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 NZ$384 per night from 26 Dec to 27 Dec
NZ$384
includes taxes & fees
26 Dec - 27 Dec
Stay at this cottage in North Creek. Enjoy free WiFi, a garden, and patios. Popular attractions Gore Mountain Ski Resort and Revolution Rail Co. are located ...
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
Stay at this cottage in Warrensburg. Enjoy patios, Netflix, and cable/satellite TV service. Popular attractions Friends Lake and Pack Demonstration Forest are ...
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
Book a stay at this family-friendly cottage in Fort Ann. Enjoy free WiFi, a water park, and a garden. Popular attractions Hadlock Pond and Lake Hadlock are located ...
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 NZ$430 per night from 2 Jan to 3 Jan
NZ$430
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this cottage in Lake Luzerne. Enjoy free WiFi, a garden, and patios. Popular attractions Wayside Beach and Sacandaga Outdoor Center are located ...
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
Stay at this cottage in Olmstedville. Enjoy a garden, tennis courts, and an in-room coffeemaker. Our guests praise the property condition in our reviews. Popular ...
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
Stay at this cottage in Bolton Landing. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Lake George and Veterans ...
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
Book a stay at this family-friendly cottage in Lake George. Enjoy free WiFi, a water park, and patios. Popular attractions Six Flags Great Escape and Glen Lake ...
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
Stay at this cottage in Town of Putnam. Enjoy an in-room coffeemaker and in-room fireplaces. Popular attraction Black Point Public Beach is located nearby.
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
Stay at this cottage in Athol. Enjoy a garden, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Hickory Ski Center and Warren County Nature ...
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
123 Cottages
Lowest Price
NZ$201
Highest Price
NZ$439
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 NZ$224 per night from 1 Jan to 2 Jan
NZ$224
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3-star business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in ...
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 NZ$439 per night from 5 Jan to 6 Jan
NZ$439
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3.5-star family-friendly resort in Queensbury. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the helpful ...
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 NZ$212 per night from 6 Jan to 7 Jan
NZ$212
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3-star family-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel
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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 NZ$201 per night from 12 Jan to 13 Jan
NZ$201
includes taxes & fees
12 Jan - 13 Jan 2025
Book a stay at this family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
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.