Chestertown NY Vacation Rentals

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Best Chestertown NY Vacation Rentals

Opting for a vacation rental in Chestertown allows guests to experience the local charm and nature up close. These accommodations often feature essential amenities and easy access to natural attractions.

+ 97 photos

The Fern Lodge

46 Fiddlehead Bay Road
Free Wi-Fi in rooms
Free parking
Bar/ Lounge area
Fitness center
Massage
Sauna
Laundry
Flat-screen TV
Express check-in/ -out
Ski pass vendor
Darts
Pool tables
Hiking
Cycling
Canoeing
Fishing
Skiing
In-room breakfast
Beach access
Game room
No pets allowed
Air conditioning
No smoking on site
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The Fern Lodge in Chestertown is a four-star bed and breakfast that features six elegantly designed rooms with views of the mountain. Guests can enjoy relaxing in the sauna or by the fitness center, and the property is located only 19 miles from Fort William Henry. The lodge offers air-conditioning with modern amenities, including a work desk and free WiFi for convenience. Additional recreational facilities include a sun terrace and water sports activities. With a bar and massage services, guests can unwind or engage in evening entertainment.

Price comparison

Average Price 549 US$

8.3

Good

(51 Reviews)

+ 97 photos

Friends Lake Inn

963 Friends Lake Rd
Free Wi-Fi in public areas
Free parking
Baggage storage
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Massage
Sauna
Flat-screen TV
Pool tables
Hiking
Horseback riding
Golf course
Skiing
Game room
Children's menu
Board games
No pets allowed
Air conditioning
No smoking on site
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Friends Lake Inn in Chestertown promises five-star comfort, featuring 20 rooms that offer stunning garden views and various dining options. Guests can indulge in American and Italian cuisines at the family-friendly restaurant while enjoying the special breakfast menus. The inn also provides a sauna and a sun terrace for leisure activities. For those who appreciate nature, skiing and hiking are available nearby, with many attractions like Natural Stone Bridge & Caves only 11 mile away. The inn's staff has received praise for their exceptional service.

Price comparison

Average Price 125 US$

9.2

Good

(71 Reviews)

+ 9 photos

The Lodge At Loon Lake

5381 State Route 8
Free Wi-Fi in rooms
Free parking
Outdoor dining area
Picnic area/ Tables
Flat-screen TV
Fishing
Golf course
Beach access
Private beach
Beach umbrellas
Pets allowed
Air conditioning
No smoking on site
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The Lodge At Loon Lake in Chestertown features serene guest accommodations with stunning lake views. Guests have access to a private beach area. The lodge is conveniently located just 2 miles from Loon Lake Marina and only a 5-minute drive from Interstate 87. Each room comes equipped with a balcony. On-site BBQ facilities accommodate outdoor gatherings and are perfect for family and friends.

Price comparison

Average Price 159 US$

9.7

Good

(3 Reviews)

+ 65 photos

Rustic Adirondacks Home W/ Hot Tub & Lake Access!

7133 U.S. 9
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Express check-in/ -out
Canoeing
Outdoor dining area
Sun loungers
Jacuzzi
Cribs
Board games
Pets allowed
No smoking on site
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Rustic Adirondacks Home W/ Hot Tub & Lake Access! offers three bedrooms and two bathrooms, presenting a spacious layout designed for family comfort. With a fully equipped kitchen and outdoor barbecue area, guests can prepare meals while enjoying the beautiful surroundings. The home includes modern amenities such as free WiFi and air-conditioning. Located within close range of attractions like the Natural Stone Bridge & Caves, this home is perfect for both relaxation and adventure seekers.

Price comparison

Average Price 471 US$

10.0

Good

(2 Reviews)

+ 35 photos

Adirondack Oasis, 15 Mi To Lake George Village!

105 Balsam Crest Rd
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Flat-screen TV
Express check-in/ -out
Sauna
Game room
No pets allowed
No smoking on site
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Adirondack Oasis is a generous holiday home offering three bedrooms and two bathrooms. The home is designed with modern amenities, including a fully equipped kitchen and a games room stocked with various fun activities. Its location is strategic, being approximately 15 miles from popular sites such as Fort William Henry and Lake George. The oasis offers guests leisure opportunities like BBQ grilling and relaxation in a friendly communal atmosphere.

Price comparison

Average Price 657 US$

Loon Lake NY Rentals

Rentals near Loon Lake provide alternative lodging options for those seeking proximity to outdoor activities while enjoying modern conveniences. These accommodations offer varying levels of amenities in scenic settings and are ideal for families or groups.

9.5

Good

(2 Reviews)

+ 40 photos

Lily Pad North At Loon Lake Near Gore Mountain

North 7131 U.S. 9
Free Wi-Fi in public areas
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Playpen
Cribs
No pets allowed
No smoking on site
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Lily Pad North at Loon Lake is a spacious two-bedroom apartment near Gore Mountain, ideal for families. The rental includes a fully equipped kitchen, a private entrance, and air-conditioning, adding to the comfort. The property provides easy access to Loon Lake Public Beach, just a short drive away. Guests can enjoy a balcony facing the garden as well as free WiFi. Located within close proximity to attractions, guests can explore the beauty of the area easily.

Price comparison

+ 52 photos

The Lily Pad At Loon Lake Near Gore Mountain

North & South 7131 U.S. 9
Free Wi-Fi in public areas
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Playpen
Cribs
No pets allowed
No smoking on site
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The Lily Pad at Loon Lake offers a four-bedroom layout that is perfect for larger groups or families seeking spacious accommodations. Guests enjoy a private entrance and a balcony overlooking the garden. The kitchen is fully equipped with modern appliances for home-cooked meals. Free WiFi ensures connectivity while staying near top attractions such as Natural Stone Bridge & Caves. The outdoor seating area enhances the relaxation experience with scenic views.

Price comparison

10.0

Good

(2 Reviews)

+ 41 photos

Eagles Nest At Loon Lake Near Gore Mountain

7129 U.S. 9
Free Wi-Fi in public areas
Free parking
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Table tennis
Playpen
Cribs
Board games
No pets allowed
No smoking on site
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Eagles Nest at Loon Lake features an expansive seven-bedroom property designed for larger gatherings or family trips. This spacious rental offers guests a private kitchen equipped with modern appliances. The surrounding outdoor area includes a patio for enjoying fresh air and nature, while the garden provides stunning views. Each bedroom features air-conditioning. Located near major attractions like Natural Stone Bridge & Caves, this rental is appealing for all types of travelers.

Price comparison

+ 18 photos

Cozy Adirondack Jem Your Four Season Getaway

3 High Pines Terrace E
Wi-Fi
Free parking
Air conditioning
Flat-screen TV
Cribs
No pets allowed
No smoking on site
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Cozy Adirondack Jem Your Four Season Getaway offers two bedrooms with modern amenities and features necessary for relaxation and convenience. The property includes a fully equipped kitchen and a spacious living area that opens onto a balcony with garden views. Free on-site parking facilitates easy access, and guests can enjoy a relaxing garden space. Located a short drive from key attractions, this apartment is perfect for vacationers.

Price comparison

10.0

Good

(2 Reviews)

+ 31 photos

4 Mi To Beach & Lake: Spacious Home In Chestertown

189 Stock Farm Rd
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Flat-screen TV
Express check-in/ -out
Cribs
Board games
No pets allowed
No smoking on site
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4 Mi To Beach & Lake: Spacious Home In Chestertown provides ample living space with four bedrooms and three bathrooms. Its kitchen is equipped with essential appliances making meal prep convenient. The home also includes a BBQ grill for outdoor dining experiences. Proximity to local attractions like Deadwood Mountain Trading Company enhances the appeal for active travelers. This spacious rental is ideal for those seeking comfortable and accessible lodging near the beach.

Price comparison

Chestertown is steeped in over 200 years of history, nestled in the breathtaking Adirondack Mountains. The town is characterized by its picturesque landscapes, vibrant culture, and proximity to natural attractions like Natural Stone Bridge & Caves, which is just 7 miles away. With numerous vacation rentals available, including family-friendly homes and cozy lodges, Chestertown serves as a perfect base for travelers exploring the region. Popular options include lodgings near Loon Lake, enhancing access to outdoor adventures and leisure activities.

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