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Featured Cottages in Chestertown

Adirondack Mountains Cottage Near Gore Mountain!
9.8 out of 10, Exceptional, 89 reviews
"Loved it. Cozy cabin by the river. Easy access. Great view of the Hudson and loved watching the squirrels. We were all very pleased."
Adirondack Mountains Cottage Near Gore Mountain!
Adirondack Creekside Cottage-Sportmen’s Delight
10.0 out of 10, Exceptional, 36 reviews
"Great time awesome fishing cottage was super clean and maintained"
Adirondack Creekside Cottage-Sportmen’s Delight
Beautiful cottage on quiet country road walking distance to charming North Creek
9.8 out of 10, Exceptional, 27 reviews
"Charming little cabin. Well stocked. Little trail down to the river right in front with a pool for the kids to play in. Highly recommend for quick and easy getaway from the capital."
Beautiful cottage on quiet country road walking distance to charming North Creek
Cottage - near Lake George & Adirondacks - year round
10.0 out of 10, Exceptional, 28 reviews
"Nice people "
Cottage - near Lake George & Adirondacks - year round
Hand-Crafted Cottage near Gore Mountain and Minerva Lake
10.0 out of 10, Exceptional, 179 reviews
"This is an amazing place! The cabin is so cozy, we didn't want to leave. It was clean, well equipped, great lay-out. Beautiful area with lots of outdoor activities close by. I hope to come back again!"
Hand-Crafted Cottage near Gore Mountain and Minerva Lake
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
9.6 out of 10, Exceptional, 4 reviews
"Cabin was clean and cozy and in a quiet location. Make sure you build the fire as far back in the fireplace as possible or you will be smoked out.The kitchen needs a frying pan or two. Overall we were very comfortable."
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Pine Knoll on Lake George | Cottage with direct lake & private dock access
9.4 out of 10, Exceptional, 3 reviews
"As an everyday workers, this place was the best therapy to rest, to share and to connect with nature!!!"
Pine Knoll on Lake George | Cottage with direct lake & private dock access
Athol Vacation Rental w/ Mountain Views!
10.0 out of 10, Exceptional, 5 reviews
"Wonderful location, nice house with all the amenities."
Athol Vacation Rental w/ Mountain Views!
#6 Lakeview @Birchwood Cottages at Loon Lake. Family Friendly Waterfront
9.8 out of 10, Exceptional, 11 reviews
"Owners were very accommodating. Sitting around campfire with family. Beach right across the road. Great awesome fun time. Definitely will be back"
#6 Lakeview @Birchwood Cottages at Loon Lake. Family Friendly Waterfront
Private Adirondack lakefront Cottage on Loon Lake
10.0 out of 10, Exceptional, 4 reviews
"The cabin is exactly as described in the listing - it is very clean, welcoming, and tastefully decorated! Although we visited the town's public beach one day, we did appreciate having a private area on the beach. The host was great with communication. There is plenty to do in the area - our family went Horseback riding at Circle B Ranch, rail biking riding in North Creek, and took a summer ski lift ride up Gore Mountain. We also visited the farmer's market in Chestertown. Our family is from...
Private Adirondack lakefront Cottage on Loon Lake
Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!
10.0 out of 10, Exceptional, 7 reviews
"Some friends and I stayed in this lovely home on our way to see the eclipse and everything was wonderful; super responsive hosts, clear directions, a home that was perfectly ready for us. Bummer we only stayed the one night, would love to come back and stay longer!"
Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!
Lakeside Cottage with Mountain Views
10.0 out of 10, Exceptional, 1 review
"Very nice accommodation. Three adults and a dog had plenty of room. Loved the covered and uncovered decks. Great views. Kitchen has everything you need, except food/ beverages. I definitely recommend it."
Lakeside Cottage with Mountain Views
Bluebear Cottage
9.0 out of 10, Wonderful, 2 reviews
"We arrived to the property by way of country roads, quaint towns, and breath taking views of the lake. Once there we enjoyed all the property had to offer. The owners instructions were simple, the property was clean and they provided everything, including washing machines and soap. We had a blast and the hostess was amazing work with."
Bluebear Cottage
Lakefront Rustic Cottage with Direct Lake Access
10.0 out of 10, Exceptional, 1 review
"Small but all you need. Very relaxing. I enjoyed my stay immensely."
Lakefront Rustic Cottage with Direct Lake Access
Cottage by the lake
8.0 out of 10, Very good, 4 reviews
"Property and photos as advertised. Owner kept in contact to ensure all was ok. Cabin/house clean, air conditioned. Proximity to marina named Hulett Landing was good. Marina had basic essentials. Would recommend this cabin and stay there again."
Cottage by the lake
Lake Luzerne Cottage with Lake Rights 15 Min from Lake George
9.2 out of 10, Wonderful, 17 reviews
"This was one of the nicest vacation rentals I've stayed in, We came up to Lake Luzerne for my husband's birthday and we cooked dinner in on the first night. I brought up some extra kitchen stuff, but realized that I didn't need any of it because the kitchen is so well equipped. It's small, but very well designed, and it has pretty much everything you need. The decor is really cute and very Adirondack appropriate. Like most mountain cottages, it's small, but the lot is very well maintained, the...
The price is AU$426
per night
17 June - 18 June
Lake Luzerne Cottage with Lake Rights 15 Min from Lake George
Private Cottage on Lake George W/ Wood-Burning Fireplace, Lake View, & Fast WiFi
9.4 out of 10, Exceptional, 21 reviews
"Stayed there with my husband, daughters, kids and brother for Mom’s 90th birthday!! Plenty of space and cute place!!!"
Private Cottage on Lake George W/ Wood-Burning Fireplace, Lake View, & Fast WiFi
An Adirondack Retreat
9.4 out of 10, Exceptional, 61 reviews
"It was a fine stay, would do it again"
An Adirondack Retreat
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
9.6 out of 10, Exceptional, 14 reviews
"We really enjoyed our stay and the views were awesome. We’ve been vacationing in the Adirondack Mountains for many years but didn’t know that Birchwood Cottages was a place that you could stay. We’ve always stayed at the Maple Leaf up in Schroon Lake. We now plan to make Loon Lake a yearly thing."
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Glen Cottage at Cozy Nook
9.6 out of 10, Exceptional, 11 reviews
"Very clean and functional. We ran in to zero issues with this place and absolutely loved the neighborhood/attractions in and around the community! 100% recommend"
Glen Cottage at Cozy Nook
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See all available properties in Chestertown
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.

Other property types in Chestertown

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, 39 reviews
"The house is the perfect combination of woodsy and modern. Most of the wooden furniture has been beautifully hand made with creative design. The high celings in the main family room are also made of gorgeous wood. There is a real fireplace that we unfortunately did not use because it was too warm. Comfy leather recliners and a 75 inch TV. The kitchen is open to the main room with a peninsula to sit at with stools. Modern appliances, all the kitchen ware you could possibly need, clean and new....
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
9.8 out of 10, Exceptional, 48 reviews
"Clean property. Kids enjoyed games in basement."
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Cozy retreat with fireplace, kayaks, and shared beach/pond access
8.8 out of 10, Excellent, 9 reviews
"We loved the days we stayed there, beautiful environment, very nice view. Be careful with the mosquitos, they came out in the evening."
Cozy retreat with fireplace, kayaks, and shared beach/pond access
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 Cottages information

Number of reviews
490
Accommodation
123 Cottages
Lowest Price
AU$426
Highest Price
AU$426

Frequently asked questions

How much do cottages in Chestertown cost?
You’ll pay between AU$426 and AU$426 per night for cottages in Chestertown. No matter your budget, an ideal stay is only a few clicks away on Expedia. This price was 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?
Enjoy reconnecting with nature in one of the 123 cottages on offer in Chestertown. To help you choose a place that’s right for you, use our filters to search for amenities or perks you need.
What is there to do in Chestertown near my cottage?
You’ll find loads of fantastic things that’ll fill up your itinerary in Chestertown. Explore big attractions like Loon Lake Beach, Natural Stone Bridge and Caves and Loon Lake. Friends Lake, Avalanche Lake and Tripp Pond are also visitor favourites.

Recent Reviews in Chestertown
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