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Vacations by Zumper

Vacation Rentals in Madison, CT

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Madison, CT

Book a vacation rental in Madison that has the highest visitor rating. Here are 6 of the best vacation rentals in Madison.
Price drop
Waterfront Estate Home - Beach and Shared Pool - East
10

Excellent

·
Madison
·
9 br
·
Sleeps 20
·
Beach · Kitchen · Oven ·
From
$1,338/night
Check availability
Property
House · 9 Beds · 6 baths
Amenities
Beach
Oven
Dishwasher
Swimming Pool
Furnished
Pool
Waterfront
Private Pool
Other spaces
Kitchen, Workspace
Price drop
Beautiful Beach Home and Garden Paradise
10

Excellent

·
Madison
·
3 br
·
Sleeps 6
·
Wifi · Fitness Center · Air Conditioning ·
From
$470/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Wifi
Fitness Center
Air Conditioning
Beach
Furnished
On Site Laundry
Oven
Dishwasher
Other spaces
Kitchen
Price drop
The River House South of Route 1 in Madison!
10

Excellent

·
Madison
·
2 br
·
Sleeps 4
·
Furnished · Waterfront · Wifi ·
From
$499/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Furnished
Waterfront
Wifi
Dishwasher
Air Conditioning
Oven
Ocean
On Site Laundry
Other spaces
Kitchen
Price drop
Steps from the beach! Perfect Shoreline Getaway
10

Excellent

·
Madison
·
5 br
·
Sleeps 9
·
Furnished · Outdoor Space · Hot Tub ·
From
$560/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Furnished
Hot Tub
Oven
Air Conditioning
Wifi
Dishwasher
On Site Laundry
Other spaces
Kitchen
1.5 Acres Gorgeous 1860s Colonial House & Carriage Apartment
10

Excellent

·
Madison
·
6 br
·
Sleeps 14
·
Oven · On Site Laundry · Fireplace ·
From
$953/night
Check availability
Property
House · 6 Beds · 4 baths
Amenities
Oven
On Site Laundry
Fireplace
Beach
Wifi
Furnished
Dishwasher
Air Conditioning
Other spaces
Kitchen
Price drop
1860's Colonial House Near Downtown and Beaches!
10

Excellent

·
Madison
·
4 br
·
Sleeps 10
·
Oven · Air Conditioning · On Site Laundry ·
From
$649/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Oven
Air Conditioning
On Site Laundry
Fireplace
Beach
Furnished
Dishwasher
Wifi
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Madison, CT

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Madison starting at $95. Use the price filter at the top of the page to search for more specific prices.
Cozy Summer Cottage in quiet Condo Community
10

Excellent

·
Madison
·
1 br
·
Sleeps 2
·
Wifi · Furnished · Oven ·
From
$95/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Furnished
Oven
Beach
Air Conditioning
Other spaces
Kitchen
Price drop
Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd
10

Excellent

·
Madison
·
2 br
·
Sleeps 5
·
Outdoor Space · Kitchen · Oven ·
From
$100/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Oven
Wifi
Residents Lounge
Air Conditioning
Beach
Fireplace
Furnished
Hot Tub
Other spaces
Kitchen
Price drop
Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd
10

Excellent

·
Madison
·
3 br
·
Sleeps 6
·
Oven · Beach · Outdoor Space ·
From
$105/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Oven
Beach
Dishwasher
On Site Laundry
Ceiling Fan
Wifi
Air Conditioning
Residents Lounge
Other spaces
Kitchen
Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
10

Excellent

·
Madison
·
1 br
·
Sleeps 2
·
Fitness Center · Oven · On Site Laundry ·
From
$145/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Oven
On Site Laundry
Wifi
Residents Lounge
Wheelchair Accessible
Air Conditioning
Dishwasher
Other spaces
Workspace, Kitchen
Madison Beach Hotel, Curio Collection by Hilton
9.1

Excellent

·
Madison
·
1 br
·
Sleeps 4
·
Ocean · Furnished · Dry Cleaning Service ·
From
$212/night
Check availability
Property
Hotel · 1 Bed
Amenities
Ocean
Furnished
Dry Cleaning Service
On Site Laundry
Carpet
Fireplace
Beach
Wheelchair Accessible
Other spaces
Balcony, Workspace
Charming 2 bedroom cottage. Five minute walk to Private beach.
10

Excellent

·
Madison
·
2 br
·
Sleeps 6
·
Furnished · On Site Laundry · Fitness Center ·
From
$255/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Furnished
On Site Laundry
Fitness Center
Hardwood Floor
Wifi
Beach
Fireplace
Oven
Other spaces
Kitchen, Workspace, Deck
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Updated: September 26, 2023