Find short term rentals in Madison, CT at the best prices
107 available short term rental offers
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Best Short term and Weekly rentals in Madison, CT
10 24 reviews
Madison, CT
23/06 – 26/06
$1234/nighttotal: $3702 (3 )
Daniel Boone Meets Mid Century Modern Retreat\n
5 3
cabin , Killingworth
This expansive five-bedroom lodge in Killingworth, Connecticut, offers 232 square meters of living space and is conveniently located near Chatfield Hollow State Park, Chamard Vineyards, and a short drive from Clinton Crossing Premium Outlets. Guests can enjoy a mid-century modern sanctuary with a fully equipped kitchen, an on-site gym, and outdoor patios with a grill, perfect for exploring the surrounding 24 acres or visiting nearby attractions such as the Ivoryton Playhouse and Mystic Seaport, with year-round outdoor activities like hiking and apple picking readily available.
Madison, CT
20/06 – 20/08
$9264/nighttotal: $3946464 (426 )
Grace Island. \Nprivate Island! Vacations, Getaways, Weddings & Special Events.
11 2
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.
10 1 review
Madison, CT
22/11 – 29/11
$304/nighttotal: $2128 (7 )
Find Beach At The End Of Your St
1 2
apartment , Madison
This Madison studio flat offers private beach access and is situated on a peaceful, dead-end street, its precise location within Madison unspecified but likely near a lake. The self-contained apartment, suitable for two guests, features a kitchen, parking, and a ceiling fan; nearby activities include relaxing by the lake.
9.8 17 reviews
Madison, CT
23/06 – 26/06
$615/nighttotal: $1845 (3 )
One Bedroom Apt-cristys Madison
1 3
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.
9.9 50 reviews
Madison, CT
22/11 – 29/11
$270/nighttotal: $1890 (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.
10 4 reviews
Madison, CT
22/11 – 29/11
$511/nighttotal: $3577 (7 )
New Coastal Cottage 2 Miles To Beach + Lake Access
2 2
cottage , 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.
Madison, CT
23/06 – 26/06
$1188/nighttotal: $3564 (3 )
Coastal Home Steps To Sound! - Hottub - Central Ac
1 3
apartment , Madison
This waterfront flat in Madison offers direct access to the Long Island Sound and is just 805 metres from East Wharf Beach, with downtown Madison and its amenities also within easy reach. This well-appointed apartment accommodates up to 10 guests with its flexible sleeping arrangements and features central air conditioning, a hot tub, and a screened-in porch for comfortable outdoor entertaining.
9.8 6 reviews
Madison, CT
23/06 – 26/06
$621/nighttotal: $1863 (3 )
The Beach Nest-lux Cottage Steps To The Beach
2 3
apartment , Clinton
This charming cottage is situated on Shore Rd in Clinton, just a stone's throw from the beach and a short walk from the town centre, making it a perfect base for exploring the Connecticut shoreline. The property offers comfortable accommodation for up to six guests with two bedrooms and modern amenities like a fully equipped kitchen and washer/dryer. Enjoy scenic water views, explore nearby attractions, and take advantage of the cottage's close proximity to local restaurants, shops, and outdoor activities.
10 45 reviews
Madison, CT
22/11 – 29/11
$502/nighttotal: $3514 (7 )
Stylish Modern Home, 4-bedroom, Madison Ct
1 2
apartment , Madison
This four-bedroom house is located in Madison, Connecticut, just a 10-minute drive from local and state beaches and a three-minute drive from parks and hiking trails. The property has received excellent ratings for location, cleanliness, and overall user experience. The spacious house features a contemporary Scandinavian interior design and can accommodate up to six guests. Enjoy the modern amenities, including a fully equipped kitchen, air conditioning, a garden, and parking.
10 37 reviews
Madison, CT
22/11 – 29/11
$405/nighttotal: $2835 (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.
10 2 reviews
Madison, CT
22/11 – 29/11
$272/nighttotal: $1904 (7 )
Walk To Coast! Convenient Cottage In Dtwn Madison
1 2
apartment , Madison
This studio apartment in Madison is located behind a well-regarded French restaurant, offering a walkable neighbourhood with easy access to local attractions. This self-contained unit accommodates up to four guests with a queen bed and a queen sleeper sofa, featuring a private balcony, a Smart TV, reserved parking, and a Pack 'n Play for families.
10 29 reviews
Madison, CT
23/06 – 26/06
$1223/nighttotal: $3669 (3 )
1 Block From Water - Welcoming 4 Bedroom Home
1 3
apartment , Madison
This apartment is situated in Madison Center, a short walk from Madison Beach Club and Madison Beach Hotel, both less than 0.8 kilometres away, and within 1.6 kilometres of the town centre. It has excellent user, location and cleanliness ratings. The property is a spacious four-bedroom apartment that comfortably sleeps 10 guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, a spa, parking and internet access. Guests can enjoy a variety of activities such as swimming, boating, and exploring the nearby attractions.
Best family friendly Madison, CT Short term rentals
Among the 107 accommodations in Madison, CT, here are the 4 best family friendly rentals
9.8 182 reviews
Madison, CT
23/06 – 26/06
$851/nighttotal: $2553 (3 )
The Homestead
1 3
B&B , Madison
The Homestead is located in Madison, a short drive from the Thimble Islands and the city centre, offering a peaceful retreat close to attractions. The guesthouse receives excellent ratings for its location, cleanliness, and overall experience. The Homestead offers a comfortable and welcoming space with a private bathroom in each room. Guests can enjoy a range of amenities, including a continental breakfast, free bikes, a sun terrace, and an outdoor fireplace, making it an ideal choice for exploring the area.
10 5 reviews
Madison, CT
22/11 – 29/11
$704/nighttotal: $4928 (7 )
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.
10 62 reviews
Madison, CT
22/11 – 29/11
$941/nighttotal: $6587 (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.
10 37 reviews
Madison, CT
22/11 – 29/11
$1083/nighttotal: $7581 (7 )
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.
Best Madison, CT lodging with a balcony
9.6 69 reviews
Madison, CT
22/11 – 29/11
$289/nighttotal: $2023 (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.
9.6 10 reviews
Madison, CT
22/11 – 29/11
$675/nighttotal: $4725 (7 )
Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger
4 2
apartment , Killingworth
This waterfront property is located in Killingworth, Connecticut, just a short distance from Cockaponset State Forest and Sundial Herb Garden, offering easy access to nature and local attractions. The property has received excellent guest ratings, highlighting its comfortable and enjoyable stay. This four-bedroom house spans 121 square metres and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a terrace, a garden, and parking, providing everything you need for a relaxing and enjoyable stay.
9.6 16 reviews
Madison, CT
22/11 – 29/11
$759/nighttotal: $5313 (7 )
Charming Cottage By The Sea
2 2
apartment , Guilford
This beach house is situated in Guilford, just 5km from Chaffinch Island State Park, Guilford Art Center, and Hyland House Museum, offering easy access to local attractions. The property has received excellent user ratings, so you can be assured of a comfortable and enjoyable stay. This two-bedroom, two-bathroom property can comfortably accommodate up to six guests. The house provides a range of amenities, including a Jacuzzi, a terrace, a garden, a spa, parking, and a fully equipped kitchen, perfect for relaxing and enjoying your time in Guilford.
Madison, CT
23/06 – 26/06
$2122/nighttotal: $6366 (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.
Frequently Asked Questions about short term rentals in Madison, CT
What are the best short term rentals in Madison, CT?
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.
9.9 174 reviews
Madison, CT
23/06 – 26/06
$414/nighttotal: $1242 (3 )
Cozy Cottage Near Downtown Clinton, Marina & Hammonasset Park
3 3
cottage , Clinton
This family-friendly cottage is located just 1.6km from Indian River Marina and the Adam Stanton House, and within 3.2km of Clinton Town Beach and Hammonasset Beach State Park. The cottage is highly rated by guests, with excellent reviews for location, cleanliness, and overall experience. The property offers 3 bedrooms and 1 bathroom across 93 square metres. Guests can enjoy a fully equipped kitchen, a patio for outdoor dining, a garden, and a barbecue grill, as well as modern amenities like air conditioning, internet, and a washing machine.
9.8 52 reviews
Madison, CT
22/11 – 29/11
$776/nighttotal: $5432 (7 )
Beach Sanctuary On The Long Island Sound
1 2
apartment , Guilford
The Beach Sanctuary is a newly renovated mid-century modern house in Guilford, Connecticut, offering beach access and situated minutes from Guilford town green, train station, and restaurants, approximately 32km from New Haven and Yale University. This two-bedroom property sleeps four, boasting a fully equipped kitchen, garden, patio, grill, covered deck, firepit, game room with table tennis, and stunning Long Island Sound views; private association beach access provides swimming and fishing opportunities.
9.8 11 reviews
Madison, CT
22/11 – 29/11
$703/nighttotal: $4921 (7 )
Coastal Getaway On Marsh Near Beach, Town, Trails
1 2
apartment , Guilford
This three-bedroom Guilford property, a short 1.6km drive from Guilford Green, offers easy access to Hammonasset Beach and Thimble Island Cruises. The spacious house, featuring a remodeled kitchen, two bathrooms, and a two-car garage, comfortably accommodates eight guests and includes amenities such as beach equipment, a barbecue, and ample bedding.
Best Madison, CT lodging with laundry available
10 111 reviews
Madison, CT
22/11 – 29/11
$423/nighttotal: $2961 (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.
9.8 21 reviews
Madison, CT
22/11 – 29/11
$809/nighttotal: $5663 (7 )
Cheerful 4br Home-7 Min Walk To Private Beach
1 2
apartment , Madison
This four-bedroom, three-bathroom apartment in Kelsey Place, Madison, offers easy access to a private beach, the precise distance requiring further clarification regarding Kelsey Place's location relative to Madison landmarks. Sleeping up to ten guests, the property features a spacious layout including a master suite with private balcony and a ground floor bedroom with en-suite bathroom, boasting modern amenities such as a dishwasher and air conditioning, alongside a garden and parking.
9.8 51 reviews
Madison, CT
22/11 – 29/11
$1855/nighttotal: $12985 (7 )
Waterfront Estate Home - Pool And Private Beach Pavilion - East
9 2
apartment , Madison
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.
9.7 29 reviews
Madison, CT
23/06 – 26/06
$759/nighttotal: $2277 (3 )
Perfect Cape Beach Cottage In Madison Ct!
1 3
apartment , Madison
This Madison, Connecticut beach cottage offers deeded access to a private sandy beach, located steps from the shore in a quiet neighbourhood. The two-bedroom, two-bathroom property sleeps six, features a full kitchen with freezer and dishwasher, a private backyard, patio, wraparound deck, and air conditioning; note that bedrooms are upstairs via a spiral staircase.