Private Entrance - Madison, CT
9.8 580 reviews
Madison, CT
23/06 – 26/06
₹14191/nighttotal: ₹42573 (3 )

Madison Cozy Studio With Private Entrance

1 3
studio , Madison
This self-contained apartment is situated in a peaceful residential area in Madison, Connecticut, just 5 kilometres from the beach and the Shoreline East train station. The accommodation has consistently received excellent ratings for its cleanliness, location, and overall experience.
The studio has a separate entrance and bathroom, offering privacy for up to 4 guests. Amenities include a small fridge, microwave, coffee maker, Wi-Fi, air conditioning, and a private outdoor space with a fire pit and patio furniture.

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.
Charming Beach Home, Complete With Pool & Cozy Guest House! - Madison, CT
9.8 43 reviews
Madison, CT
12/10 – 21/10
₹83467/nighttotal: ₹751203 (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.
Newly Renovated Carriage House Near Town & Beaches - Madison, CT
10 5 reviews
Madison, CT
12/10 – 21/10
₹48101/nighttotal: ₹432909 (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.
Postcard Cabins Machimoodus, Outdoor Collection By Marriott Bonvoy - Madison, CT
9.5 205 reviews
Madison, CT
18/06 – 29/06
₹80423/nighttotal: ₹884653 (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.

Best Madison, CT accommodations with a kitchen

Tiny Home One Block From The Town Green. - Madison, CT
9.9 50 reviews
Madison, CT
22/11 – 29/11
₹18437/nighttotal: ₹129059 (7 )

Tiny Home One Block From The Town Green.

1 2
apartment , Guilford
This one-bedroom flat is situated in a peaceful neighbourhood just a short walk from the town green, placing you within easy reach of shops, restaurants, the train station, the marina, and Guilford beach. The property has received excellent ratings for its location, cleanliness, and overall experience.
The flat is ideal for couples or solo travellers, offering a comfortable full-size bed and a fully equipped kitchen. Guests can enjoy free Wi-Fi, on-street parking, and a prime location in the heart of Guilford.
Quiet Killingworth Rental W/ Deck & Grill! - Madison, CT
Madison, CT
12/10 – 21/10
₹17032/nighttotal: ₹153288 (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.
The Connecticut Cottage Historic Modern Charm - Madison, CT
Madison, CT
23/06 – 26/06
₹30675/nighttotal: ₹92025 (3 )

The Connecticut Cottage Historic Modern Charm

2 3
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.
Quiet Killingworth Rental W/ Deck & Grill! - Madison, CT
10 2 reviews
Madison, CT
12/10 – 21/10
₹20148/nighttotal: ₹181332 (9 )

Quiet Killingworth Rental W/ Deck & Grill!

1 2
apartment , Killingworth
This apartment is located in Killingworth, just 6 kilometres from Cockaponset State Forest, Sundial Herb Garden, and Chatfield Hollow State Park, and within 9 kilometres of Millers Pond State Park and North Madison Shopping Centre. The peaceful setting offers easy access to nature and local amenities.
The self-catering apartment has a fully equipped kitchen with an oven, stovetop, and microwave, as well as a TV, ceiling fan, and iron/ironing board. Guests can enjoy complimentary Wi-Fi and parking, and the smoke-free building provides a comfortable and clean environment.
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