Apartments and Condos in Madison, CT

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Madison, CT apartments
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130 Apartments or condos in Madison, CT

Best family friendly Madison, CT apartment rentals

Among the 130 accommodations in Madison, CT, here are the 4 best family friendly apartments

The Mermaids Cove - Madison, CT
9.6 10 reviews

The Mermaids Cove

apartment, Madison
This Madison cottage, situated on a quiet, private street with direct beach access to the Long Island Sound, offers a peaceful retreat close to Madison town centre.
Sleeping five guests, this three-bedroom, one-bathroom property boasts a full kitchen, fireplace, smart TV, patio with wheelchair access, screened porch, and a hybrid bicycle for guest use; enjoy the private beach and proximity to local restaurants and attractions.
New Madison Beach House - Ocean Front- Great Views- Booking Summer 2026 - Madison, CT
10 74 reviews

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

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.
Grace Island.   Private Island!  Vacations, Getaways, Weddings & Special Events. - Madison, CT
No reviews

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

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.
Entire Home - Cheerful 4 Bedroom On The Shoreline. - Madison, CT
10 39 reviews

Entire Home - Cheerful 4 Bedroom On The Shoreline.

apartment, Guilford
This four-bedroom apartment is conveniently located in Guilford, just a short walk from the harbour, beach, and town centre, making it perfect for exploring this charming coastal town. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment offers plenty of space for a large group, with four bedrooms and two bathrooms, accommodating up to eight guests. Guests can enjoy a fully equipped kitchen, a private garden, and central air conditioning, as well as free parking and internet access.

Best Madison, CT apartments rentals with a pool

Among the 130 accommodations in Madison, CT, here are the 4 best apartment with a pool

Killingworth Estate - Elite Amenities & Finishings - Madison, CT
9.9 36 reviews

Killingworth Estate - Elite Amenities & Finishings

apartment, Killingworth
This expansive Killingworth/Madison property is located in a tranquil country setting, offering convenient access to the Shoreline beaches, acclaimed restaurants, and scenic hiking trails within a few kilometres.
This six-bedroom residence accommodates up to ten guests and features a resort-style oasis with a saltwater pool and spa, an outdoor kitchen with a pizza oven, an in-home theatre, and a private gym, all set on over two acres of land with recreational amenities.
Iconic Beachfront Summer Estate East, Shared Pool - Madison, CT
9.8 55 reviews

Iconic Beachfront Summer Estate East, Shared Pool

apartment
This summer house on Middle Beach Road in Madison, Connecticut is just a short distance from the town centre and offers private waterfront access to Long Island Sound. The property has received excellent ratings for user experience, location and cleanliness.
The house is spread over 366 square metres and has nine bedrooms, comfortably sleeping 20 guests. It offers a range of amenities including a private beach, a swimming pool, a garden, parking, and a fully equipped kitchen.
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.
Private Pool! Getaway, 14 Mi To Hammonasset Beach - Madison, CT
9.2 5 reviews

Private Pool! Getaway, 14 Mi To Hammonasset Beach

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.

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Best Madison, CT apartment rentals with air conditioning

New Charming Coastal Bungalow Steps From The Beach - Madison, CT
10 10 reviews

New Charming Coastal Bungalow Steps From The Beach

apartment, Madison
This newly remodelled two-bedroom flat offers exceptional proximity to the beach, just 152 metres away, and is conveniently situated 2.4 kilometres from downtown Madison, providing easy access to local shops and restaurants, whilst being mere minutes from Hammonasset Beach State Park.
Accommodating up to six guests, this coastal getaway features two queen beds and a pull-out sofa, a full bathroom with a walk-in shower, private driveway parking for two vehicles, and is located in a quiet, walkable neighbourhood.
42 Wall - The Heart Of Madison - Madison, CT
9.8 19 reviews

42 Wall - The Heart Of Madison

apartment, Madison
This two-bedroom flat is located on Wall Street in downtown Madison, offering immediate walking access to shops, restaurants, the library, a cinema, the beach, the historic town green, and the shoreline.
This well-appointed flat accommodates up to four guests and features air conditioning, parking, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher.
Relax In A Cabin By The Beach (Cottage No.2) - Madison, CT
9.3 21 reviews

Relax In A Cabin By The Beach (Cottage No.2)

apartment, Madison
This Madison cottage is situated near Madison's beach and greenway trail, a short drive (approximately 1.6 km) from the town centre.
Sleeping up to three guests, this self-catering holiday home boasts a full galley kitchen, a smart TV, and a queen bed plus sofa bed; all cleaning and amenities are included in the nightly rate.
Quiet Killingworth Rental W/ Deck & Grill! - Madison, CT
10 14 reviews

Quiet Killingworth Rental W/ Deck & Grill!

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.

Best pet-friendly Madison, CT apartment rentals

Coastal Getaway With Water Views In Every Room - Madison, CT
9.8 67 reviews

Coastal Getaway With Water Views In Every Room

apartment, Madison
This three-bedroom Madison waterfront apartment, boasting stunning views of the Long Island Sound and East River, offers convenient access to local attractions.
Sleeping up to six guests, the property features a modern open-plan layout, including a private deck, two parking spaces, and a fully equipped kitchen with dishwasher, plus a private garage and internal stairs.
New Coastal Cottage 2 Miles To Beach + Lake Access - Madison, CT
10 7 reviews

New Coastal Cottage 2 Miles To Beach + Lake Access

apartment, Clinton
This holiday let in Clinton is located 3.2 kilometres from Hammonassett Beach and a short walk to Boulder Lake Beach, with downtown Madison and Clinton also 3.2 kilometres away.
This two-bedroom bungalow accommodates up to six guests and features air conditioning, Wi-Fi, a microwave oven, a dishwasher, and a screened-in porch with an outdoor picnic table and fire pit.
Thirsty Boots Farm - Madison, CT
No reviews

Thirsty Boots Farm

apartment, Killingworth
This Killingworth cottage is situated on a 9-acre farm near Chatfield Hollow State Park, approximately 48km from New Haven, Hartford, and New London.
The self-catering property sleeps four, boasting two bedrooms (one double, one with bunk beds), a full kitchen, bathroom, and private deck overlooking gardens; guests can enjoy horse riding and exploring the park's walking trails.
One Bedroom Apt-cristys Madison - Madison, CT
9.8 17 reviews

One Bedroom Apt-cristys Madison

apartment, Madison
This one-bedroom apartment is located just a minute's walk from two beaches and within easy walking distance of the town centre, shops and weekly events. It has excellent user, location and cleanliness ratings.
The apartment can comfortably accommodate up to four guests and features a fully equipped kitchen with a Keurig coffee machine, free cable/Roku and WiFi, a garden and parking. It also welcomes well-behaved dogs and has an on-site restaurant serving breakfast, lunch and dinner.
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