Compare Chesapeake Villas

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Featured Villas in Chesapeake

Diamond Resorts Turtle Cay Resort - 2 Bedroom Lockoff

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

Luxury Townhome 1 BLOCK from Beach, on Boardwalk

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

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

Kitchen

Washer

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

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

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.

Modern Private Townhome with Rooftop Deck & Ocean Views!

At this villa, guests have access to features like laundry facilities.

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

At this villa, guests have access to a garden.

Kitchen

Pet friendly

Sojourn The Lighthouse Beach Front Resort Villa

Guests staying at this villa have access to an arcade/game room, barbecue grills, and a garden.

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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

STUDIOS & SUITES 4 LESS CHESAPEAKE

2222 S Military Hwy Chesapeake VA

$63 nightly

$74 total

Jul 13 - Jul 14

Total with taxes and fees

7.2/10 Good! (882 reviews)

Hyatt Studios Chesapeake

101 Volvo Parkway Chesapeake VA

$175 nightly

$203 total

Jul 19 - Jul 20

Total with taxes and fees

8/10 Very Good! (30 reviews)

Wyndham Virginia Beach Oceanfront

5700 Atlantic Ave Virginia Beach VA

$158 nightly

$183 total

Jul 22 - Jul 23

Total with taxes and fees

7.8/10 Good! (1,901 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	$74
Highest Price	$203
Popular accommodation	Diamond Resorts Turtle Cay Resort - 2 Bedroom Lockoff, Luxury Townhome 1 BLOCK from Beach, on Boardwalk, Historic Carriage House at the Church Point Manor, Virginia Beach \| Oceanfront Escape \| Resort Pool & Beach, Virginia Beach \| Coastal Comfort \| Resort Pool & Beach Access, Virginia Beach \| Balcony Retreat \| Resort Pool & Beach Access, Modern Private Townhome with Rooftop Deck & Ocean Views!, The Boat House on the Bay - On the water; Pet Friendly; WiFi, Sojourn The Lighthouse Beach Front Resort Villa