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

Madison, CT Vacation Rentals

Find 106 available offers from 6 partners
Madison
Anytime
Guests
Madison
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Madison, CT

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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 106 properties

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Madison and book a vacation rental with air conditioning.

House  Madison
Jul 27 - Aug 3
$600 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Madison Center with Awesome Patio

5.0
Outstanding (22 ratings)
Madison, New Haven County, Connecticut, United States
Air conditioning
View deal
View deal
House  Madison
Aug 24 - Aug 31
$736 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Madison with Patio & Grill + Perfect View

5.0
Outstanding (70 ratings)
Madison, New Haven County, Connecticut, United States
Air conditioning
View deal
View deal
House  Madison
Jun 15 - Jun 22
-47%
$255
$135 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Madison with Grill & Yard

4.8
Outstanding (67 ratings)
Madison, New Haven County, Connecticut, United States
Air conditioning
View deal
View deal
See all offers

Best vacation rentals with a balcony

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

Cottage  Madison
Jul 13 - Jul 20
$630 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Historic Cottage in Madison with Ample Patio + 360-Degree Views

5.0
Outstanding (4 ratings)
Madison, New Haven County, Connecticut, United States
Balcony
View deal
View deal
Cottage  Madison
Jul 27 - Aug 3
$550 per night
Cottage ∙ 6 guests ∙ 4 bedrooms

Cottage in Madison with Patio, Yard & Grill + Spectacular Views

4.7
Excellent (6 ratings)
Madison, New Haven County, Connecticut, United States
Balcony
View deal
View deal
House  Madison
May 25 - Jun 1
$399 per night
House ∙ 10 guests ∙ 4 bedrooms

Entire Vacation Home in Madison with Private Balcony

Madison, New Haven County, Connecticut, United States
Balcony
View deal
View deal
See all offers

Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Madison, CT by booking a vacation home with a fireplace.

Bed and breakfast  Madison
May 25 - Jun 1
$410 per night
Bed and breakfast ∙ 8 guests ∙ 1 bedroom

Bed & Breakfast in Madison Center with Patio & Yard

5.0
Outstanding (70 ratings)
Madison, New Haven County, Connecticut, United States
Fireplace
View deal
View deal
Cottage  Madison
Aug 17 - Aug 24
$795 per night
Cottage ∙ 7 guests ∙ 4 bedrooms

Cottage in Madison Center with Yard, Grill & Patio

5.0
Outstanding (82 ratings)
Madison, New Haven County, Connecticut, United States
Fireplace
View deal
View deal
House  Madison
Jun 14 - Jun 21
$725 per night
House ∙ 10 guests ∙ 5 bedrooms

Nice Vacation Home in Madison with Pool, Grill & Yard

Madison, New Haven County, Connecticut, United States
Fireplace
View deal
View deal
See all offers

Best Vacation Home Deals in Madison, CT

Save up to 33%

Cottage Madison
Mar 30 - Apr 6
-27%
$350
$256 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Westbrook Center with Pool, Sauna & Grill

5.0
Outstanding (120 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
Bed and breakfast Madison
Jun 8 - Jun 15
-29%
$564
$399 per night
Bed and breakfast ∙ 5 guests ∙ 1 bedroom

Pleasant Bed And Breakfast in Madison Center with Yard & Patio

Madison, New Haven County, Connecticut, United States
Free cancellation
View deal
View deal
House Madison
Jun 22 - Jun 29
-33%
$372
$249 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Westbrook Center + Ocean Views

5.0
Outstanding (42 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal

106 unique properties from 6 providers can be compared in Madison, with prices beginning at $145 per night. Each of the vacation rentals from the different providers are directly compared on our website so you can save up to 45%.

Recommended Vacation Rentals in Madison, CT

Find your perfect vacation rental in Madison, CT: from $145 per night

House Madison
Jun 14 - Jun 21
$278 per night
House ∙ 8 guests ∙ 3 bedrooms

Lovely House in Madison with Grill

Madison, New Haven County, Connecticut, United States
View deal
View deal
Cottage Madison
May 25 - Jun 1
$368 per night
Cottage ∙ 9 guests ∙ 4 bedrooms

Family Friendly Cottage in Madison Center with Patio, Yard & Grill

4.9
Outstanding (16 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
Cottage Madison
May 25 - Jun 1
$357 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Madison with Grill & Yard

5.0
Outstanding (10 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
House Madison
Jun 13 - Jun 20
$405 per night
House ∙ 4 guests ∙ 3 bedrooms

Vacation Home in Madison with Patio & Grill

5.0
Outstanding (42 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
Apartment Madison
Aug 24 - Aug 31
$145 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Wonderful Rental Apartment in Madison with Yard, Patio & Grill + Beautiful Views

5.0
Outstanding (91 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
House Madison
Jun 15 - Jun 22
$215 per night
House ∙ 5 guests ∙ 3 bedrooms

House in Madison with Grill + Close to Beach

4.7
Excellent (42 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
House Madison
May 25 - Jun 1
$177 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Madison with Grill & Patio + Water Views

5.0
Outstanding (26 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
House Madison
Jul 27 - Aug 3
$1,588 per night
House ∙ 20 guests ∙ 9 bedrooms

Vacation Home in Madison Center with Yard, Patio & Grill + Expansive Views

5.0
Outstanding (49 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
House Madison
Aug 24 - Aug 31
$700 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Madison with Native Garden + Incredible Views

5.0
Outstanding (18 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
See all offers

Budget-friendly Vacation Rentals in Madison, CT

Find Fantastic yet Inexpensive Offers

House Madison
Jun 15 - Jun 22
$350 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Madison

5.0
Outstanding (2 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
House Madison
Jun 14 - Jun 21
$600 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Madison Center with Yard, Patio & Grill

5.0
Outstanding (8 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
House Madison
May 25 - Jun 1
$700 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Madison Center with Grill, Yard & Patio

5.0
Outstanding (32 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal

Top-Rated Rentals and Accommodations in Madison, CT

Book Vacation Rental Offers with the Highest User Rating

House Madison
Sep 9 - Sep 16
$277 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful Vacation Home in Branford with Grill & Patio + Ocean Views + Next to Beach

5.0
Outstanding (78 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
Cottage Madison
Sep 9 - Sep 16
$265 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage in Westbrook Center with Yard, Patio & Grill + Beautiful Views

4.8
Outstanding (32 ratings)
Madison, New Haven County, Connecticut, United States
View deal
View deal
Bed and breakfast Madison
Jun 15 - Jun 22
$281 per night
Bed and breakfast ∙ 10 guests ∙ 1 bedroom

B&B in Madison Center with Yard & Patio

5.0
Outstanding
Madison, New Haven County, Connecticut, United States
Free cancellation
View deal
View deal
2024-americas-best-customer-service-newsweek-statista-award

Popular Rental Amenities in Madison, CT

  • Pet-friendly (18)
  • Pool (5)
  • WiFi (104)
  • Fishing (24)
  • Air conditioning (102)
  • Fireplace (68)
  • TV (99)
  • Balcony/patio (90)
  • Parking (4)
  • Kitchen (54)
  • Washing machine (53)
  • Dishwasher (40)

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, $569 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.
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.

7-Day Weather Forecast in Madison, CT

Thu, 23 May
69°
59°

55%

1 h

5 mi/h

Fri, 24 May
77°
73°

0%

5 h

7 mi/h

Sat, 25 May
69°
62°

15%

5 h

8 mi/h

Sun, 26 May
73°
68°

10%

5 h

8 mi/h

Mon, 27 May
68°
62°

15%

0 h

9 mi/h

Tue, 28 May
73°
69°

10%

6 h

12 mi/h

Wed, 29 May
69°
62°

15%

3 h

10 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 106 rentals
💳 Possible discounts up to 45%
🌙 Nightly prices starting at $145
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 18 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 $145. If you are looking for a house rental, the nightly price is $740 on average. A bed and breakfast rental Madison will cost on average $439 per night.

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

There are 106 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 5 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

Top cities to visit

Show more

Vacation Destinations Near Madison

Show more

Top Vacation Ideas

Explore More Vacation Ideas

Show more
image-tag