Madison, CT Vacation Rentals

Compare 40 available properties from 10 providers
Madison
Anytime
2 guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 34%

Best Vacation Home Deals in Madison, CT

Apartment Madison
-22%
Mar 6 - Mar 13
Apartment ∙ 6 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $115 $148
Vrbo
4.8/5.0
"Excellent"
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House Madison
-34%
Mar 20 - Mar 27
House ∙ 6 guests ∙ 3 bedrooms
Madison, New Haven County, Connecticut, United States
from $281 $425
Vrbo
5.0/5.0
"Excellent"
View deal
House Madison
-16%
Mar 20 - Mar 27
House ∙ 8 guests ∙ 4 bedrooms
Madison, New Haven County, Connecticut, United States
from $400 $475
Vrbo
5.0/5.0
"Excellent"
View deal

40 unique properties from 10 providers can be compared in Madison, with prices beginning at $67 per night. Each of the vacation rentals from the different providers are directly compared on our website so you can save up to 34%.

Recommended Vacation Rentals in Madison, CT

Find your perfect vacation rental in Madison, CT: from $67 per night

Apartment Madison 4
-74%
Jan 22 - Jan 29
Apartment ∙ 4 guests ∙ 1 bedroom
Madison, New Haven County, Connecticut, United States
from $150 $570
travelstaytion
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Apartment Madison 2
Apartment ∙ 2 guests ∙ 1 bedroom
Madison, New Haven County, Connecticut, United States
from $128
GlobalTripper
4.5/5.0
"Outstanding"
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Resort Madison 2
Resort ∙ 2 guests ∙ 1 bedroom
Madison, New Haven County, Connecticut, United States
from $250
GlobalTripper
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House Madison 5
House ∙ 5 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $67
Vrbo
5.0/5.0
"Excellent"
View deal
Apartment Madison 2
Apartment ∙ 2 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $67
Vrbo
4.8/5.0
"Excellent"
View deal
House Madison 4
House ∙ 4 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $181
Vrbo
4.8/5.0
"Excellent"
View deal
House Madison 2
House ∙ 2 guests ∙ 1 bedroom
Madison, New Haven County, Connecticut, United States
from $129
Vrbo
4.9/5.0
"Excellent"
View deal
House Madison 5
House ∙ 5 guests ∙ 3 bedrooms
Madison, New Haven County, Connecticut, United States
from $380
Vrbo
5.0/5.0
"Excellent"
View deal
Apartment Madison 6
Apartment ∙ 6 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $92
Vrbo
4.8/5.0
"Excellent"
View deal
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Vacation rentals with Wi-Fi

House Internet Madison
Internet
House ∙ 4 guests ∙ 1 bedroom
Madison, New Haven County, Connecticut, United States
from $186
Vrbo
4.7/5.0
"Outstanding"
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House Internet Madison
Internet
House ∙ 6 guests ∙ 3 bedrooms
Madison, New Haven County, Connecticut, United States
from $204
Vrbo
4.9/5.0
"Excellent"
View deal
House Internet Madison
Internet
House ∙ 3 guests ∙ 1 bedroom
Madison, New Haven County, Connecticut, United States
from $104
Vrbo
4.9/5.0
"Excellent"
View deal
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Vacation rentals and apartments with air conditioning

House Aircondition Madison
Aircondition
House ∙ 4 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $194
Vrbo
5.0/5.0
"Excellent"
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House Aircondition Madison
Aircondition
House ∙ 5 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $244
Vrbo
4.7/5.0
"Outstanding"
View deal
House Aircondition Madison
Aircondition
House ∙ 6 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $310
Vrbo
5.0/5.0
"Excellent"
View deal
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Best vacation rentals with a balcony

House Balcony Madison
Balcony
House ∙ 6 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $102
Vrbo
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House Balcony Madison
Balcony
House ∙ 6 guests ∙ 2 bedrooms
Madison, New Haven County, Connecticut, United States
from $152
Vrbo
4.9/5.0
"Excellent"
View deal
House Balcony Madison
Balcony
House ∙ 5 guests ∙ 3 bedrooms
Madison, New Haven County, Connecticut, United States
from $239
Vrbo
5.0/5.0
"Excellent"
View deal
See all offers

Popular Rental Amenities in Madison, CT

  • No smoking (23)
  • Parking (22)
  • Internet (20)
  • TV (16)
  • Yard (16)
  • Kitchen (16)
  • Air conditioning (15)
  • No pets (13)
  • Microwave (12)
  • Washer (12)
  • Dishwasher (10)
  • Grill (10)

The Weather in Madison, CT

max.
Min.
37°
23°
14 days 14
max.
Min.
39°
25°
17 days 17
max.
Min.
45°
30°
14 days 14
max.
Min.
57°
39°
14 days 14
max.
Min.
70°
52°
14 days 14
max.
Min.
75°
59°
12 days 12
max.
Min.
82°
66°
12 days 12
max.
Min.
81°
64°
11 days 11
max.
Min.
75°
59°
11 days 11
max.
Min.
64°
48°
12 days 12
max.
Min.
52°
37°
11 days 11
max.
Min.
43°
30°
14 days 14
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Madison climate diagram. July is the warmest month in Madison, CT with average maximum temperatures of 82°. However, temperatures can go lower than 23° in Madison, CT in January. The rainiest month is February while the driest month is August.

Unwind and Relax at a Vacation Home in Madison

Madison, CT, set right on Long Island Sound, is home to superb vacation homes. From modern apartments to luxury beach houses, you can easily find just the rental to suit your group and make the most of this charming waterfront town.

Show all 40 properties
Where to find the best food in Madison, CT?

Dining in Madison

There are a number of centrally-located restaurants in Madison, CT within walking distance of each other. Head to Moxie for cocktails and patio dining and Sea House for, naturally, fresh seafood. Bar Bouchée is a favorite for French classics in a chic setting. For low-key pizza with the kids, stop by Grand Apizza Madison for a quick bite.

Where are the unique attractions in Madison, CT?

Beach excursions

If you love the sea, Madison, CT is an excellent destination, home to many beautiful beaches offering comfortable amenities. Apart from the well-equipped Hammonasset Beach State Park, there’s Surf Beach Club with recreational facilities, playgrounds, and athletic fields. For a spot of hiking and wildlife spotting, head to Hammonasset Natural Area Preserve.

We compare more than 2,000 providers, including:

Booking.com Vacation Rentals in Madison, CT TripAdvisor Vacation Rentals in Madison, CT Vrbo Vacation Rentals in Madison, CT Airbnb Vacation Rentals in Madison, CT VacationRentals.com Vacation Rentals in Madison, CT HouseTrip Vacation Rentals in Madison, CT FlipKey Vacation Rentals in Madison, CT 9flats.com Vacation Rentals in Madison, CT PerfectPlaces.com Vacation Rentals in Madison, CT Homestay.com Vacation Rentals in Madison, CT Only-apartments Vacation Rentals in Madison, CT Interhome Vacation Rentals in Madison, CT Bedycasa Vacation Rentals in Madison, CT Novasol Vacation Rentals in Madison, CT HomeEscape Vacation Rentals in Madison, CT

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