Madison Vacation Homes

A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

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Our top choices for Madison holiday homes

1. Adorable Cottage, 5 min walk to water & town

Westbrook Center

"It was close to a very pretty beach, which was nice. The neighborhood is very quiet. The only downside was that the bedrooms were up stairs and the stairs were very steep. I didn’t notice that in the write up to the property it might have changed my rental of it. I would rate it very highly for anyone that doesn’t have trouble with stairs. The air conditioning was excellent, and the property is well appointed the owners were lovely and responsive."

Sandra Hart

HK$3,458 total

includes taxes & fees

9 Sept - 10 Sept

2. LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

Clinton

Elizabeth C.

HK$5,933 total

includes taxes & fees

28 Sept - 29 Sept

3. Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Shannon G.

HK$5,569 total

includes taxes & fees

2 Sept - 3 Sept

4. Historic New England home ,Reunions Beach pass

Guilford

Liz H.

HK$5,224 total

includes taxes & fees

14 Sept - 15 Sept

5. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Saybrook Manor

Alexis L.

HK$4,763 total

includes taxes & fees

21 Sept - 22 Sept

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

6. Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

HK$2,318 total

includes taxes & fees

1 Sept - 2 Sept

7. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Old Saybrook

Nicole L.

HK$7,389 total

includes taxes & fees

24 Sept - 25 Sept

8. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven

Jamie S.

HK$2,046 total

includes taxes & fees

1 Sept - 2 Sept

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Top Madison Hotel Reviews

Motel 6 Wethersfield, CT - Hartford

10/10 Excellent

"The service"

Omni New Haven Hotel at Yale

8/10 Good

"We had a very nice large king bedroom. We were on the fourth floor facing out over the main entrance on Temple Street. Everything was great until bedtime. The street noise was terrible!! Cars and motorcycles revving their engines, people on the street yelling and fighting in the street until the bars closed…I am sure rooms on higher floors and facing other direction might be fine but beware."

Red Roof Inn Meriden

10/10 Excellent

"The room was spotless, and the shower was fantastic, but what I loved most was that we forgot our wall chargers, and they were provided as a room amenity. There’s also a microwave at the entrance. Small details like that make a big difference. We’re also traveling with our dog, Bear, just like many others, and not only did they allow dogs, but they didn’t charge an extra fee. I really appreciate that."

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