Compare Madison Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Madison

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Madison

View all properties

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.

Hotel Options in Madison

Madison Beach Hotel

94 West Wharf Road Madison CT

$281 nightly

$323 total

Apr 28 - Apr 29

Total with taxes and fees

9.4/10 Exceptional! (364 reviews)

New Haven Hotel

229 George Street New Haven CT

$124 nightly

$143 total

May 3 - May 4

Total with taxes and fees

9.2/10 Wonderful! (2,099 reviews)

Omni New Haven Hotel at Yale

155 Temple St New Haven CT

$119 nightly

$137 total

May 24 - May 25

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

Luxury Villas

Book luxury villas in Madison
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Madison. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Madison, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Madison
You won’t have a problem finding your own space in Madison. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Madison on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Madison rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!