Madison Vacation Homes

A Connecticut home in autumn surrounded by colorful foliage.

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

In two months

In three months

In four months

Our top choices for Madison holiday homes

#24 Serenity A Lakefront Cottage Retreat

Middletown

julia h.

HK$2,918 total

includes taxes & fees

31 May - 1 Jun

Rogers Lake House (87) · CT College+Beach+USCGA

Old Lyme

john18250

HK$3,614 total

includes taxes & fees

2 Jun - 3 Jun

Adorable Cottage, 5 min walk to water & town

Westbrook Center

Donovan V.

HK$3,165 total

includes taxes & fees

31 May - 1 Jun

#35 - Beautiful 3 BR Beach Haven

Old Lyme

Tim M.

HK$4,802 total

includes taxes & fees

5 Jun - 6 Jun

The Bay Cottage · Rocky Neck Park, Beach & Niantic

East Lyme

Sarah G.

HK$3,246 total

includes taxes & fees

1 Jun - 2 Jun

2 bedrooms, desk, iron/ironing board, WiFi

1 Min to I-91 - Newly Renovated Modern 2 BR Home

Berlin

HK$2,606 total

includes taxes & fees

23 Jun - 24 Jun

1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

HK$2,270 total

includes taxes & fees

1 Jun - 2 Jun

#16 A COZY GETAWAY 4BED/3BATH HOME W/ FIRE PIT

Southington

Dawn H.

View all properties

Find holiday rentals that suit your style

Private holiday homes

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Madison Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

6/10 Okay

"We used the place as a crash pad - easy to get to from the marina and close to "the main strip" . We did not have a car and it was a holiday weekend."

New Haven Hotel

10/10 Excellent

"Front desk staff made my check in quick and easy, answered my questions re: parking w/o issue. Since we arrived after 8pm, I really appreciated the security of the parking garage across the street (gated w/ key card access) and the ease of getting to the hotel from the sky bridge. The room was clean and comfortable. I'd definitely stay here again!"

Motel 6 Wethersfield, CT - Hartford

2/10 Terrible

"The room was very cramped; the mirror was broken but still affixed to the wall; carpet was grungy; and it appeared as if some people were living there long-term as if a shelter. I have stayed in numerous Motel Six but Wethersfield has shaken my confidence in booking Motel Six and referring it to friends. This was an instance where, "you get what you pay for", was true."

Holiday Inn Express Southington by IHG

8/10 Good

"The staff was welcoming and friendly. The property was very clean, my only problem(s) was the room smelled like smoke for a non smoking room. The other problem was the mold on the ceiling in the bathroom it’s not healthy. It was a good stay for what it was needed for a weekend stay to spend time with family. The breakfast was good and helped to get the day started. My husband and I would definitely stay again."

Find out more about Madison