Madison Vacation Rentals from ￥34,122: Search Short-Term Rentals

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Our top choices for Madison vacation rentals

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Madison

￥59,001 total

includes taxes & fees

Jul 7 - Jul 8

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Tanitra

￥34,122 total

includes taxes & fees

Aug 3 - Aug 4

1 bedroom, desk, iron/ironing board, travel crib

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

￥45,840 total

includes taxes & fees

Jul 14 - Jul 15

North Fork Resort

Greenport

James

￥63,154 total

includes taxes & fees

Jul 19 - Jul 20

1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

Dwight

Rosanne M.

￥29,720 total

includes taxes & fees

Jul 6 - Jul 7

#24 Serenity A Lakefront Cottage Retreat

Middletown

Rodrigo C.

￥82,726 total

includes taxes & fees

Jul 22 - Jul 23

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire

Benjamin W.

￥34,500 total

includes taxes & fees

Jul 6 - Jul 7

Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

Dwight

"The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. "

ELIZABETH M S M.

￥37,772 total

includes taxes & fees

Jul 19 - Jul 20

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Top Madison Hotel Reviews

Zey Hotel

10/10 Excellent

"Wonderful restaurants and nearby shopping"

Cambria Hotel New Haven University Area

10/10 Excellent

"My wife and I spent seven nights at Cambria Hotel and found everything to our liking. The hotel was quiet and clean, as was our room. Check-in was simple and easy. There is a parking garage next to the hotel for those who arrive in a car, available for a daily charge though definitely worth it for us. Staff for the restaurant (open for breakfast and dinner) were attentive and friendly. In addition, the hotel is conveniently located for vehicle access to downtown New Haven, Yale University, and a number of restaurants. The Hotel has a fitness room with various machines, free weights, etc. Overall a pleasant stay. We would consider the Cambrian on our next visit to the area."

Find out more about Madison

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Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals in Madison close to RJ Julia Booksellers, or you can go with a more remote option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Madison. Make sure you have time to check out the aquarium and waterfront during your trip.

What are some of the best vacation home rentals that Madison has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This highly rated vacation home rental in Madison is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Madison?

With 34 Expedia vacation rentals, you're sure to find just the right place for your Madison stay.

What’s there to see and do in Madison?

Hammonasset Beach and East Wharf Beach Park are a couple of scenic spots to enjoy the outdoors, whereas Allis-Bushnell House and Museum is one of the cultural attractions. Hammonasset Beach State Park and North Madison Shopping Center are other places to visit while you're in town.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Madison. Vacation rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.

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Check prices for these dates

Our top choices for Madison vacation rentals

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy