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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
Smart TV, fireplace, DVD player, books
Smart TV, fireplace, DVD player, books
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 9167 sq m

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 area

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 km
  • Lake George Steamboat Company - 23 min drive - 27.4 km
  • Million Dollar Beach - 24 min drive - 27.8 km
  • Six Flags Great Escape - 30 min drive - 38.1 km
  • Gore Mountain Ski Resort - 31 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
  • ‪Friends Lake Inn - ‬13 min drive
  • ‪Panther Mountain Pub - ‬7 min drive
  • ‪The Bullhouse - ‬8 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
  • Comprehensive recycling policy
  • Eco-friendly cleaning products used
  • Energy-saving switches in guestrooms
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • 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

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. 100 out of 109 reviews
Rating 8 - Good. 9 out of 109 reviews
Rating 6 - Okay. 0 out of 109 reviews
Rating 4 - Poor. 0 out of 109 reviews
Rating 2 - Terrible. 0 out of 109 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Joel K., Finger Lakes Region of New York

Liked: Cleanliness
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

10/10 Excellent

Richard H.

Liked: Cleanliness
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

10/10 Excellent

Caitlin W.

Liked: Cleanliness
Beautiful property and location. Perfect place for a relaxing getaway.
Stayed 2 nights in Aug 2025

10/10 Excellent

Karol D.

Liked: Cleanliness
Nice property with fabulous location.
Stayed 3 nights in Jul 2025

8/10 Good

Tim D.

Liked: Cleanliness
Great scenary, was easy to relax to. REALLY missed no A/C for the first night (when out in heat all day, there was no comfort to be had that first night). Kind of small tv in main room. No screen on porch sliding door.Loved the spacious area for 6 people.
Stayed 4 nights in Jul 2025

10/10 Excellent

Wendy S.

Liked: Cleanliness
A wonderful stay as always! House was very clean and the lake was amazing!
Stayed 4 nights in Jul 2025

10/10 Excellent

Ginny S.

Liked: Cleanliness

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

10/10 Excellent

Leticia

Travelled with family and small children
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

10/10 Excellent

Dale C.

Liked: Cleanliness

Celebrating with friends.

My friends and I enjoyed our stay at Tripp Lake Retreat. The house feels like a home away from home, nestled in the trees with a view of the lake. Fall is a lovely time to be here and relax with friends. Short walks on crisp mornings, drives to local craft stores and relaxing by the fire made the trip just what we wanted for our time together. Debbie is a gracious host and responsive to needs. I will definitely consider staying again as Tripp Lake Retreat becomes a favorite spot.
Stayed 2 nights in Oct 2024

10/10 Excellent

Matt J.

Liked: Cleanliness

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

10/10 Excellent

Verified traveller

Liked: Cleanliness

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

8/10 Good

Margaret B.

Liked: Cleanliness

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

10/10 Excellent

Greg H.

Liked: Cleanliness

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

10/10 Excellent

Shari M.

Liked: Cleanliness

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

10/10 Excellent

Catherine S.

Liked: Cleanliness

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

8/10 Good

Jennifer T.

Liked: Cleanliness

Lovely spot on a lake, but bring your sheets!

The house is in a lovely location - quiet and a 2 minute walk to a lake with a great sandy beach. The house has lots of space, so if you're part of a large group, there's plenty of room to spread out. The lack of sheets and towels (don't forget to bring your own!) and the cleaning fee are the only reasons I can't give 5 stars. This is the first short term rental I've used that asked guests to strip the bed, load/run the dishwasher, and stick around to empty the dishwasher. The danger of having guests empty the dishwasher is that no one checks to see if they're clean. Some of the silverware in the drawer wasn't clean. Dirty forks aside, the lake was perfect on a hot summer day.
Stayed 2 nights in Jul 2024

10/10 Excellent

Richard H.

Liked: Cleanliness

High praise

This is our third summer in this property. Debby is a hands on owner who is responsive to those who stay in her house. This home is so comfortable that we look forward to being there knowing what to expect, from the home to the beautiful beach and lake.
Stayed 9 nights in Jul 2024

10/10 Excellent

Lyana F., New York

Liked: Cleanliness

A beautiful, relaxing, and welcoming place to spend the Fourth!

The property was spacious, well-appointed and perfectly located right across the street from Tripp Lake. Debby, our host, responded to our queries quickly and completely, and was so thoughtful to include a story about the property in her guidebook that really endeared us to it, as well as a book to sign with personal messages when we left. Check-out directions were clear and reasonable and so were expectations regarding house rules and housekeeping. All in all, this was a wonderful property to stay at and we would be happy to return.
Stayed 3 nights in Jul 2024

10/10 Excellent

Ginny S.

Liked: Cleanliness

Met our expectations and then some!!

Perfection for our three generation getaway. Space was awesome as was location, well equipped with everything one would need. A teenager who needed his space; Mom had her knitting corner and Grammy a perfect reading nook. The private beach area suited the youngest among us and also for his Grammy. There’s nothing quite like being in the Adirondacks. Tripp Lake retreat was definitely a treat.
Stayed 3 nights in Jun 2024

10/10 Excellent

Wendy S.

Liked: Cleanliness

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

10/10 Excellent

Sudhir D.

Liked: Cleanliness

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

10/10 Excellent

Vimal V.

Liked: Cleanliness

Lake George

We liked it
Stayed 3 nights in May 2024

10/10 Excellent

John R.

Liked: Cleanliness

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

10/10 Excellent

Jerry L.

Liked: Cleanliness

Great Stay at this house!!

I stayed at Debby’s house a few nights over Christmas week with my wife and 3 kids. I LOVE staying here!!! It is tucked away with beautiful views of Tripp Lake. The house is very comfortable and clean with a lot of space for the family to spread out but great rooms for us to spend quality time together. The plan was ski a few days but Mother Nature didn’t cooperate so only made it to Whiteface 1x. This house is an easy drive to Gore or a little longer to head up to Lake Placid. But the drive is awesome thru the ADKs. Debby was such a great host. Very responsive and professional. This was the second time I’ve stayed here and will definitely be back again!!
Stayed 3 nights in Dec 2023

10/10 Excellent

Laurie M.

Liked: Cleanliness

Gem In The Trees

As soon as you drive up to this house its like you’re home. It’s so welcoming and charming. Then walking in with all your belongings, finding your way around the place, running to find “your” bedroom….was a thrill !! Time for a cocktail after all that, but where. The huge deck off the living room of course. Opening that sliding door to a breathtaking view of the huge trees and the sparkling lake, was all we needed. You will find this your fav place to unwind dream talk laugh and breath in that fresh Adirondack air. So go for it you won’t be disappointed. Close to many fun spots/good restaurants, ie: Lake George
Stayed 5 nights in Aug 2023

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