Compare Shady Side Villas

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Featured Villas in Shady Side

Breathtaking Waterfront Estate

Breathtaking Waterfront Estate

At this villa, guests have access to a gym, laundry facilities, and a garden. This family-friendly villa also has barbecue grills.
Pool
Kitchen
Cozy 4-BDR in Upper Marlboro - Minutes from D.C.

Cozy 4-BDR in Upper Marlboro - Minutes from D.C.

Upper Marlboro, MD
At this vacation home, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Pool
Washer
Spacious 4-bedroom villa in Bowie

Spacious 4-bedroom villa in Bowie

2 out of 5
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a water dispenser.
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 Shady Side

    Historic Inns of Annapolis

    Historic Inns of Annapolis

    58 State Circle, Annapolis, MD
    $145 nightly
    The price is $166 total per night from Nov 2 to Nov 3
    $166 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.8/10 Excellent! (1,833 reviews)
    DoubleTree by Hilton Hotel Largo/Washington DC

    DoubleTree by Hilton Hotel Largo/Washington DC

    9100 Basil Court, Upper Marlboro, MD
    $97 nightly
    The price is $109 total per night from Nov 3 to Nov 4
    $109 total
    Nov 3 - Nov 4
    Total with taxes and fees
    7.8/10 Good! (1,003 reviews)
    La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

    La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

    55 Hampton Park Blvd, Capitol Heights, MD
    $85 nightly
    The price is $96 total per night from Oct 26 to Oct 27
    $96 total
    Oct 26 - Oct 27
    Total with taxes and fees
    5.8/10 (1,886 reviews)

Luxury Villas

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

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

A top-end villa experience in Shady Side 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!

Shady Side Villas essential information

Accommodation
3 Villas
Lowest Price
$96
Highest Price
$166
Popular accommodation
Breathtaking Waterfront Estate, Cozy 4-BDR in Upper Marlboro - Minutes from D.C., Spacious 4-bedroom villa in Bowie