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TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!

Chestertown vacation home with kitchen

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Smart TV, fireplace, DVD player, books
Exterior
Interior
Dining
Smart TV, fireplace, DVD player, books

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 91800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Chestertown, NY
  • Place, Tripp Pond
    ‪1 min walk‬
  • Place, Million Dollar Beach
    ‪24 min drive‬
  • Place, Six Flags Great Escape
    ‪30 min drive‬
  • Airport, Glens Falls, NY (GFL-Floyd Bennett Memorial)
    ‪38 min drive‬

Room options

About the neighborhood

Chestertown

On lake.At this Chestertown vacation home, you'll be within half a mile (1 km) of Tripp Pond and 3 miles (5 km) of Friends Lake. Pack Demonstration Forest and Loon Lake are also within 6 miles (10 km).
View more Vacation Homes in ChestertownOpens in a new window

What's nearby

  • Tripp Pond - 1 min walk - 0.1 miles
  • Fort William Henry Museum - 23 min drive - 17.1 miles
  • Lake George Steamboat Company - 23 min drive - 17.1 miles
  • Million Dollar Beach - 24 min drive - 17.3 miles
  • Six Flags Great Escape - 30 min drive - 23.7 miles

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 - ‬8 min drive
  • ‪The Hub - ‬13 min drive
  • ‪O.P. Fredricks - ‬12 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!

Tripp Lake Retreat is nestled in the woods overlooking Tripp Lake in Chestertown, NY. This peaceful get-away is easily accessed just minutes from the Adirondack Northway (Rt. 87), yet is located in a secluded setting. Since our home is in a secluded setting we have installed two security cameras. Both are outside. One is mounted on a tree near the wood box and faces the driveway and the front door. The other is mounted on the house and faces the stairs to the back door off the kitchen.
Our fully furnished 3 bedroom home has 2 full bathrooms and sleeps 7. Bedroom #1 has a King bed. Bedroom #2 has a Queen and a Twin. Bedroom #3 has a Queen bed. Queen and Twin bed linens are NOT provided. You'll have to bring those with you. King bed linens ARE provided. Bathroom and Kitchen hand towels are provided. Bath towels are NOT provided. This cuts down on the amount of laundry that must be done by my very busy housekeeper. Both bathrooms have shower/tub combinations. The kitchen with breakfast bar is fully equipped with 2 coffee makers (not Keurig coffee maker), toaster, microwave, blender, etc. The dining table in the Family Room seats up to 10 guests. Our spacious Living Room has a gas fireplace and ample seating. This living area including the Family Room is surrounded by windows that offer beautiful views of the lake and all outdoors! Enter Tripp Lake Retreat through the Mud Room, a great place to leave coats, shoes, toys, and wet beach towels. On the same level is a Laundry Room with washer and dryer. All the comforts of home are available to you while you experience Adirondack adventures during the months of July, August, and September.. We have an automatic generator so you will never have to worry about losing power!
Swim, fish, kayak, canoe, skate, on the lake or just sit on the deck and enjoy the view. If you like to hike, bike, shop, ride horses or roller coasters, have bon-fires by the lake, or sit inside by the cozy fire, Tripp Lake Retreat is an ideal vacation spot for you and your friends and family.

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Property amenities

Beach

  • Beach loungers
  • Beach towels

Ski

  • Close to skiing

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car required
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Handrails in stairways
  • Smooth flooring in public areas
  • Thin carpet in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a rural location
  • In a village
  • Near an outlet shopping mall
  • Near the marina
  • On a lake

Things to do

  • Bicycle parking
  • Golf
  • Kayak
  • Tennis
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Rafting nearby
  • Sledding nearby
  • Swimming nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Bicycle parking
  • Eco-friendly cleaning products used
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Recycling
  • Reusable cups
  • Reusable tableware
  • Unit size: 1,800 square feet
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
If you move furniture please return it to its original place.
Please be sure canoes are pulled off of the beach and return paddles, and life vest to closet under the stairs in Mud Room.
Please return canvas bag chairs to closet under the stairs in Mud Room.
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

Spacious 4 Season Adirondack Home Overlooking Small Private Lake

Frequently asked questions

How close is TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! to the airport?

This vacation home is 26.3 mi (38-min drive) away from the Glens Falls, NY (GFL-Floyd Bennett Memorial) airport, the closest popular airport to the property.

Does TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! to the beach?

This vacation home is 6.2 mi (9-min drive) from Loon Lake Beach and 17.3 mi (27-min drive) from Veterans Memorial Park Beach. Don't forget your sunscreen!

Does TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!?

No, there is no casino at this vacation home.

What time is check-in at TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!?

Check-in begins at 4:00 PM.

Is there free parking at TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!?

Free parking is not available at this vacation home.

Does TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! have a pool?

This vacation home does not have a pool.

Does TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! have a spa?

There are no spa services available at this vacation home.

How close is TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! to downtown Chestertown?

This vacation home is 3.5 mi away from Chestertown.

TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 101 out of 110 reviews
Rating 8 - Good. 9 out of 110 reviews
Rating 6 - Okay. 0 out of 110 reviews
Rating 4 - Poor. 0 out of 110 reviews
Rating 2 - Terrible. 0 out of 110 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Caitlin W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property and location. Perfect place for a relaxing getaway.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Karol D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice property with fabulous location.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Wendy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful stay as always! House was very clean and the lake was amazing!
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Velimir T.

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

Very relaxing stay

The property had everything we needed and our stay was very relaxing. Owner was quick to respond and we had a perfect Family vacation.
Stayed 4 nights in Jul 2020
Verified

10/10 Excellent

Sudhir D.

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

Great place to stay

We thoroughly enjoyed our stay at Tripp Lake retreat. Found it very clean and luxurious, enjoyed canoes lots of table games books etc.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Wendy S.

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

Amazing stay!

This was our fourth year staying at the lake house - we love it! Beautiful lake great for swimming, floating, and kayaking; great location and a very clean and comfortable house!
Stayed 6 nights in Jul 2023
Verified

10/10 Excellent

Vanessa C.

Great house!

Lovely house in a great location. Great space for families with plenty of room indoors and out.
Stayed 2 nights in Jun 2018
Verified

10/10 Excellent

Ginny S.

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

2nd Annual Trip

Again, we were thrilled staying at the Tripp Lake Retreat. It fits us to a T. Three generations of us wanting to lay back and relax outdoors and indoors. Thank you for such an amazing experience!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Harjeet S.

A beautiful and peaceful country house

We loved the location and the house. Very clean and had all the amenities. Perfect house.
Stayed 2 nights in May 2018
Verified

10/10 Excellent

Joel K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our 11th year for our family business ADK retreat. We live in a gorge in the Finger Lakes so expect allot from our ADK destination. This home checked all the boxes with every provision close at hand, an immaculate atmosphere and a bit of family history in word and pictures which gave the property a warm feeling. The owner sent the check in information well in advance and was prompt and pleasant in communication. Great meals, canoeing, morning coffee on the deck - a good time was had by all!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Shari M.

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

Family trip

We had a wonderful time. Plenty of family games to play, and even some books and toys for the toddlers. Everything we needed. Great location for trip to Lake George.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Leticia

Liked: Cleanliness, amenities, property conditions & facilities
We love the place, the lake, the house, a beautiful and very comfortable place to rest and enjoy with the family, very good communication with the owners!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Richard H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a least the third time staying at Tripp Lake. We love the location and the house. Communication with Debby is easy and comfortable. The house has always felt like a home away from home. It’s clean, near towns that truly give you an Adirondack feel, and offer so many choices of things to do every day. We are always happy upon arrival, sad to leave, and look forward to next summer to come back.
Stayed 6 nights in Aug 2025
Verified

8/10 Good

Margaret B.

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

Quiet getaway

Nice getaway in the ADK. Place was spatious,clean, well stocked kitchen, and great communication with the host. Access to lake with two canoes and nice deck to enjoy the scenery.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Matt J.

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

Cozy Family Home by Beautiful Lake

Really enjoyed our stay! Host Debbie was very responsive, nice and accommodating. The house was just the right size for our family getaway with 8 people, including 2 small children. The house is just steps away from gorgeous Lake Tripp. Short drive to touristy Lake George nearby. Great spot for a family seeking an Adirondack vacation.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Wendy S.

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

Wonderful place

This is our third time staying at the lake house and we love it! Very clean. The lake is quiet and peaceful and great for swimming, kayaking, canoeing, etc.
Stayed 6 nights in Jul 2022
Verified

10/10 Excellent

John R.

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

Lovely place by the pond!

The host made us feel welcome. We enjoyed the privacy and the private pond access where canoes & gear were available! Highly recommended!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Dana S.

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

Fourth of July getaway

A group of us from Boston stayed here during the long weekend to visit Lake George and surrounding towns. The house was wonderful and fit everyone. Having the lake in front of the house was perfect! Thank you Debbie for a wonderful getaway!
Stayed 4 nights in Jul 2019
Verified

10/10 Excellent

Verified traveler

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

Delightful Getaway

Thoroughly enjoyed our stay. Lots of extra amenities. Super comfortable. Only thing needed was a description of accessibility, steep driveway and three stories as we were all elderly.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Catherine S.

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

Family motorcycle weekend

Love this place!!!!!! Great owners, great communication, very clean and accommodating. Driveway is very steep, but house is everything you would need
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Scott W.

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

Top Notch Place to Stay

Debby’s house was an exceptional place to vacation with my mother, wife & our 2 boys. The lake was so much fun to swim and canoe in. The house was very clean, well stocked and a great home base for everything in the Adirondacks. We wouldn’t hesitate to stay here if we are in the area again. Highly recommended!
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Vimal V.

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

Lake George

We liked it
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Theodore R.

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

Relaxing lake view vacation

We have stayed at Tripp Lake for several years. The house was well equipped and very clean. The beach like lake access was very family friendly; our grandchildren really enjoyed themselves. Owners were easy to communicate, answering all of our questions quickly. Would highly recommend this place.
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Wendy S.

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

Wonderful place to stay!

This was our fifth time staying here and it was great as always. The weather wasn’t as great as other years but we still were able to enjoy the lake…the advantage of the location of the house is that you can quickly pack up and get back to the house if rain or a storm rolls in. The water was wonderful for swimming and kayaking (we bring our own kayaks). The house is very clean and comfortable. Highly recommend!
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Greg H.

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

Weekend getaway with friends

The house was perfect for our weekend getaway. The owners have taken very good care of this property. Our families had a blast using the canoes and swimming in the lake. My 8 year old son even learned how to paddleboard with a neighbor kid. We'll definitely look to renting this house again if we are in the area for another vacation.
Stayed 2 nights in Aug 2024

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