Search Vacation Homes in Madison

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Madison vacation homes

TV

Vacation Home in Wallingford Center

Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ￥19,740
￥47,202 total
includes taxes & fees
Mar 1 - Mar 2
Once the old Schools house now a newly furnished Apartment
Marina

Vacation Home in Fair Haven

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
9.6 out of 10, Exceptional, (15 reviews)
"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."
United States
Brian B.
The price is ￥26,372
￥49,990 total
includes taxes & fees
Mar 2 - Mar 3
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Dining

Vacation Home in West Haven

McAngel Haven: 5 mins from Yale
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is ￥35,813
￥81,603 total
includes taxes & fees
Mar 1 - Mar 2
McAngel Haven: 5 mins from Yale
Terrace/patio

Vacation Home in East Shore

The Jewel of The Cove - Historic Coastal Retreat
9.8 out of 10, Exceptional, (7 reviews)
"loved it so much, beautiful property 100 % would stay again "
United States
Leilani R.
The price is ￥32,302
￥80,061 total
includes taxes & fees
Mar 9 - Mar 10
The Jewel of The Cove - Historic Coastal Retreat
Private kitchen

Vacation Home in The Hill

Cozy Room in charming New Haven near Yale/Hospitals!
The price is ￥11,236
￥24,118 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Room in charming New Haven near Yale/Hospitals!
Interior

Vacation Home in Middletown

Cozy Guest Suite in Historic Home
10.0 out of 10, Exceptional, (1 review)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is ￥23,033
￥33,510 total
includes taxes & fees
Mar 8 - Mar 9
Cozy Guest Suite in Historic Home
Smart TV, books

Vacation Home in East Shore

Clear LI Sound waterview, Wedding pics, Yale&Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is ￥89,744
￥154,250 total
includes taxes & fees
Mar 1 - Mar 2
Clear LI Sound waterview, Wedding pics, Yale&Beach
Marina

Vacation Home in Fair Haven

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is ￥19,974
￥37,171 total
includes taxes & fees
Mar 2 - Mar 3
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Dining

Vacation Home in Mill River

Stocked home close to Yale, in Heart of New Haven
9.2 out of 10, Wonderful, (19 reviews)
"Great value very close to university. "
United States
Lawrence
The price is ￥19,662
￥34,526 total
includes taxes & fees
Mar 4 - Mar 5
Stocked home close to Yale, in Heart of New Haven
Smart TV, books

Vacation Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is ￥22,095
￥73,638 total
includes taxes & fees
Mar 3 - Mar 4
Rogers Lake House (87) · CT College+Beach+USCGA
Exterior

Vacation Home in Middletown

Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (21 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is ￥17,946
￥35,151 total
includes taxes & fees
Mar 16 - Mar 17
Family Stays: Middletown, CT
Desk, iron/ironing board, WiFi, bed sheets

Vacation Home in Berlin

1 Min to I-91 - Newly Renovated Modern 2 BR Home
The price is ￥23,251
￥46,089 total
includes taxes & fees
Mar 24 - Mar 25
1 Min to I-91 - Newly Renovated Modern 2 BR Home
Microwave, oven, stovetop, dishwasher

Vacation Home in Rocky Hill

One private bedroom with work space and shared home with spa.
The price is ￥16,151
￥23,490 total
includes taxes & fees
Mar 1 - Mar 2
One private bedroom with work space and shared home with spa.
Living area

Vacation Home in Quinnipiac Meadows

Cozy 2-bedroom house in amazing New Haven
The price is ￥24,968
￥41,899 total
includes taxes & fees
Mar 1 - Mar 2
Cozy 2-bedroom house in amazing New Haven
Smart TV

Vacation Home in Middletown

#29 - Modern 5 Bedroom/2 Bath
9.4 out of 10, Exceptional, (6 reviews)
"Great place! "
United States
Gail R.
The price is ￥23,251
￥61,070 total
includes taxes & fees
Mar 3 - Mar 4
#29 - Modern 5 Bedroom/2 Bath
Dining

Vacation Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is ￥16,834
￥75,044 total
includes taxes & fees
Mar 6 - Mar 7
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2 bedrooms, WiFi, bed sheets

Vacation Home in Berlin

Private Apartment in Berlin
9.2 out of 10, Wonderful, (5 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is ￥17,166
￥44,397 total
includes taxes & fees
Mar 24 - Mar 25
Private Apartment in Berlin
Smart TV, fireplace

Vacation Home in Greenport

Renovated Townhouse walk to all
9.6 out of 10, Exceptional, (10 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ￥44,942
￥93,247 total
includes taxes & fees
Mar 4 - Mar 5
Renovated Townhouse walk to all
Fridge, microwave, oven, stovetop

Vacation Home in Southington

#27- Luxury Collection
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
The price is ￥29,493
￥68,560 total
includes taxes & fees
Mar 4 - Mar 5
#27- Luxury Collection
Property grounds

Vacation Home in Clinton

Stylish Modern Stay Steps from the Ocean
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is ￥28,089
￥56,334 total
includes taxes & fees
Mar 1 - Mar 2
Stylish Modern Stay Steps from the Ocean
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

The Blake Hotel

The Blake Hotel

10/10 Excellent
"I am a nurse that came to stay during the blizzard. The staff were very friendly and concerned for my safety having to get from the hospital in the snow. My room was spotless. The bed was very comfortable. Overall, I would not hesitate to stay again!"
Erin 2-night trip
Posted 4 days ago
The Blake Hotel

Find out more about Madison

Madison Vacation Homes information

Number of reviews
135
Accommodation
632 Vacation Homes
Lowest Price
￥23,490
Highest Price
￥154,250