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The Roost, a lakefront 4 season home in the Adirondack Mountains

Photo gallery for The Roost, a lakefront 4 season home in the Adirondack Mountains

A room with a large sliding glass door leading to an outdoor deck with wooden furniture and a view of a forested area.
A cabin with a wooden staircase leading up to a deck, surrounded by tall trees and a body of water.
A bedroom with a wooden bed, two bedside tables with lamps, a window with blinds, and a view of a wooden deck and trees.
A stone fireplace with a wooden mantel above it.
A modern kitchen with a wooden island, bar stools, a refrigerator, microwave, and a toaster.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Toys
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View map
Chestertown, NY
  • Place, Tripp Pond
    ‪1 min walk‬
  • Place, Lake George
    ‪20 min drive‬
  • Place, Gore Mountain Ski Resort
    ‪30 min drive‬
  • Airport, Glens Falls, NY (GFL-Floyd Bennett Memorial)
    ‪37 min drive‬

Rooms & beds

4 bedrooms (sleeps 9)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

3 Single Beds

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Dining area

Add dates for prices

Similar properties

Gas grill with a water view
Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.
Chestertown
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
9.6 out of 10, Exceptional, (10 reviews)
Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.

About the area

Chestertown

Located in Chestertown, this holiday home is next to a golf course and on a lake. Bolton Historical Museum and The Sembrich are cultural highlights, and some of the area's attractions include Revolution Rail Co. and North Creek Depot Museum. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as sledging and snowmobiling.
View more Holiday homes in ChestertownOpens in a new window
Map
Chestertown, NY

What's nearby

  • Tripp Pond - 1 min walk - 0.1 km
  • Lake George - 20 min drive - 25.3 km
  • Fort William Henry Museum - 22 min drive - 26.7 km
  • Great Escape - 28 min drive - 37.4 km
  • Gore Mountain Ski Resort - 30 min drive - 42.3 km

Getting around

  • Glens Falls, NY (GFL-Floyd Bennett Memorial) - 38 min drive

Restaurants

  • ‪Stewart's Shops - ‬9 min drive
  • ‪Main Street Ice Cream Parlor - ‬7 min drive
  • ‪The Bullhouse - ‬7 min drive
  • ‪The Hub - ‬12 min drive
  • ‪Two Sparrows Coffe Co. - ‬8 min drive

Frequently asked questions

Is The Roost, a lakefront 4 season home in the Adirondack Mountains pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Roost, a lakefront 4 season home in the Adirondack Mountains?

On-site parking is available at the property.

What time is check-in at The Roost, a lakefront 4 season home in the Adirondack Mountains?

Check-in begins at 4:00 PM.

What time is check-out at The Roost, a lakefront 4 season home in the Adirondack Mountains?

Checkout is at 10:00 AM.

Where is The Roost, a lakefront 4 season home in the Adirondack Mountains located?

Situated in Chestertown, this golf holiday home is steps from Tripp Pond and within 6 mi (10 km) of Friends Lake and Pack Demonstration Forest. Loon Lake and Loon Lake Beach are also within 9 miles (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 68 out of 70 reviews
Rating 8 - Good. 2 out of 70 reviews
Rating 6 - Okay. 0 out of 70 reviews
Rating 4 - Poor. 0 out of 70 reviews
Rating 2 - Terrible. 0 out of 70 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved this home. Tripp lake is a hidden gem! Hope to return soon.
Stayed 8 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Once again we had an amazing stay with the Family. Plenty of room, great views of the lake and great accommodations! Our host Cynthia was awesome and very responsive.
Stayed 14 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Know the area well as my family has a home on Friends Lake, but we often all want to be up there at the same time so delighted to find the Roost. Clean and with anything you need handy, we had a delightful experience.
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice. Exactly what I expected. Well stocked with basics. Great for families. Would stay again.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was wonderful and perfect for our skiing venture with our family. Would definitely love to book again
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay! Home was well appointed and extremely clean!! It was great to have 2 bedrooms with their own bathrooms and the kids shared a bathroom. Would highly recommend.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

This place was perfect for our girls trip!
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic stay. The house was very roomy and perfect for our large family. The dock was great for fishing and swimming. The kitchen was very well stocked with anything needed to cook a meal. The host was very friendly and accommodating. I would highly recommend staying here.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful and tranquil home right on the lake. The house was fully stocked with everything we needed- kitchen utensils, games, and kayaks. Cynthia was a very accommodating and kind host who was available via chat any time we had a question. My friends and I had a blast and we will return again.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house!

House was just as listed and perfect for our family!
Stayed 2 nights in Feb 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer chill

Loved our stay here; peaceful, fun and very relaxing! Property owner very responsive and helpful also.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing trip

We loved our summer get away! The house was amazing! The fishing and kayaking was perfect! We fished from sun up to sun down!
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot for our family vacation!

We’ve gone away for a week with my cousin and his family for 10 years. This was one of our favorite houses. It was very clean and offered all the amenities we needed. The kids and adults loved fishing off the dock and kayaks and canoes were great for cruising around on the water.
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Celebration

This is our second time staying here. We just love the property. The view is spectacular! Close to Lake George, restaurants and shopping. We had a wonderful time!
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

The Roost was a wonderful choice for our family. Very nice decor, well equipped, and comfortable. We loved the dock and easy access to the lake. I would love to return.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Blessed Memorial Day celebration with Family

Our family had a wonderful time celebrating Memorial Day weekend At The Roost , everything was so beautiful . The surroundings , the lake .. We love the serenity of the place . It was so spacious and we are all comfortable. Our host is very nice and so helpful too. It was a truly perfect place for us for a family getaway. We will sure come back to this place .
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer family time

The property was perfectly located for peace and quiet. It’s located on a lake which allows for nature sounds. There is fresh water fish in the lake and it is so clear you can see the fish swimming in the water.
Stayed 6 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time at The Roost

We go to the beach every year but wanted this year to be different! The cabin was very clean, had all the amenities we needed, plus a great quiet location! Tripp lake had tons of fish and not at all crowded. ! The manager was very prompt in reaching out when we had a question. Highly recommended
Stayed 6 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just wonderful

We found The Roost to be perfect for our long weekend. It was very spacious and had everything we needed. The lake war calm and peaceful, perfect for trying out kayaking and refreshing our canoeing skills and we didn’t even mind ( too much) when it rained. The owner was very communicative. Thinking of returning!
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The house was perfect. The lake was amazing!

The whole experience was so perfect. There were two families who went. The parents took the rooms upstairs and the teens were down stairs. We fit perfectly. The house was very clean. Can’t wait till next year.
Stayed 5 nights in Aug 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

Beautiful house with comfortable living areas and bedrooms with great views .The kitchen was great , just bring food to cook! Propane bbq grill worked great and firepit was nice. Great location with a quiet lake steps down from the house. Nice golf course directly across the street with little to no wait to play. Great location, close to Lake George. No complaints.
Stayed 5 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Between Lake George and Schroon Lake -well appointed home.

This is a well equipped home with 2 master en-suite bathrooms and lower level full bath for remaining 2 bedrooms. Anything I needed to prepare full meals for our party of 8 was available. We did lose electricity for about 6 hours due to a fallen tree down the road but the host was in frequent communication to assist with needs and concerns. We enjoyed the pond and the deck as well as the canoe and kayaks. Several of us walked across to the golf course and played on the 9 hole course. We would stay here again.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sept. 2024 Vacation at the Roost

We spent a week at the Roost in September and had a wonderful time. Communication with the owner was easy and responsive. We had no need to contact the owner during our stay - everything worked as expected. The house is very clean and very well stocked with everything you would need during a stay. The property is in a very quiet and peaceful setting with easy access to the beautiful lake and the kayaks and canoe made exploring the lake (and fishing) a lot of fun. There is even a fire pit with plenty of seating for making smores and viewing the stars. Google maps took us right to the driveway entrance. This is a great property for vacationing with friends and family. Supermarkets are close by as well as a gold course if you like to play. I fully intend to return in the future with more family!
Stayed 5 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay. Ali we expected. Will be back!
Stayed 4 nights in Jul 2026
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Such a Nice Weekend Get Away

Such a beautiful and private location. Perfect for a small, relaxing, family get together. The view and foliage were absolutely stunning. Kayaks and Canoe were excellent. Fire pit set up was great. The cabin itself is beautiful, but I noticed there were a lot of cob webs and flies, which bothered me. There were also a lot of dead bugs inside of the kitchen light over the island, which was gross and there were multiple light bulbs out throughout the house, but other than that it was very nice.
Stayed 2 nights in Oct 2022
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