Holiday 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
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Madison holiday homes

Terrace/patio

Holiday Home in East Shore

The Jewel of The Cove - Historic Coastal Retreat
9.8 out of 10, Exceptional, (7 reviews)
"This was a great place to stay in New Haven, and a lot of care has gone into making it a welcoming house."
United States
Geoffrey H.
The price is NZ$892
includes taxes & fees
24 Mar - 25 Mar
The Jewel of The Cove - Historic Coastal Retreat
Dining

Holiday 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 NZ$899
includes taxes & fees
17 Mar - 18 Mar
McAngel Haven: 5 mins from Yale
Private kitchen

Holiday Home in The Hill

Cozy Room in charming New Haven near Yale/Hospitals!
10.0 out of 10, Exceptional, (2 reviews)
"Very nice house and very clean I really love it "
United States
Peterson
The price is NZ$268
includes taxes & fees
22 Mar - 23 Mar
Cozy Room in charming New Haven near Yale/Hospitals!
Interior

Holiday 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 NZ$370
includes taxes & fees
17 Mar - 18 Mar
Cozy Guest Suite in Historic Home
Smart TV

Holiday 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 NZ$697
includes taxes & fees
17 Mar - 18 Mar
#29 - Modern 5 Bedroom/2 Bath
Private kitchen

Holiday Home in Hamden

Welcoming 4-bedroom house in charming Hamden
10.0 out of 10, Exceptional, (1 review)
"Host was kind and attentive. Location was convenient and the home was clean and spacious. "
United States
Renee H.
The price is NZ$726
includes taxes & fees
17 Mar - 18 Mar
Welcoming 4-bedroom house in charming Hamden
Marina

Holiday 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 NZ$423
includes taxes & fees
17 Mar - 18 Mar
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Marina

Holiday 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 NZ$544
includes taxes & fees
18 Mar - 19 Mar
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Smart TV, books

Holiday 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 NZ$1,676
includes taxes & fees
17 Mar - 18 Mar
Clear LI Sound waterview, Wedding pics, Yale&Beach
Smart TV

Holiday Home in Momauguin

Cozy East Haven Home • Near Beach & Yale
10.0 out of 10, Exceptional, (6 reviews)
"Such a cute place, loved all the nautical touches. Great space for a weekend getaway, pretty well-stocked kitchen, clean & cozy. Really appreciated the outdoor space & amenities too! And Michael the host is very responsive & helpful! "
United States
Amal A.
The price is NZ$259
includes taxes & fees
22 Mar - 23 Mar
Cozy East Haven Home • Near Beach & Yale
Exterior

Holiday Home in Middletown

Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (22 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 NZ$403
includes taxes & fees
13 Apr - 14 Apr
Family Stays: Middletown, CT
Microwave, oven, stovetop, dishwasher

Holiday Home in Rocky Hill

One private bedroom with work space and shared home with spa.
The price is NZ$261
includes taxes & fees
17 Mar - 18 Mar
One private bedroom with work space and shared home with spa.
Dining

Holiday Home in Mill River

Stocked home close to Yale, in Heart of New Haven
9.2 out of 10, Wonderful, (20 reviews)
"Great value very close to university. "
United States
Lawrence
The price is NZ$347
includes taxes & fees
22 Mar - 23 Mar
Stocked home close to Yale, in Heart of New Haven
Property grounds

Holiday 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 NZ$487
includes taxes & fees
24 Mar - 25 Mar
Stylish Modern Stay Steps from the Ocean
Smart TV, books

Holiday Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"Communication was excellent. "
United States
Katy C.
The price is NZ$847
includes taxes & fees
30 Mar - 31 Mar
Rogers Lake House (87) · CT College+Beach+USCGA
Terrace/patio

Holiday Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is NZ$455
includes taxes & fees
17 Mar - 18 Mar
American Beech in Greenport - Petite King Room 7
Smart TV, fireplace

Holiday 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 NZ$984
includes taxes & fees
17 Mar - 18 Mar
Renovated Townhouse walk to all
Interior

Holiday Home in Marlborough

Cozy basement apartment with private bathroom, kitchen and entrance.
The price is NZ$850
includes taxes & fees
17 Mar - 18 Mar
Cozy basement apartment with private bathroom, kitchen and entrance.
Beach

Holiday Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is NZ$894
includes taxes & fees
17 Mar - 18 Mar
Beachside Bliss w/ Game Room, Gym & Golf Green
Dining

Holiday Home in Greenport

Northfork Townhouse walk to all
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is NZ$974
includes taxes & fees
17 Mar - 18 Mar
Northfork Townhouse walk to all
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful location, nicely appointed rooms, lovely staff. Food got mixed reviews from our group. Fantastic venue for bridal shower. "
Kathryn 2-night trip
Posted 10 hours ago
Water's Edge Resort & Spa

Find out more about Madison

Madison Holiday Homes information

Number of reviews
134
Accommodation
632 Holiday Homes
Lowest Price
NZ$259
Highest Price
NZ$1,676