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  • Spacious studio near beach

    Madison, Connecticut

    This 500 sq ft room has a 10 ft window seat on one side and sliders to a very private patio on the other. An enormous sectional couch facing a big, flat-screen with Netflix and DVDs makes it a... ...more

    Beds: -1 Baths: 1 Property type: Studio
    $70 / Nightly
  • Walk to Sandy Beach-Adorable shoreline cottage with water views.

    Madison, CT

    Newly renovated 2 bedroom 1 bath cottage with water views,private yard with hot tub ,out door tv and use of kayak. Out door shower.The cottage is in back of the main house which is located in a... ...more

    Beds: 2 Baths: 1 Property type: Cottage (7) Wonderful
    $175 / Nightly
  • In-Town, 2 Bdroom! Tidal Marsh Views, 10 Minute Walk to Beach!

    Madison, CT

    This 2 bedroom, 1 bath year-round third floor flat is located in the scenic New England town of Madison, Connecticut on Long Island Sound. This 1000 square foot third floor guest home is part of a... ...more

    Beds: 2 Baths: 1 Property type: Apartment (44) Wonderful
    $221 / Nightly
  • Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd

    Madison, CT

    3 Bedroom, 2 Bath year round house in the scenic and classic New England town of Madison, CT on Long Island Sound. A 500 foot walk to private LI Sound Beach as shown in Photos. House is also... ...more

    Beds: 3 Baths: 2 Property type: House (11)
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  • Upper Deck Carriage House

    Madison, CT

    740 sq. ft. of newly remodeled and decorated modern beach apartment. This 1 bedroom 1 bath with full kitchen sleeps 4, but can accommodate 6 if needed. With 1 full bed in the treehouse like bedroom... ...more

    Beds: 1 Baths: 1 Property type: Guest House/pension
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  • Secluded Family Friendly Beach Cottage With Beach

    Madison, CT

    This Historic Conneticut Beach Cottage is just steps to a private beach and close to the West Warf and the Madison Beach Hotel. Welcome to our family cottage! Our charming cottage sits at the end... ...more

    Beds: 4 Baths: 3 Property type: Cottage (2) Excellent
    $409 / Nightly
  • 4 Bedroom Colonial w/ In Ground pool South Madison CT: 74 Hull Rd

    Madison, CT

    Couldn't find a waterfront? But want to rent in Madison-- 1 mile to town, beaches, and state park? Minimum of 7 night visit. Maximum of 7 guests. Pets and smokers declined. Owner is CT Real Estate... ...more

    Beds: 4 Baths: 3 Property type: House (9)
    Select Dates for Price
  • Classic Cottage With Water Views Of Long Island Sound--Monthly rates available!

    Madison, CT

    Best Location! Located off one of the area's most beautiful beaches. Have you ever seen purple sand? Come and take a look. Just steps from the front door, you'll find yourself standing on the... ...more

    Beds: 5 Baths: 3 Property type: Cottage (9)
    $679 / Nightly
  • Quaint colonial with close proximity to downtown, the water, and Hammonassett

    Madison, CT

    Beautiful colonial in New England beach community on historic Liberty Street. Can walk to beaches and town. Town beaches offer pristine view of the Long Island Sound. Fabulous grounds and gardens... ...more

    Beds: 4 Baths: 3 Property type: House (1) Exceptional
    $564 / Nightly
  • Luxury Amenities - Pool and Tennis in Quaint, Historic Shoreline Community

    Madison, CT

    Make your home in a bright, open living space...great for young families/children, retirees or university couples (1832 square feet) *Sun-drenched living area, kitchen, bedrooms *3 Bedrooms *2... ...more

    Beds: 3 Baths: 2 Property type: Condo
    Select Dates for Price
  • Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio

    Madison, CT

    Gorgeous, modern, beach farmhouse is waiting for you to come and enjoy! This fully renovated home has access to a private beach just 4 houses away. Open floor plan with high ceilings makes this... ...more

    Beds: 3 Baths: 1 Property type: House (8) Exceptional
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  • Great Family Home- tons of space, close to beaches

    Madison, CT

    Lovely casual home on a cul-de-sac only two miles from the charming town and the beaches of Madison. Large, private spacious yard surrounded by woods to explore. Featuring: outdoor shower,... ...more

    Beds: 4 Baths: 5 Property type: House (1) Exceptional
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  • Luxurious beach cottage

    Madison, CT

    Come and escape in luxury to this Beachside oasis that has been fully renovated in 2018. Lush gardens surrounding the property that is located 200 yards from the water. Enjoy having 3 beaches... ...more

    Beds: 1 Baths: 1 Property type: Guest House/pension
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  • Classic Updated Beachfront Beauty with Stunning Waterviews and Private Beach

    Madison, CT

    Completely renovated 3,500 sf Shore Colonial on Seaview Avenue. Breathtaking views from multiple windows. Formal rooms showcase lovely wainscoating and hardwood floors. Updated designer kitchen,... ...more

    Beds: 5 Baths: 5 Property type: House (50) Wonderful
    $341 / Nightly
  • Madison CT Private Beach Home

    Madison, CT

    This newer home is located just steps from the sandy beaches of the Long Island Sound. Enjoy Kayaking, water skiing or just relaxing on your private beach or in your comfortable hammock. There is... ...more

    Beds: 3 Baths: 4 Property type: House (3) Exceptional
    Select Dates for Price
  • Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town

    Madison, CT

    Birdsong is a handicap accessible apartment, which is attached to the west side of our house with beautiful views of the winter sunsets. We have 2 acres of land with lush gardens and a Koi pond.... ...more

    Beds: 1 Baths: 1 Property type: Apartment (22) Exceptional
    $188 / Nightly
  • Long Sept wkds or Short term rent option

    Madison, CT

    Enjoy Madison in its Autumn glory. Email for details $500 night or $2,800 month Experience beautiful Madison in this private, lovely 3000 sf , 4 bedroom 5 acre colonial home with pool (in season)... ...more

    Beds: 4 Baths: 3 Property type: House
    $602 / Nightly
  • Family-Friendly Home Short Walk to Beach and Town

    Madison, CT

    Newly renovated charming beach house in a family neighborhood steps away from Long Island Sound beach. Enjoy walking, biking and rollerblading along the shoreline. A short walk to downtown Madison... ...more

    Beds: 3 Baths: 3 Property type: House
    Select Dates for Price
  • Charming summer home just steps from the beach!

    Madison, CT

    This beautiful ranch home is in walking distance to a private beach association. Cute as a button and neat as a pin, this home is cozy and oozes charm. Bright and sunny kitchen with a sweet Dutch... ...more

    Beds: 3 Baths: 3 Property type: House
    $348 / Nightly
  • Steps to beach; walk to town

    Madison, CT

    Exceptional, well-maintained beach house in a family neighborhood steps away from the East Wharf beach, complete with all the amenities including outdoor shower, awesome patio with a firepit and a... ...more

    Beds: 4 Baths: 4 Property type: House (6) Exceptional
    $566 / Nightly

Madison: Vacation Rental By Owner

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Madison. Many accommodations in Madison provide "Non Smoking Only", there are 33, or there are 27 of Vacation Rentals in Madison with a "Biking", there are also 27 with "Children Welcome", which is another great reason to visit Madison.