Entire home

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

Choose dates to view prices

Where to?

Dates

September 2025

October 2025

Overview
Amenities
Policies
Location

Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 91800 sq ft

Popular amenities

Parking available
Dryer
Washer
Fireplace
Barbecue grill
Kitchen

Explore the area

Chestertown, NY

Tripp Pond
‪1 min walk‬
Friends Lake
‪14 min drive‬
Lake George
‪34 min drive‬
Glens Falls, NY (GFL-Floyd Bennett Memorial)
‪40 min drive‬

Room options

About the neighborhood

Chestertown

This vacation home places you next to Tripp Pond and within a 3 miles (5 km) of Friends Lake. The vacation home includes a kitchen, a fireplace, and a balcony.

View more Vacation Homes in Chestertown

What's nearby

Tripp Pond - 1 min walk - 0.0 miles
Loon Lake Beach - 12 min drive - 7.4 miles
Friends Lake - 14 min drive - 5.6 miles
The Sagamore Golf Club - 27 min drive - 18.1 miles
Lake George - 34 min drive - 21.6 miles

Getting around

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

Restaurants

‪Stewart's Shops - ‬9 min drive
‪O.P. Fredricks - ‬12 min drive
‪The Bullhouse - ‬8 min drive
‪Main Street Ice Cream Parlor - ‬7 min drive
‪The Hub - ‬13 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, boots, snowshoes, 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 year round Adirondack adventures. We have an automatic generator so you will never have to worry about losing power!
Swim, fish, kayak, canoe, skate, snowshoe, and cross country ski on the lake or just sit on the deck and enjoy the view. Snowmobilers will enjoy miles of trails accessible from the front door. Skiers, Gore Mt. is about 30 minutes away in North Creek! If you also 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.

The vacation home is heated and features a kitchen, 2 bathrooms, and a balcony. There's space to spread out with 3 bedrooms and a dining area. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washer/dryer, a fireplace, and a coffee maker.

Similar properties

Kitchen
Washer
Dryer
Free WiFi

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
Water park
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

Pets

This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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

This property uses eco-friendly cleaning products

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

Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property uses eco-friendly cleaning products.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.

Additional information about polices, regulations, and more:

There are no elevators.

Property is also known as

Spacious 4 Season Adirondack Home Overlooking Small Private Lake

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Chestertown, just steps from Tripp Pond. Friends Lake is also within a driving distance of 5 mi.

Is parking available on site at this vacation home?

Yes, there is a garage. Bicycle parking is also available for guests.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! good for couples?

Amenities that appeal to couples at this historic vacation home include a fireplace and a kitchen in each accommodation with some featuring lake views.

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

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Glens Falls, NY (GFL-Floyd Bennett Memorial), which is 26.3 mi away (38 minutes by car).

Can I book a room with a balcony at TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!?

Yes, every accommodation at TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! comes with a balcony with some featuring lake views.

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

Exceptional

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10 Excellent

Richard H.

Sep 1, 2025

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.

Aug 30, 2025

Liked: Cleanliness

Beautiful property and location. Perfect place for a relaxing getaway.

Stayed 2 nights in Aug 2025

10/10 Excellent

Karol D.

Aug 3, 2025

Liked: Cleanliness

Nice property with fabulous location.

Stayed 3 nights in Jul 2025

8/10 Good

Tim D.

Jul 23, 2025

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.

Jul 17, 2025

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.

Jul 10, 2025

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

Dale C.

Oct 31, 2024

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.

Oct 23, 2024

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 traveler

Sep 14, 2024

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.

Sep 1, 2024

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.

Aug 25, 2024

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.

Aug 23, 2024

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.

Aug 11, 2024

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.

Aug 4, 2024

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.

Jul 23, 2024

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

Jul 9, 2024

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.

Jul 2, 2024

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.

Jun 25, 2024

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.

Jun 16, 2024

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.

Jun 9, 2024

Liked: Cleanliness

Lake George

We liked it

Stayed 3 nights in May 2024

10/10 Excellent

John R.

Apr 13, 2024

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.

Jan 1, 2024

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.

Sep 8, 2023

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

10/10 Excellent

Dale C.

Aug 19, 2023

Liked: Cleanliness

Family and friend time

This property is an excellent place to relax, with a view of the lake and being in the trees - like a tree house. We enjoyed local attractions and the lake- canoeing and swimming. My grandson asked if we could come back here next year. My son and his family are biding from Germany and always live staying a few days in the Adirondacks. I highly recommend this very comfortable home.

Stayed 3 nights in Aug 2023

10/10 Excellent

Scott W.

Aug 14, 2023

Liked: Cleanliness

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