Home Vacation Rentals By Owner In Madison, CT

Showing 36 Of 36 Vacation Rentals
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Exceptional(53)

$1228.95

/ Nightly
Private Vacation Home

Waterfront Estate Home - Pool and Private Beach Pavilion - East

Madison, Connecticut, United States

Bed 9

Bed

Bath 4

Bath

Sleep 20

Sleeps
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Exceptional(3)

$194.3

/ Nightly
Apartment

Walk to Coast! Convenient Cottage in Dtwn Madison

Madison, Connecticut, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(2)

Select Dates for Price
Private Vacation Home

Beachfront home with heated pool

Madison, Connecticut, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$433.36

/ Nightly
Cottage

Available July 1, 2025 2 week or monthly.

Madison, Connecticut, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(6)

$704.83

/ Nightly
Private Vacation Home

Lovely summer cottage. Steps to the water, The Madison Beach Club, and town.

Madison, Connecticut, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$499.28

/ Nightly
Private Vacation Home

Waterfront home in charming Madison

Madison, Connecticut, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(9)

$509.88

/ Nightly
Private Vacation Home

Contemporary and Stylish, 4-Bedroom, Madison CT

Madison, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(19)

$985.71

/ Nightly
Private Vacation Home

Newly-renovated beach house; steps to water; walk to town!

Madison, Connecticut, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(5)

$678.42

/ Nightly
Cottage

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

Madison, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(11)

$2107.13

/ Nightly
Cottage

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Madison, Connecticut, United States

Bed 6

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(7)

$854.33

/ Nightly
Private Vacation Home

1 Block from Water - Welcoming 4 Bedroom Home

Madison, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(9)

$2226.99

/ Nightly
Private Vacation Home

Waterfront Estate Home - Beach and Shared Pool - West

Madison, Connecticut, United States

Bed 9

Bed

Bath 3

Bath

Sleep 20

Sleeps
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Exceptional(94)

$245.5

/ Nightly
Apartment

Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town

Madison, Connecticut, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$753.67

/ Nightly
Private Vacation Home

adison Oceanside Escape | 5BR/4.5BA | Walk to Beach & Downtown

Madison, Connecticut, United States

Bed 1

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(2)

$632.5

/ Nightly
Private Vacation Home

Cozy Family Beach Cottage

Madison, Connecticut, United States

Bed 5

Bed

Bath 1

Bath

Sleep 10

Sleeps
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Exceptional(97)

$814.13

/ Nightly
Cottage

Direct waterfront renovated cottage.

Madison, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Home Most popular vacation rentals in Madison

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Exceptional(97)

$641.08

/ Nightly
Cottage

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

Madison, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(97)

$482.38

/ Nightly
Private vacation home

Contemporary and Stylish, 4-Bedroom, Madison CT

Madison, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(97)

$499.28

/ Nightly
Private vacation home

Waterfront home in charming Madison

Madison, Connecticut, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(97)

$511.40

/ Nightly
Private vacation home

Newly renovated cottage in a private beach community.

Madison, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(97)

$538.63

/ Nightly
Private vacation home

7 Min Walk from Water: Cheerful 4 Bedroom Home

Madison, Connecticut, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(97)

$545.21

/ Nightly
Cottage

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

Madison, Connecticut, United States

Bed 4

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(97)

$576.08

/ Nightly
Private vacation home

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

Madison, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(97)

$604.50

/ Nightly
Private vacation home

Cozy Family Beach Cottage

Madison, Connecticut, United States

Bed 5

Bed

Bath 1

Bath

Sleep 10

Sleeps
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Exceptional(97)

$1231.79

/ Nightly
Private vacation home

Waterfront Estate Home - Pool and Private Beach Pavilion - East

Madison, Connecticut, United States

Bed 9

Bed

Bath 4

Bath

Sleep 20

Sleeps
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Exceptional(97)

$1064.25

/ Nightly
Cottage

Direct waterfront renovated cottage.

Madison, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 7

Sleeps

Most Popular Cities in Connecticut