Compare Chestertown Cottage Rentals

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Featured Cottages in Chestertown

Lake Luzerne Cottage with Lake Rights 15 Min from Lake George

Lake Luzerne Cottage with Lake Rights 15 Min from Lake George

Lake Luzerne NY
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
The Elms Waterfront Cottages

The Elms Waterfront Cottages

2.5 out of 5
1 Bay Rd Lake Luzerne NY
$315 nightly
The price is $350 total per night
$350 total
Sep 14 - Sep 15
Total with taxes and fees
Guests of The Elms Waterfront Cottages have access to a winery, a marina, and a lazy river. If you decide to drive, there's free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this beach cottage include free WiFi in public areas, a business center, and an arcade/game room.
Kitchen
Pet friendly
Silver Bay Cabin-last minute availability 6/18

Silver Bay Cabin-last minute availability 6/18

Hague NY
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Charming cottage with a cozy, welcoming vibe

Charming cottage with a cozy, welcoming vibe

Bolton Landing NY
This cottage features a water park and barbecue grills.
Kitchen
Air conditioning
Private Adirondack lakefront Cottage on Loon Lake

Private Adirondack lakefront Cottage on Loon Lake

Chestertown NY
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Bluebear Cottage

Bluebear Cottage

Hadley NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
New Lakeside Cottage 5 minutes from great hiking with large deck and lake view

New Lakeside Cottage 5 minutes from great hiking with large deck and lake view

Silver Bay NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Beautiful cottage on quiet country road walking distance to charming North Creek

Beautiful cottage on quiet country road walking distance to charming North Creek

North Creek NY
$268 nightly
The price is $297 total per night
$297 total
Sep 14 - Sep 15
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
1 BR Waterfront Cottage Overlooking the Water and Mountain Sunsets!

1 BR Waterfront Cottage Overlooking the Water and Mountain Sunsets!

Lake Luzerne NY
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
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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 Sep 14 to Sep 15
    $194 total
    Sep 14 - Sep 15
    Total with taxes and fees
    9.2/10 Wonderful! (163 reviews)
    Great Escape Lodge & Indoor Waterpark

    Great Escape Lodge & Indoor Waterpark

    89 Six Flags Dr Queensbury NY
    $115 nightly
    The price is $128 total per night from Oct 12 to Oct 13
    $128 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8/10 Very Good! (1,843 reviews)
    La Quinta Inn & Suites by Wyndham Lake George

    La Quinta Inn & Suites by Wyndham Lake George

    1533 US-9 Lake George NY
    $93 nightly
    The price is $103 total per night from Sep 15 to Sep 16
    $103 total
    Sep 15 - Sep 16
    Total with taxes and fees
    8.6/10 Excellent! (1,669 reviews)

Cottages

Book a cottage in Chestertown
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chestertown. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chestertown better.

Cottage apartments in Chestertown range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chestertown
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chestertown and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chestertown cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chestertown. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Chestertown Cottages essential information

Accommodation
202 Cottages
Lowest Price
$103
Highest Price
$350
Popular accommodation
Lake Luzerne Cottage with Lake Rights 15 Min from Lake George, The Elms Waterfront Cottages, Silver Bay Cabin-last minute availability 6/18, Charming cottage with a cozy, welcoming vibe, Private Adirondack lakefront Cottage on Loon Lake, Bluebear Cottage, New Lakeside Cottage 5 minutes from great hiking with large deck and lake view, Beautiful cottage on quiet country road walking distance to charming North Creek, 1 BR Waterfront Cottage Overlooking the Water and Mountain Sunsets!

More to Explore