Places to stay in Madison, CT

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Madison, CT place to stay
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179 Best places to stay in Madison, CT

Best Madison, CT lodgings with a pool

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

Roof Top Pool, Ocean Views, Private Beach! - Madison, CT
8.3 6 reviews

Roof Top Pool, Ocean Views, Private Beach!

apartment, Clinton
This Clinton flat, situated at the highest point of the shoreline, offers direct, private beach access and unparalleled panoramic ocean views, with sunrises and sunsets over the water.
Boasting old-world charm and rustic luxury, this Mediterranean-inspired dwelling accommodates up to five guests across two bathrooms, featuring a private plunge pool, outdoor shower, on-site kayaking, and potential discounts on Blue Heron Cruises.
Wonderful Spacious 4br Near Beaches, Wfh Office + Pool In Charming Guilford - Madison, CT
10 1 review

Wonderful Spacious 4br Near Beaches, Wfh Office + Pool In Charming Guilford

apartment, Guilford
This Guilford flat is situated just a few minutes from Guilford Green, Jacob's Beach, and Lake Quonnipaug, providing convenient access to coastal and natural attractions.
This property offers accommodation for up to 8 guests with 4 bedrooms, 3 bathrooms, a swimming pool, garden, parking, and a dedicated home office, ideal for those seeking a comfortable stay with access to local sights and day trips to Yale/New Haven (40 km), Mystic (160 km), and NYC (320 km).
Spacious 4br Near Beaches | Wfh Office + Pool - Madison, CT
10 8 reviews

Spacious 4br Near Beaches | Wfh Office + Pool

apartment, Guilford
This family-friendly flat in Guilford is located on a tranquil residential lane, offering a quiet escape just minutes from the historic Guilford Green and close to shoreline beaches and coastal dining.
The property sleeps up to eight guests with four bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, garden, parking, and a private yard, along with a dedicated workspace with fast Wi-Fi for remote work.
Charming Beach Home, Complete With Pool & Cozy Guest House! - Madison, CT
9.8 45 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.

Best family friendly Madison, CT lodging

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

Scenic Mulberry Point Connecticut Beach House - Madison, CT
9.9 83 reviews

Scenic Mulberry Point Connecticut Beach House

apartment, Guilford
This beachfront property is located in Guilford, just a short distance from Daniel's Beach, overlooking Indian Cove and Faulkners Lighthouse, offering stunning views of the coastline. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom apartment can comfortably accommodate up to six guests. It features a fully equipped kitchen, a spacious living area, and a private garden with a barbecue and fire pit, perfect for enjoying the outdoors. Guests can also enjoy the sunroom and deck, offering stunning views of the ocean.
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.
Beach With Free Pass! Shopping Outlets And Golf! - Madison, CT
9.6 84 reviews

Beach With Free Pass! Shopping Outlets And Golf!

apartment, Clinton
This apartment is located in Madison, Connecticut, just a short drive from Clinton, with easy access to 15 miles of beach, downtown Madison, and premium outlets within 8 kilometres. The property has excellent user, location and cleanliness ratings, making it a highly recommended choice for travellers.
The apartment offers comfortable accommodation for up to 6 guests with multiple bedrooms, a game room and a sunroom with a deck. It comes with a fully equipped kitchen, air conditioning, a private garden, parking and internet access, providing everything you need for a relaxing and enjoyable stay.
Shoreline Cottage By Beach; Birder's Paradise - Madison, CT
9.9 74 reviews

Shoreline Cottage By Beach; Birder's Paradise

apartment, Guilford
This Mulberry Point cottage in Guilford, Connecticut, is situated steps from a public beach and a short drive (approximately 1.6 km) from the Shoreline East train station, offering easy access to other attractions along the Connecticut shoreline.
The 700 sq ft property, boasting three bedrooms, one bathroom, and sleeping up to four guests, features a fully equipped kitchen, 43" Smart TV, fast WiFi, a stone fireplace, and stunning water views from a raised deck; nearby trails lead to Tuttle's Point, Mulberry Point, and Indian Cove.

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Best Madison, CT accommodations with a balcony

Blaidsdell House - Madison, CT
No reviews

Blaidsdell House

house, Clinton
Blaidsdell House in Clinton is located 2.7 kilometres from Clinton Town Beach, offering convenient coastal access.
This spacious 427 square metre detached house accommodates up to 19 guests with 3 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, garden, terrace with sea views, fireplace, and free Wi-Fi.
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.
Shoreline Oasis - Madison, CT
9.4 8 reviews

Shoreline Oasis

apartment, Clinton
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.
Adorable Cottage, 5 Min Walk To Water & Town - Madison, CT
9.4 15 reviews

Adorable Cottage, 5 Min Walk To Water & Town

apartment, Westbrook
This charming cottage is located in Westbrook Center, just a 1.5 kilometre walk from Middle Beach and a 6 kilometre drive from Quotonset Beach, offering easy access to the beautiful coastline. The cottage has consistently received excellent reviews from previous guests, highlighting its comfortable and convenient features.
This two-bedroom property comfortably sleeps four guests, with a queen-sized bed in each bedroom and a pull-out sofa. The cottage is equipped with modern amenities, including a fully equipped kitchen, a dishwasher, free Wi-Fi, air conditioning, a jacuzzi, and a dedicated workspace, perfect for remote workers.

Best Madison, CT accommodations with a kitchen

Experience Yellowstone (Aka) Fortunato Farm - Madison, CT
10 15 reviews

Experience Yellowstone (Aka) Fortunato Farm

farm, Killingworth
This farm is located in Killingworth, Connecticut, just a short drive from the beach, shops, restaurants, and the highway. The surrounding area is peaceful and rural, offering a tranquil escape from the hustle and bustle of city life.
The property is set on 26 acres, with plenty of space for guests to relax and enjoy the beautiful surroundings. The farmhouse can accommodate up to 6 guests, with 2 bathrooms and a fully equipped kitchen. The farm offers a variety of activities, including horseback riding, exploring the property, and enjoying the spacious living areas.
Tranquil Lakefront Home @ Hidden Lake - Madison, CT
9.6 50 reviews

Tranquil Lakefront Home @ Hidden Lake

apartment, Haddam
This lakefront house in Haddam is a short distance from the town centre, offering easy access to historic landmarks and local amenities. It has received excellent ratings for its cleanliness, location, and overall experience.
This spacious home can accommodate up to eight guests in its four bedrooms and one bathroom. Guests can enjoy a range of amenities, including a fire pit, a large garden, a dock, and a dedicated workspace, ensuring a comfortable and enjoyable stay.
Cozy Dog Friendly Updated House In Quiet Village Adjacent To Park - Madison, CT
10 51 reviews

Cozy Dog Friendly Updated House In Quiet Village Adjacent To Park

apartment, North Branford
This North Branford holiday home, situated near Gouveia Winery (4.2km) and within 9.7km of Paradise Hills Vineyard and Tradition Golf Club, offers a tranquil rural escape.
The 150 square metre property boasts three bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, Wi-Fi, a terrace, garden, spa, and parking.
Pet-friendly Getaway In Historic East Haddam Home - Madison, CT
9.6 5 reviews

Pet-friendly Getaway In Historic East Haddam Home

apartment, East Haddam
This East Haddam holiday home is situated within a short walking distance (less than 0.8 km) of the Goodspeed Opera House and Scherer Library of Musical Theatre, offering easy access to East Haddam's historical sites.
The four-bedroom property, sleeping up to six guests, includes two bathrooms, a fully equipped kitchen with dishwasher and microwave, and amenities such as a washing machine, Smart TV, and barbecue facilities; on-site parking is also available.
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