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

Guests staying at this villa enjoy an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities, a water dispenser, and barbecue grills.

Pool

Hot Tub

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.

Hot Tub

Kitchen

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

$452 nightly

$520 total

Oct 7 - Oct 8

Total with taxes and fees

New Haven Hotel

229 George Street New Haven CT

$139 nightly

$160 total

Sep 13 - Sep 14

Total with taxes and fees

9.2/10 Wonderful! (2,326 reviews)

Sound View Greenport

58775 County Rd 48 Greenport NY

$259 nightly

$296 total

Oct 1 - Oct 2

Total with taxes and fees

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!

Madison Villas essential information

Accommodation	3 Villas
Lowest Price	$160
Highest Price	$520
Popular accommodation	New Construction Greenport Pool House - 3 Blocks from Town, Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond, Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.