Compare Chesapeake Villas

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Featured Villas in Chesapeake

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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 Chesapeake

    Wingate by Wyndham Chesapeake

    Wingate by Wyndham Chesapeake

    817 Greenbrier Circle, Chesapeake, VA
    The price is $112 per night from Mar 31 to Apr 1
    $112
    per night
    Mar 31 - Apr 1
    8/10 Very Good! (1,013 reviews)
    Comfort Suites Chesapeake - Norfolk

    Comfort Suites Chesapeake - Norfolk

    1550 Crossways Blvd, Chesapeake, VA
    The price is $88 per night from Apr 10 to Apr 11
    $88
    per night
    Apr 10 - Apr 11
    8.2/10 Very Good! (1,000 reviews)
    Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

    Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

    1801 Atlantic Ave, Virginia Beach, VA
    The price is $109 per night from Apr 8 to Apr 9
    $109
    per night
    Apr 8 - Apr 9
    8/10 Very Good! (1,778 reviews)

Luxury Villas

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

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

A top-end villa experience in Chesapeake 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!

Chesapeake Villas essential information

Accommodation
70 Villas
Lowest Price
$88
Highest Price
$112
Popular accommodation
Old-World Retreat at 1860s Manor: Luxury Amenities - Tennis Court & Nature Trail, Diamond Resorts Turtle Cay Resort - Studio, The Boat House on the Bay - On the water; Pet Friendly; WiFi, Diamond Resorts Beach Quarters Resort - 1 Bedroom Ocean Front Max 4, Diamond Resorts Turtle Cay Resort - Studio Accessible No Roll in Shower, Ocean Beach Club Resort, 1 bedroom, penthouse - Ocean View, Diamond Resorts Oceanaire Resort - 1 Bedroom Accessible No Roll in Shower OceanView, Diamond Resorts Oceanaire Resort - 3 Bedroom Ocean Front Suite, One Bedroom Suite Ocean View