Madison, CT Vacation Rentals - HomeToGo base64Hash Madison, CT Vacation Rentals - HomeToGo

Madison, CT Vacation Rentals

Find 103 available offers from 5 partners
Madison
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

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.

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Best Vacation Home Deals in Madison, CT

Save up to 69%

House Madison
Oct 28 - Nov 4
-21%
$100
$79 per night
House ∙ 5 guests ∙ 2 bedrooms
Vacation Home in Madison with Grill & Yard
4.7
Excellent (63 ratings)
Madison, New Haven County, Connecticut, United States
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House Madison
Oct 28 - Nov 4
-69%
$275
$86 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Madison with Grill + Close to Beach
4.5
Excellent (40 ratings)
Madison, New Haven County, Connecticut, United States
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House Madison
Dec 16 - Dec 23
-20%
$187
$150 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Madison + Water Views
4.9
Outstanding (15 ratings)
Madison, New Haven County, Connecticut, United States
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103 unique properties from 5 providers can be compared in Madison, with prices beginning at $100 per night. Each of the vacation rentals from the different providers are directly compared on our website so you can save up to 67%.

Top-Rated Rentals and Accommodations in Madison, CT

Book Vacation Rental Offers with the Highest User Rating

House Madison
Dec 2 - Dec 9
$375 per night
House ∙ 10 guests ∙ 5 bedrooms
House in Madison with Yard & Grill + Water Views
4.9
Outstanding (103 ratings)
Madison, New Haven County, Connecticut, United States
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Apartment Madison
Jul 13 - Jul 20
$145 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Wonderful Rental Apartment in Madison with Yard, Patio & Grill + Beautiful Views
5.0
Outstanding (95 ratings)
Madison, New Haven County, Connecticut, United States
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House Madison
May 3 - May 10
$250 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Madison with Grill
4.8
Outstanding (25 ratings)
Madison, New Haven County, Connecticut, United States
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Recommended Vacation Rentals in Madison, CT

Find your perfect vacation rental in Madison, CT: from $100 per night

House Madison
Dec 2 - Dec 9
$400 per night
House ∙ 10 guests ∙ 5 bedrooms
House in Madison with Yard
Madison, New Haven County, Connecticut, United States
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House Madison
Mar 23 - Mar 30
$665 per night
House ∙ 10 guests ∙ 5 bedrooms
Nice Vacation Home in Madison with Pool, Grill & Yard
Madison, New Haven County, Connecticut, United States
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House Madison
Dec 2 - Dec 9
$379 per night
House ∙ 4 guests ∙ 3 bedrooms
Vacation Home in Madison with Grill
5.0
Outstanding (40 ratings)
Madison, New Haven County, Connecticut, United States
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House Madison
Oct 28 - Nov 4
-49%
$859
$439 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Madison with Grill + Perfect View
5.0
Outstanding (63 ratings)
Madison, New Haven County, Connecticut, United States
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Cottage Madison
Dec 2 - Dec 9
$368 per night
Cottage ∙ 9 guests ∙ 4 bedrooms
Family Friendly Cottage in Madison Center with Yard & Grill
4.9
Outstanding (15 ratings)
Madison, New Haven County, Connecticut, United States
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House Madison
Dec 2 - Dec 9
$428 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Madison with Yard, Pool & Grill
3.0
(1 rating)
Madison, New Haven County, Connecticut, United States
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House Madison
Dec 2 - Dec 9
-18%
$550
$450 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Madison with Native Garden + Incredible Views
5.0
Outstanding (16 ratings)
Madison, New Haven County, Connecticut, United States
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House Madison
Sep 21 - Sep 28
$618 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in Madison with Grill & Yard
5.0
Outstanding (9 ratings)
Madison, New Haven County, Connecticut, United States
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Apartment Madison
Mar 1 - Mar 8
-27%
$420
$307 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Madison with Grill & Yard + Gorgeous Views
5.0
Outstanding (32 ratings)
Madison, New Haven County, Connecticut, United States
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Budget-friendly Vacation Rentals in Madison, CT

Find Fantastic yet Inexpensive Offers

House Madison
Oct 20 - Oct 27
-21%
$773
$609 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Madison with Grill & Yard + Gorgeous Views
5.0
Outstanding (13 ratings)
Madison, New Haven County, Connecticut, United States
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Cottage Madison
Oct 20 - Oct 27
$550 per night
Cottage ∙ 6 guests ∙ 4 bedrooms
Cottage in Madison with Yard & Grill + Spectacular Views
4.7
Excellent (6 ratings)
Madison, New Haven County, Connecticut, United States
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House Madison
Jun 22 - Jun 29
$725 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Madison Center with Grill & Yard
5.0
Outstanding (31 ratings)
Madison, New Haven County, Connecticut, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 8% of in Madison, CT vacation rentals have a swimming pool.

House  Madison
Dec 2 - Dec 9
-28%
$372
$269 per night
House ∙ 2 guests ∙ 1 bedroom
Beautiful Vacation Home in Branford with Pool, Grill & Yard
5.0
Outstanding (148 ratings)
Madison, New Haven County, Connecticut, United States
Pool
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House  Madison
Nov 18 - Nov 25
$500 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Westbrook with Yard, Pool & Grill
5.0
Outstanding (2 ratings)
Madison, New Haven County, Connecticut, United States
Pool
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House  Madison
Oct 28 - Nov 4
-50%
$800
$400 per night
House ∙ 9 guests ∙ 5 bedrooms
Nice House in Middle Haddam with Grill, Yard & Pool
5.0
Outstanding (8 ratings)
Madison, New Haven County, Connecticut, United States
Pool
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Madison, CT!

House  Madison
Oct 28 - Nov 4
-19%
$1,133
$917 per night
House ∙ 14 guests ∙ 6 bedrooms
House in Madison with Grill & Yard
5.0
Outstanding (1 rating)
Madison, New Haven County, Connecticut, United States
Pet-friendly
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House  Madison
Jun 22 - Jun 29
$700 per night
House ∙ 9 guests ∙ 4 bedrooms
Wonderful House in Madison Center with Grill & Yard
5.0
Outstanding (24 ratings)
Madison, New Haven County, Connecticut, United States
Pet-friendly
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House  Madison
Oct 7 - Oct 14
$850 per night
House ∙ 12 guests ∙ 6 bedrooms
Nice Vacation Home in Madison Center with Grill + Ocean Views
Madison, New Haven County, Connecticut, United States
Pet-friendly
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Madison, CT with their own private patios and balconies.

House  Madison
Dec 2 - Dec 9
$500 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Madison Center with Yard & Grill
5.0
Outstanding (5 ratings)
Madison, New Haven County, Connecticut, United States
Balcony/Patio
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Bed and breakfast  Madison
Nov 11 - Nov 18
$266 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Pleasant B&B in Madison Center with Yard & Patio
4.7
Excellent (130 ratings)
Madison, New Haven County, Connecticut, United States
Balcony/Patio
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Bed and breakfast  Madison
Dec 9 - Dec 16
-27%
$402
$294 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Bed & Breakfast in Madison Center with Yard & Patio + Garden Views
4.9
Outstanding (71 ratings)
Madison, New Haven County, Connecticut, United States
Balcony/Patio
Details
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Popular Rental Amenities in Madison, CT

  • Pet-friendly (19)
  • Pool (7)
  • WiFi (102)
  • Fishing (26)
  • Air conditioning (98)
  • Fireplace (60)
  • TV (98)
  • Balcony/patio (64)
  • Parking (3)
  • Kitchen (42)
  • Washing machine (48)
  • Dishwasher (37)

If you have a pet, you can easily compare and find a pet-friendly rental in Madison, CT. Additionally, pet-friendly vacation rentals in Madison, CT cost, on average, $540 a night. If you want to stay central, A few of the pet-friendly vacation rentals are less than 2 miles away from the city center.

The Weather in Madison, CT

max.
Min.
37°
23°
14 days 14
max.
Min.
39°
25°
17 days 17
max.
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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.

7-Day Weather Forecast in Madison, CT

Thu, 28 Sep
55°
51°

15%

0 h

14 mi/h

Fri, 29 Sep
62°
51°

10%

2 h

7 mi/h

Sat, 30 Sep
69°
57°

15%

3 h

4 mi/h

Sun, 1 Oct
57°
55°

15%

0 h

10 mi/h

Mon, 2 Oct
68°
53°

10%

10 h

12 mi/h

Tue, 3 Oct
57°
53°

15%

0 h

18 mi/h

Wed, 4 Oct
60°
57°

15%

0 h

24 mi/h

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.

Information about vacation rentals in Madison, CT

🏡 Vacation rentals available 103 homes
💳 Possible discounts up to 67%
🌙 Nightly prices starting at $100
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 18 homes
🏊 Vacation rentals with pools 8 homes

Frequently Asked Questions

What is the price per night for a vacation home in Madison, CT?

The price of a night's stay in Madison, CT starts at $100. If you are looking for a house rental, the nightly price is $698 on average. A bed and breakfast rental Madison will cost on average $351 per night.

How many vacation rentals are available to book in Madison, CT?

There are 103 vacation rentals to choose from for your trip.

What amenities are most popular for vacation rentals in Madison, CT?

Most travelers search for Pets allowed, Pool, and Internet when booking a vacation rental in Madison, CT.

How many vacation rentals with pools are in Madison, CT?

Check out 8 vacation rentals available in Madison, CT.

Are dogs allowed in vacation rentals in Madison, CT?

Finding a vacation home in Madison, CT that allows dogs is definitely possible, with 18 pet-friendly available.

What are the best months to travel to Madison?

If you are choosing a vacation rental in Madison, CT, consider that rainy season is typically in February or January, with August often being the driest.

Get inspired for your vacation in Madison, CT

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