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

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Smart TV, fireplace, DVD player, books - TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! (Chestertown)
Property grounds - TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! (Chestertown)
Smart TV, fireplace, DVD player, books - TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! (Chestertown)
Smart TV, fireplace, DVD player, books - TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! (Chestertown)
Exterior - TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! (Chestertown)
Consider a stay at TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! and take advantage of golfing on-site, a playground and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 91800 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Outdoor space
  • Parking available

Add dates for prices

About this property

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.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Ski

  • Close to skiing

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car required
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • 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
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a rural location
  • In a village
  • Near an outlet shopping centre
  • 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 organised tours and activities
  • Reusable cups
  • Reusable tableware
  • Unit size: 1,800 square feet
  • Water-efficient toilets

Similar properties

Exterior
Depe Dene Lakeside Resort
Lake George
  • On private beach
  • Pool
  • Parking included
  • Free Wi-Fi
8.8 out of 10, Excellent, 428 reviews
The price is £111
includes taxes & fees
14 Jun - 15 Jun
Depe Dene Lakeside Resort
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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Contactless check-out

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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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

We should mention

This property does not have any lifts
A car is required for transport to and from this property

About the area

Located in Chestertown, this holiday home is in a rural area 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 skiing, or try out other outdoor activities such as sledging and ice skating. Visit our Chestertown travel guide
View more Holiday homes in Chestertown
Map
Chestertown, NY

What's nearby

  • Lake George Steamboat Company
    Lake George Steamboat Company
    23 min drive - 17.1 miles
  • LakeGeorge_MillionDollarBeach_6247910_03
    Million Dollar Beach
    24 min drive - 17.3 miles
  • Gore Mountain Ski Resort
    Gore Mountain Ski Resort
    31 min drive - 26.3 miles
  • Tripp Pond
    1 min walk - 0.1 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
  • Friends Lake Inn
    13 min drive
  • Panther Mountain Pub
    7 min drive
  • The Bullhouse
    8 min drive

Frequently asked questions

Is TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories! pet-friendly?

No, pets are not allowed at this property.

How much is parking at TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!?

On-site parking is available at the property.

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.

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

Checkout is at 11:00 AM.

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

Situated on a lake, this holiday home is steps from Tripp Pond and 3 mi (4.8 km) from Friends Lake. Pack Demonstration Forest and Loon Lake are also within 6 miles (10 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

9.8

Location

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

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

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

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

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

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

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

Verified traveller

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

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
Verified

8/10 Good

Tim D.

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

10/10 Excellent

Richard H.

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

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
Verified

10/10 Excellent

Steve K.

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

Long weekend getaway

Property was just as described. Clean and comfortable. Very peaceful by the lake. We went canoeing daily. It was just what we needed while spending time away from our homes in Long Island and Queens. Debby the owner was a pleasure to deal with, as she was very informative and responsive with any questions I had. We would definitely stay here again.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Dale C.

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

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
Verified

10/10 Excellent

Ginny S.

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

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
Verified

10/10 Excellent

Dale C.

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

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
Verified

10/10 Excellent

Lyana F.

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

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
Verified

10/10 Excellent

Jerry L.

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

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
Verified

10/10 Excellent

Laurie M.

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

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
Verified

8/10 Good

Jennifer T.

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

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
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