Hot Chestertown Cottage Rates

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Featured Cottages in Chestertown

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
The price is AU$351 per night from 26 Dec to 27 Dec
AU$351
includes taxes & fees
26 Dec - 27 Dec
With a stay at this cottage in North Creek, you'll be on the waterfront, within a 10-minute drive of Gore Mountain Ski Resort and Adirondack Park.
Beautiful cottage on quiet country road walking distance to charming North Creek
Adirondack Mountains Cottage Near Gore Mountain!

Adirondack Mountains Cottage Near Gore Mountain!

Warrensburg
When you a stay at this cottage in Warrensburg, you'll be on the waterfront, just steps from Hudson River and Adirondack Park.
Adirondack Mountains Cottage Near Gore Mountain!
 Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!

Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!

Fort Ann
With a stay at this cottage in Fort Ann, you'll be on the waterfront, just a 1-minute walk from Adirondack Park and 9 minutes by foot from Lake Hadlock.
Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!
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Lake Luzerne Cottage with Lake Rights 15 Min from Lake George

Lake Luzerne Cottage with Lake Rights 15 Min from Lake George

Lake Luzerne
The price is AU$394 per night from 2 Jan to 3 Jan
AU$394
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at this cottage in Lake Luzerne, you'll be on a lake, just a 1-minute walk from Adirondack Park and 7 minutes by foot from Wayside Beach.
Lake Luzerne Cottage with Lake Rights 15 Min from Lake George
Hand-Crafted Cottage near Gore Mountain and Minerva Lake

Hand-Crafted Cottage near Gore Mountain and Minerva Lake

Olmstedville
Located in Olmstedville, this cottage is a 1-minute drive from Adirondack Park and 7 minutes from Minerva Lake.
Hand-Crafted Cottage near Gore Mountain and Minerva Lake
Reno done! Bolton Blue, Walk to Beach

Reno done! Bolton Blue, Walk to Beach

2 out of 5
Bolton
With a stay at this cottage in Bolton Landing, you'll be within a 5-minute walk of Lake George and Adirondack Park.
Reno done! Bolton Blue, Walk to Beach
Housekeeping Cottage - December -20%Special - near Lake George & Adirondacks

Housekeeping Cottage - December -20%Special - near Lake George & Adirondacks

Lake George
Located in Lake George, this cottage is in a rural location, within a 5-minute drive of Glen Lake and Ichabod Crane Schoolhouse.
Housekeeping Cottage - December -20%Special - near Lake George & Adirondacks
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Putnam Station
With a stay at this cottage in Town of Putnam, you'll be steps from Lake George and Adirondack Park.
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Athol Vacation Rental w/ Mountain Views!

Athol Vacation Rental w/ Mountain Views!

Athol
With a stay at this cottage in Athol, you'll be steps from Adirondack Park and a 2-minute drive from Hickory Ski Center.
Athol Vacation Rental w/ Mountain Views!
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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.

Chestertown Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Chestertown will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Chestertown definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Chestertown, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Chestertown Cottages essential information

Accommodation
122 Cottages
Lowest Price
AU$182
Highest Price
AU$394
Popular accommodation
Beautiful cottage on quiet country road walking distance to charming North Creek, Adirondack Mountains Cottage Near Gore Mountain!, Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!, Lake Luzerne Cottage with Lake Rights 15 Min from Lake George, Hand-Crafted Cottage near Gore Mountain and Minerva Lake, Reno done! Bolton Blue, Walk to Beach, Housekeeping Cottage - December -20%Special - near Lake George & Adirondacks, Direct lakefront cottage with wood burning fireplace in great room. Pet friendly, Athol Vacation Rental w/ Mountain Views!

Top trending hotels in Chestertown

The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St, Glens Falls, NY
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 1 Jan to 2 Jan
AU$202
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at The Queensbury Hotel, you'll be centrally located in Glens Falls, a 6-minute walk from Cool Insuring Arena and 11 minutes by foot from Hyde ...
The Queensbury Hotel
Six Flags Lodge & Indoor Waterpark

Six Flags Lodge & Indoor Waterpark

3.5 out of 5
89 Six Flags Dr, Queensbury, NY
The price is AU$393 per night from 12 Jan to 13 Jan
AU$393
includes taxes & fees
12 Jan - 13 Jan 2025
Located in Queensbury, Six Flags Lodge & Indoor Waterpark is in the mountains, within a 5-minute drive of Six Flags Great Escape and Outlets at Lake George.
Six Flags Lodge & Indoor Waterpark
Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel

Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel

3 out of 5
2223 Canada St, Lake George, NY
Fully refundable
The price is AU$192 per night from 6 Jan to 7 Jan
AU$192
includes taxes & fees
6 Jan - 7 Jan 2025
When you stay at Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel in Lake George, you'll be in a state park, a 2-minute drive from Lake George ...
Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel
Save an average of 15% on thousands of hotels when you're signed in
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

2 out of 5
1533 US-9, Lake George, NY
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 12 Jan to 13 Jan
AU$182
includes taxes & fees
12 Jan - 13 Jan 2025
With a stay at La Quinta Inn & Suites by Wyndham Lake George in Lake George, you'll be a 3-minute drive from Six Flags Great Escape and 6 minutes from Lake ...
La Quinta Inn & Suites by Wyndham Lake George
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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.

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^Subject to availability and chosen travel dates.