Compare Chestertown Villas

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Featured Villas in Chestertown

Newly remodeled, private Villa in Bolton Landing with all the comforts of home

Newly remodeled, private Villa in Bolton Landing with all the comforts of home

2 out of 5
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Central & Charming 3bedr with private pool

Central & Charming 3bedr with private pool

At this villa, guests have access to an outdoor pool 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 Chestertown

    Pine Tree Motel & Cabins

    Pine Tree Motel & Cabins

    5537 State Route 8, Chestertown, NY
    $175 nightly
    The price is $194 total per night from Oct 7 to Oct 8
    $194 total
    Oct 7 - Oct 8
    Total with taxes and fees
    9.2/10 Wonderful! (141 reviews)
    Friends Lake Inn

    Friends Lake Inn

    963 Friends Lake Rd, Chestertown, NY
    $235 nightly
    The price is $261 total per night from Oct 7 to Oct 8
    $261 total
    Oct 7 - Oct 8
    Total with taxes and fees
    8.6/10 Excellent! (102 reviews)
    The Queensbury Hotel

    The Queensbury Hotel

    88 Ridge St, Glens Falls, NY
    $104 nightly
    The price is $115 total per night from Oct 30 to Oct 31
    $115 total
    Oct 30 - Oct 31
    Total with taxes and fees
    9.2/10 Wonderful! (1,384 reviews)

Luxury Villas

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

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

A top-end villa experience in Chestertown 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!

Chestertown Villas essential information

Accommodation
2 Villas
Lowest Price
$115
Highest Price
$261
Popular accommodation
Newly remodeled, private Villa in Bolton Landing with all the comforts of home, Central & Charming 3bedr with private pool

More to Explore

More to Explore