Compare Cheshire Villas

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Featured Villas in Cheshire

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.

Pool

Washer

This villa features free WiFi in public areas and barbecue grills.

Free WiFi

Barbecue grill

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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 Cheshire

Cheshire Welcome Inn

1106 S Main St. Cheshire CT

$89 nightly

$102 total

Jan 7 - Jan 8

Total with taxes and fees

8.4/10 Very Good! (772 reviews)

New Haven Hotel

229 George Street New Haven CT

$109 nightly

$126 total

Jan 25 - Jan 26

Total with taxes and fees

9/10 Wonderful! (1,978 reviews)

The Capitol Hotel

440 Asylum St Hartford CT

$88 nightly

$102 total

Feb 4 - Feb 5

Total with taxes and fees

7.4/10 Good! (1,144 reviews)

Luxury Villas

Book luxury villas in Cheshire
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Cheshire. 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 Cheshire, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Cheshire
You won’t have a problem finding your own space in Cheshire. 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 Cheshire on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Cheshire 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!