Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Superhost

A spacious kitchen features wooden cabinetry and modern stainless steel appliances. A large island with a dark countertop is surrounded by rustic stools. Beneath warm lighting, decorative elements include wooden accents and an ornamental bear figure positioned above the cabinets.

Cabin in Lake George

4.86 out of 5 average rating, 126 reviews

Spacious Lake George Lodge -Near West & Gore Mnt

SignatureRetreatsNY.com Book your Signature Retreat today and enjoy this Lake George Log Mansion Lodge. This Spacious 2836 sqr ft retreat, w/ 4 bedrooms, 7 beds and 3 full bathrooms is located at the foothills of French Mount. It has the Best of both worlds-an Amazing Adirondack Custom Log Cabin and Update Modern Amenities with Cozy Home Comforts. Located centrally to Lake George, the MillionDollar Beach, the Adirondacks, Glen Lake, West Mountain, Gore Mountain, Six Flags & Saratoga Springs.

Guest favorite

A wooden deck overlooks a calm lake, framed by lush trees and distant mountains. Two reclining chairs are positioned on the deck, with one chair facing the water and a flag nearby, highlighting the serene atmosphere during sunset.

Home in Lake Luzerne

4.98 out of 5 average rating, 128 reviews

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!!!!!

Top guest favorite

A spacious deck features several red Adirondack chairs facing the water, promoting relaxation and enjoyment of the view. The natural surroundings include trees and rolling hills, while the lake reflects the overcast sky, creating a serene atmosphere.

Home in Hadley

5 out of 5 average rating, 51 reviews

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!

Guest favorite

The exterior of the home features a single-story design with a light grey facade. An American flag is displayed, and a large star accentuates the front. Surrounding greenery includes trees and shrubs, complementing the spacious lawn area and paved driveway.

Home in Fort Edward

5 out of 5 average rating, 8 reviews

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.

Top guest favorite

A scenic view from the deck showcases a calm river winding through colorful autumn foliage. Distant mountains rise against a clear blue sky, while the foreground features a driveway and a peaceful grassy area.

Home in Northville

4.94 out of 5 average rating, 243 reviews

OnTheRiver/Adk decor, full kitchen, 2 bedrooms

This is the place for a wonderful, relaxing retreat. You’ll be pleasantly surprised when you open the door to your stay. It’s beautiful Adirondack decor is very welcoming and you will be very impressed with the sparkling cleanliness of this stay. Relax and enjoy all the comforts of home with WIFI, ATT and Verizon cell service. We have a full house generator, mini split for air conditioning, deck area, a grill, and an area with a fire pit all with the river and mountain view’s. Boat parking!

Top guest favorite

A spacious living area features a stone fireplace surrounded by a wooden mantel. Large windows provide natural light and views of the outdoors. Comfortable seating arrangements, including a sofa and recliner, are positioned for relaxation. Wood paneling and ceiling beams enhance the rustic charm.

Home in Chestertown

5 out of 5 average rating, 17 reviews

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.

Top guest favorite

Cabin in Lake George

5 out of 5 average rating, 39 reviews

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.

Guest favorite

A private inground pool is set within a wooden deck, surrounded by a well-maintained lawn. Several white lounge chairs are arranged by the poolside, offering a relaxing space. A wooden fence and hanging planters provide additional greenery and privacy.

Home in North Creek

4.83 out of 5 average rating, 339 reviews

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

Guest favorite

The cottage features a rustic exterior, surrounded by lush greenery, with a clear view of the water. A wooden dock extends into the lake, providing access for boating or relaxation, while chairs are positioned nearby for enjoying the serene lakeside atmosphere.

Cottage in Gloversville

4.89 out of 5 average rating, 45 reviews

Lake front Firefly Adirondack lodge .

Firefly Lodge is a Lake Front Adirondack cottage ; which will offer you a magical Adirondack experience. Located on the tip of Mountain Lake, our cottage has the seclusion and natural beauty that you can only find in the native woodlands of our southern Adirondack Mountains. Wake up to see the sun rise over our 44 acre lake. Have a cup of coffee and unwind to the songs of the loons as the sun shimmers over the length of the lake. Swim, boat, fish, hike, golf. A Perfect Vacation

Top guest favorite

A ski lift station is pictured against a clear blue sky, with fluffy white clouds floating above. Surrounding trees display autumn colors on the hillside, while the grassy area near the base of the lift appears well-maintained and open, suggesting access to outdoor activities.

Apartment in North Creek

4.93 out of 5 average rating, 71 reviews

The Rail house

You will enjoy easy access to everything from this centrally located place. Just off Main Street Walking distance to everywhere Supermarket across the street Spirit store in same plaza. Walk along the beautiful Hudson River And browse local gift shops right in Main Street. Option for third person with a cot only sleeper for an additional charge of $50 A visit to Gore mountain is just a few short minutes away drive. Private guest walking trails to the Hudson and walking path.

Top guest favorite

A spacious wooden house features a balcony with a railing, overlooking a green lawn. Large windows allow natural light to fill the interior, while five skylights add brightness. Vibrant trees display autumn foliage in the surroundings, creating a serene atmosphere.

Home in Addison

4.96 out of 5 average rating, 225 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Superhost

Home in Bolton

5 out of 5 average rating, 3 reviews

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.