Vacation rentals in Chestertown

River Cottage

Beautiful cottage in the Adirondack Mountains situated on over an acre of waterfront property with River access. Enjoy swimming, Kayaking and fishing on the Hudson River, all right from the backyard of the house. It has a great deck which overlooks the river with perfect views for enjoying sunset cocktails… Yard also has two fire-pits for night time fun and laughs. Cabin is close to skiing, snowmobiling trails. Perfect for a family getaway to make awesome memories. STAY, SPLASH, SMORES!!!!!

The Summit on The Sacandaga is sure to Satisfy.

We are excited to share our Gem with YOU! If you are looking for a Lake House on a private Mountain Top, we’ve got you covered! Our Chalet has been COMPLETELY remodeled & freshly furnished in 2022! This place is oozing vacation vibes! We too love travel & adventure, so we are pretty sure we know what you need! Morning coffee on the deck overlooking 285’ of private beach or cocktails on the dock or fireside. Bring your boat or enjoy our paddle boat, kayaks, canoe, swing & hammocks Be our guest!

Spacious Villa: 5 Beds, 3 Baths, BBQ, Private Pool

Welcome to our homy 5-bedroom, 3.5-bath home in Fort Edward, just 20 minutes from both Saratoga Springs and Lake George. This spacious home is ideal for families and groups, offering all the amenities for a relaxing and comfortable stay. With two fully equipped kitchens, two living rooms, and a private backyard with a pool (open from Memorial Day to Labor Day), this house provides plenty of space for everyone. Enjoy the firepit or fire up the gas grill for a barbecue with friends and family.

Adirondack Home 20min from Lake George and Gore

Located between Gore and Lake George. Newly renovated 4 bedroom 2.5 bathroom, beautiful property with a private beach and salt water pool Local attractions: Gore Mountain 13 miles Lake George 20 miles Loon Lake beach 1 mile Lake Placid 60 miles Schroon Lake 12 miles Brant Lake 7 miles Six Flags 25 miles Short distance to local hiking trails, snowmobile trails, fishing spots, horseback riding, boating and more. Lots of amazing local restaurants, distilleries, and breweries to try out.

Great location. Walk to Village attractions/beach!

Our stylish Adirondack log cabin is the perfect location for your Lake George four season getaway. Steps away from Million Dollar Beach, restaurants and the Village. Easy access to snowmobile trails and thirty-five minutes to Gore Mountain for skiing. Close to Adirondack High Peaks and local hiking trails. Smart TVs in each bedroom, living room and den. Two Vermont cast iron gas stoves. Fire pit, outdoor seating and garage to park your car or store your winter toys. Filtered lake views.

Adirondack Chalet

A wonderful and peaceful Chalet at the foot of Gore Mountain with a private inground pool and wireless internet. Just a 25 minute to Lake George and only minutes from other Lakes such as Thirteenth Lake in North River and Minerva Lake. White water rafting is just a few minutes from us and the sweet hamlet of North Creek with its great restaurants, bars, Supermarket, liquor store, antique shops and pharmacy is a mile away. The Chalet is private, with a big deck and is open all year

Bolton Landing - 4 Bdrm Vacation Rental

Escape to your private retreat in beautiful Bolton Landing, NY, where your dream vacation awaits. Nestled in the heart of nature with stunning views of Lake George, this 3-bedroom (plus sleeping loft), 2-bath vacation rental offers the perfect blend of tranquility and adventure. From the spacious living and dining areas to the sitting area on the decks, inside and out, every detail has been carefully designed to ensure your comfort and relaxation.

Renovated Cottage in Lake George

Enjoy this cozy cottage in Adirondack style with mountain view right in front! Completely remodeled in 2018, cottage is on US route 9 just a mile straight away from Lake George village! Perfect for remote work with 200mbps internet. Town has activities like boat rentals, ferry, lunch/dinner at restaurants by the lake! For kids there's arcade, mini golf, go karts, laser tag and more just 10-15mins away! 30mins drive to skiing mountains in winter.

Gore Mountain Log Cabin Getaway

8 minutes to Gore Mountain. Perfect getaway for couples, family vacay, small sporting group, or long time friends. Log cabin located 5 mins to food & shopping. Summer offers gondola rides & short drive to lakes, fishing, boating; beautiful porch for morning coffee & lovely views. Gore Mountain in winter for skiing & snowboarding. 24 hour buffer between bookings from when guests check out. 3 night minimum stay on holidays. A/C unit in main room.