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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Cottages in Chestertown

Charming cottage with a cozy, welcoming vibe
Property grounds

Charming cottage with a cozy, welcoming vibe

7.0 out of 10, Good, (10)
"Perfect place away from the strip, so clean and well taken care of. I'd live there forever honestly."
Charming cottage with a cozy, welcoming vibe
Adirondack Mountains Cottage Near Gore Mountain!
Terrace/patio

Adirondack Mountains Cottage Near Gore Mountain!

9.8 out of 10, Exceptional, (114)
"Excellent place and nice view"
Adirondack Mountains Cottage Near Gore Mountain!
The Elms Waterfront Cottages
Exterior

The Elms Waterfront Cottages

2.5 star property
8.4 out of 10, Very Good, (16)
"We were treated like royalty here at the Elms. The owner, Chandler and his staff, go above and beyond. What a beautiful escape. We will most definitely return. "
The price is AED 1,331
AED 1,477 total
includes taxes & fees
3 Aug - 4 Aug
The Elms Waterfront Cottages
Athol Vacation Rental w/ Mountain Views!
Exterior

Athol Vacation Rental w/ Mountain Views!

10.0 out of 10, Exceptional, (25)
"Beautiful facility, views, and a very quiet secluded place. The place was very clean and well supplied with amenities'."
Athol Vacation Rental w/ Mountain Views!
Beautiful lakeview cottage on Friends Lake
Exterior

Beautiful lakeview cottage on Friends Lake

9.6 out of 10, Exceptional, (28)
"Very clean cabin, close to beach and lake. Host was very cordial. Expecting to return next summer."
Beautiful lakeview cottage on Friends Lake
Walk to Million Dollar Beach from this awesome Cottage!
Exterior

Walk to Million Dollar Beach from this awesome Cottage!

10.0 out of 10, Exceptional, (158)
"Had a great time good location and plenty of room."
Walk to Million Dollar Beach from this awesome Cottage!
Huckleberry Cottage at Cozy Nook
Outdoor dining

Huckleberry Cottage at Cozy Nook

9.6 out of 10, Exceptional, (16)
"It was exactly what we needed to be able to go sight seeing and shopping at the nearby outlets"
Huckleberry Cottage at Cozy Nook
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Property grounds

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

8.4 out of 10, Very Good, (16)
"Nice waterfront location "
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Lake Luzerne Cottage with Lake Rights 15 Min from Lake George
Exterior

Lake Luzerne Cottage with Lake Rights 15 Min from Lake George

9.0 out of 10, Wonderful, (32)
"Cozy little cottage in a great location. We really enjoyed the area and our stay. "
Lake Luzerne Cottage with Lake Rights 15 Min from Lake George
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Exterior

#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!

9.6 out of 10, Exceptional, (16)
"The views were absolutely amazing! We will definitely be back."
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Tree-lined dog-friendly cottage with wrap-around deck, grill, & gas fireplace
Outdoor dining

Tree-lined dog-friendly cottage with wrap-around deck, grill, & gas fireplace

8.6 out of 10, Excellent, (4)
"This was a great location for getting easily to Lake George. There was plenty of space. The firepit was a nice late night touch for s’mores making!"
Tree-lined dog-friendly cottage with wrap-around deck, grill, & gas fireplace
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Exterior

Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

10.0 out of 10, Exceptional, (17)
"The house is tranquil, clean and well-equipped. My son and I were very comfortable, wish we could have been there more than 1 night. "
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
An Adirondack Retreat
Exterior

An Adirondack Retreat

9.2 out of 10, Wonderful, (70)
"We had a great time during our stay. We used this as a base for our trip, and we enjoyed the view of the pond and the quietness of the property. It was a bit tucked away but was a nice drive and had everything we needed. "
An Adirondack Retreat
A beautiful lake view cabin on Friends Lake
Exterior

A beautiful lake view cabin on Friends Lake

9.6 out of 10, Exceptional, (51)
"Another wonderful relaxing stay. So happy to have spent another week here. And same as last year every thing went smoothly and we had a great time exploring and visiting with family. Thank you Amanda for another great stay!"
A beautiful lake view cabin on Friends Lake
Cozy Cottage at Lake George Campsites!
Terrace/patio

Cozy Cottage at Lake George Campsites!

4.0 out of 10, (2)
"Property is beautiful BUT beware the cabins are much smaller than they appear in the photos. The upstairs with the 2 beds is just a crawl space with beds. Not suitable for young kids or anyone tall lol. The steps leading up to that space is dangerous. Make sure to buy the linen package, i didnt even know it exsisted until we arrived and it was to late to purchase. Beware of the slippery floors as well, my kids took many spills on them. The bunkbeds are also in closet NOT room. "
Cozy Cottage at Lake George Campsites!
Hand-Crafted Cottage near Gore Mountain and Minerva Lake
Exterior

Hand-Crafted Cottage near Gore Mountain and Minerva Lake

10.0 out of 10, Exceptional, (209)
"Great stay and exactly as described. Loved the wood stove and cozy living room, lots of space for the kids upstairs. On a very quiet road."
Hand-Crafted Cottage near Gore Mountain and Minerva Lake
Bolton Landing Cottage w/ Deck, Walk to Beach!
Outdoor dining

Bolton Landing Cottage w/ Deck, Walk to Beach!

9.8 out of 10, Exceptional, (29)
"Everything was exactly as it was supposed to be. Great place, very clean, perfect location. Loved the whole week there."
Bolton Landing Cottage w/ Deck, Walk to Beach!
Game Room & Yard: Charming North Creek Home!
Exterior

Game Room & Yard: Charming North Creek Home!

10.0 out of 10, Exceptional, (5)
"Great rental for anybody heading to Gore Mountain. Plenty of space for the family, convenient location. Easy check in process, owner was communicative. Would certainly stay there again with the family."
Game Room & Yard: Charming North Creek Home!
North Creek Cottage in the Adirondacks w/ Fire Pit
Outdoor dining

North Creek Cottage in the Adirondacks w/ Fire Pit

9.6 out of 10, Exceptional, (55)
"The house was easy to get to, well appointed and clean. Perfect for a few days skiing at Gore, and only a quick walk to dinner on the Main Street. Very happy and would stay again."
North Creek Cottage in the Adirondacks w/ Fire Pit
Waterfront Home on Lake George w/ Boat Dock!
House (2 Bedrooms) | Interior

Waterfront Home on Lake George w/ Boat Dock!

3.0 star property
Waterfront Home on Lake George w/ Boat Dock!
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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Top Chestertown Hotel Reviews

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Close to the town. Amazing!"
Maria 2-night trip
Posted 21 hours ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

Frequently asked questions

How much do cottages in Chestertown cost?
Prices for cottages in Chestertown range between AED 1,331 and AED 1,331 per night. Whatever your budget, you're sure to find the perfect place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Chestertown?
You can choose from 161 cottages in Chestertown. No matter if you're traveling with the little ones or planning a weekend break with close friends, Expedia can help you find the ideal property to reconnect with nature.
Why book your cottage in Chestertown with Expedia?
Booking a cottage in Chestertown is as simple as entering your travel dates and picking your ideal place for a vacation in the outdoors. From chic retreats to budget-friendly stays and cottages that have perks like free WiFi, Expedia has something for all tastes. As for terrific deals? We've got them as well!