Compare Chesapeake Villas

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Featured Villas in Chesapeake

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
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
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
Virginia Beach | Balcony Retreat | Resort Pool & Beach Access

Virginia Beach | Balcony Retreat | Resort Pool & Beach Access

Virginia Beach VA
Guests staying at this villa enjoy access to a water park, a gym, and a sauna. Staff members can help with accommodation requests, and provide concierge services. This golf villa also has an arcade/game room.
Pool
Kitchen
Virginia Beach | Oceanfront Escape | Resort Pool & Beach

Virginia Beach | Oceanfront Escape | Resort Pool & Beach

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
Virginia Beach | Coastal Sunrise | Ocean View & Pool

Virginia Beach | Coastal Sunrise | Ocean View & Pool

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
Virginia Beach | Coastal Comfort | Resort Pool & Beach Access

Virginia Beach | Coastal Comfort | Resort Pool & Beach Access

Virginia Beach VA
Guests staying at this villa enjoy access to a water park, a gym, and a sauna. Staff members can answer questions about accommodations, and also provide concierge services. This golf villa also has an arcade/game room.
Pool
Kitchen
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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

    Comfort Suites Chesapeake - Norfolk

    Comfort Suites Chesapeake - Norfolk

    1550 Crossways Blvd Chesapeake VA
    $84 nightly
    The price is $99 total per night from Nov 10 to Nov 11
    $99 total
    Nov 10 - Nov 11
    Total with taxes and fees
    YourSpace Hotels Chesapeake

    YourSpace Hotels Chesapeake

    2137 Starmount Parkway Chesapeake VA
    $89 nightly
    The price is $104 total per night from Nov 8 to Nov 9
    $104 total
    Nov 8 - Nov 9
    Total with taxes and fees
    SpringHill Suites by Marriott Chesapeake Greenbrier

    SpringHill Suites by Marriott Chesapeake Greenbrier

    1446 Crossways Blvd Chesapeake VA
    $114 nightly
    The price is $133 total per night from Nov 1 to Nov 2
    $133 total
    Nov 1 - Nov 2
    Total with taxes and fees

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
$99
Highest Price
$133
Popular accommodation
Diamond Resorts Turtle Cay Resort - 2 Bedroom Lockoff, Sojourn The Lighthouse Beach Front Resort Villa, Historic Carriage House at the Church Point Manor, Luxury Townhome 1 BLOCK from Beach, on Boardwalk, Virginia Beach | Balcony Retreat | Resort Pool & Beach Access, Virginia Beach | Oceanfront Escape | Resort Pool & Beach, Modern Private Townhome with Rooftop Deck & Ocean Views!, Virginia Beach | Coastal Sunrise | Ocean View & Pool, Virginia Beach | Coastal Comfort | Resort Pool & Beach Access

More to Explore