Compare Chesapeake Villas

Featured Villas in Chesapeake

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

Sojourn The Lighthouse Beach Front Resort Villa

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

Kitchen

Washer

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

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

Virginia Beach | Balcony Retreat | Resort Pool & Beach Access

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.

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!

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

Kitchen

Washer

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

At this villa, guests have access to a garden.

Kitchen

Pet friendly

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

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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

1550 Crossways Blvd Chesapeake VA

$98 nightly

$115 total

Sep 7 - Sep 8

Total with taxes and fees

8.8/10 Excellent! (1,067 reviews)

Wyndham Virginia Beach Oceanfront

5700 Atlantic Ave Virginia Beach VA

$102 nightly

$119 total

Sep 7 - Sep 8

Total with taxes and fees

Ocean Resort

Atlantic Avenue,2417 Virginia Beach VA

$93 nightly

$109 total

Sep 20 - Sep 21

Total with taxes and fees

7.8/10 Good! (1,721 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	$109
Highest Price	$119
Popular accommodation	Luxury Townhome 1 BLOCK from Beach, on Boardwalk, Sojourn The Lighthouse Beach Front Resort Villa, Diamond Resorts Turtle Cay Resort - 2 Bedroom Lockoff, Historic Carriage House at the Church Point Manor, Virginia Beach \| Balcony Retreat \| Resort Pool & Beach Access, Virginia Beach \| Oceanfront Escape \| Resort Pool & Beach, Modern Private Townhome with Rooftop Deck & Ocean Views!, The Boat House on the Bay - On the water; Pet Friendly; WiFi, Virginia Beach \| Coastal Sunrise \| Ocean View & Pool