Compare Chesapeake Villas

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Featured Villas in Chesapeake

Luxury Townhome 1 BLOCK from Beach, on Boardwalk

Luxury Townhome 1 BLOCK from Beach, on Boardwalk

Virginia Beach VA
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Kitchen
Washer
Historic Carriage House at the Church Point Manor

Historic Carriage House at the Church Point Manor

Virginia Beach VA
At this villa, guests have access to features like laundry facilities. This family-friendly villa also has a garden.
Kitchen
Washer
The Boat House on the Bay - On the water; Pet Friendly; WiFi

The Boat House on the Bay - On the water; Pet Friendly; WiFi

Norfolk VA
At this villa, guests have access to a garden.
Kitchen
Pet friendly
26th and Pacific with Ocean Views!

26th and Pacific with Ocean Views!

Virginia Beach VA
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Modern Luxury Townhome Rooftop Deck & Ocean Views!

Modern Luxury Townhome Rooftop Deck & Ocean Views!

Virginia Beach VA
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
Diamond Resorts Ocean Beach Club - Studio - Ocean Front

Diamond Resorts Ocean Beach Club - Studio - Ocean Front

Virginia Beach VA
Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Staff members can help with accommodation requests, and provide concierge services. This beach villa also has barbecue grills.
Pool
Hot Tub
Modern Private Townhome with Rooftop Deck & Ocean Views!

Modern Private Townhome with Rooftop Deck & Ocean Views!

Virginia Beach VA
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
Diamond Resorts Turtle Cay Resort - 2 Bedroom Lockoff

Diamond Resorts Turtle Cay Resort - 2 Bedroom Lockoff

Virginia Beach VA
At this villa, guests have access to a hot tub. Staff members can answer questions about accommodations, and also provide concierge services.
Pool
Hot Tub
Sojourn The Lighthouse Beach Front Resort Villa

Sojourn The Lighthouse Beach Front Resort Villa

Norfolk VA
Guests staying at this villa have access to an arcade/game room, barbecue grills, and a garden.
Kitchen
Washer
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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
    $103 nightly
    The price is $121 total per night from Jun 14 to Jun 15
    $121 total
    Jun 14 - Jun 15
    Total with taxes and fees
    7.8/10 Good! (1,052 reviews)
    STUDIOS & SUITES 4 LESS CHESAPEAKE

    STUDIOS & SUITES 4 LESS CHESAPEAKE

    2222 S Military Hwy Chesapeake VA
    $70 nightly
    The price is $83 total per night from May 31 to Jun 1
    $83 total
    May 31 - Jun 1
    Total with taxes and fees
    7/10 Good! (820 reviews)
    YourSpace Hotels Chesapeake

    YourSpace Hotels Chesapeake

    2137 Starmount Parkway Chesapeake VA
    $121 nightly
    The price is $141 total per night from Jun 21 to Jun 22
    $141 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.6/10 Exceptional! (93 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
101 Villas
Lowest Price
$83
Highest Price
$141
Popular accommodation
Luxury Townhome 1 BLOCK from Beach, on Boardwalk, Historic Carriage House at the Church Point Manor, The Boat House on the Bay - On the water; Pet Friendly; WiFi, 26th and Pacific with Ocean Views!, Modern Luxury Townhome Rooftop Deck & Ocean Views!, Diamond Resorts Ocean Beach Club - Studio - Ocean Front, Modern Private Townhome with Rooftop Deck & Ocean Views!, Diamond Resorts Turtle Cay Resort - 2 Bedroom Lockoff, Sojourn The Lighthouse Beach Front Resort Villa

More to Explore