Vacation Rentals By Owner In Madison, CT

2 Mi to Dtwn: 2-Acre Retreat w/ Large Yard!

Madison, Connecticut, United States

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Bath

Sleeps

$335.38

Apartment

Beautiful Beachy Guesthouse, Antiques & Charm, 5 Min to Beach & Town

Madison, Connecticut, United States

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Bath

Sleeps

$410.16

AVAILABLE JULY/AUGUST & other Charming 2 bedroom bungalow 1 block to the beach.

Madison, Connecticut, United States

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Bath

Sleeps

$490.67

Great 3BD/2BA Sunny Ranch with Private Beach and Large Yard

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(3)

$411.88

SHABBY CHIC RETREAT

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(17)

$686.63

Waterfront home surrounded by stunning water views.

Madison, Connecticut, United States

Bed

Bath

Sleeps

Exceptional(18)

Select Dates for Price

Rare! Private Beachfront House in Madison CT - Sleeps 8 - Last Min Availability

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(18)

$492.33

Summersalt Madison: New England shoreline charm 2-3 minutes from private beach

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(5)

$566.3

7 Min Walk from Water: Cheerful 4 Bedroom Home

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(46)

$609.42

Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(2)

$346.42

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(11)

$718.38

Coastal getaway with water views in every room

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(6)

$571.36

Classic shoreline cottage 5-minute walk to the beach, Madison CT private beach

Madison, Connecticut, United States

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Bath

Sleeps

$2035.04

Madison Beach House, Private Pool, Walk to Beach & Town

Madison, Connecticut, United States

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Bath

Sleeps

Select Dates for Price

Nice 1-bedroom cottage with AC in charming Madison

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(45)

$364.25

Apartment

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(6)

$537.8

Newly renovated cottage in a private beach community.

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(78)

$707.39

New Madison beach house - Ocean front- Great views- booking Summer 2026

Madison, Connecticut, United States

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Bath

Sleeps

Exceptional(33)

Select Dates for Price

Ideal Madison home just steps to the beach

Madison, Connecticut, United States

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Bath

Sleeps

$396

NEW Charming Coastal Bungalow Steps From the Beach

Madison, Connecticut, United States

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Sleeps

Most popular vacation rentals in Madison

$641.08

Chill and relax. Or remote to work from the beach.

Madison, Connecticut, United States

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Bath

Sleeps

$482.38

Contemporary and Stylish, 4-Bedroom, Madison CT

Madison, Connecticut, United States

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Bath

Sleeps

$499.28

Waterfront home in charming Madison

Madison, Connecticut, United States

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Bath

Sleeps

$511.40

Newly renovated cottage in a private beach community.

Madison, Connecticut, United States

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Bath

Sleeps

$538.63

7 Min Walk from Water: Cheerful 4 Bedroom Home

Madison, Connecticut, United States

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Bath

Sleeps

$545.21

Classic shoreline cottage 5-minute walk to the beach, Madison CT private beach

Madison, Connecticut, United States

Bed

Bath

Sleeps

$576.08

Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio

Madison, Connecticut, United States

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Bath

Sleeps

$604.50

Cozy Family Beach Cottage

Madison, Connecticut, United States

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Bath

Sleeps

$1231.79

Waterfront Estate Home - Pool and Private Beach Pavilion - East

Madison, Connecticut, United States

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Bath

Sleeps

$1064.25