Vacation Rentals By Owner In Chestertown, NY

$465.41

Beautiful Lincoln Log Home in Tripp Lake community

Chestertown, New York, United States

This home was built in 2006 and captures all the charm of an Adirondack log home. The home is a Lincoln Log (Grand Summit model) with three bedrooms and three full baths, allowing space and privacy for the entire group. Upstairs has a loft (with twin trundle beds) open to the living room and dining room below, and a master bedroom (king bed) with a full bath featuring a two-seated shower. The main floor has two bedrooms and a full bath. Also on the main floor is a living room with sofa, love seat and a wood stove, a dining room and a modern kitchen with hickory cabinets, granite counter tops and full appliances including a dishwasher and microwave range hood. The living room and dining room have a cathedral ceiling with custom fixed glass panels that allow a beautiful wooded view of the 2.8 acre property. Finished walkout basement with a big screen TV, a sleep sofa bed, over sized recliner, a table for playing cards or board games and a full bathroom. Horseshoes and an outdoor fire pit add to the experience.brbrGuests need to supply their own towels, pillow cases and fitted sheets. Each bedroom is supplied with blankets and pillows. brbrThe home is currently available for weekly rentals in the summer from Saturday to Saturday. brbrThe property is extremely peaceful and free from any sounds other than nature, yet only 5 miles to the center of Warrensburg or Chestertown. 20 minutes to either Gore Mountain or Lake George Village and 1 hour from Lake Placid.brbrThe home is located in Green Mansions and guests enjoy membership to the Tripp Lake Beach & Tennis Club. The beach is for the private use by members and their guests and the association provides chairs, umbrellas, canoes, kayaks, rowboats and paddle boats at no additional charge. Tennis and pickleball courts are on sight for your use. Green Mansions is also home to a 9 hole golf course. Owner will forward more information by email at your request.brbrThis home is available for family rentals, or groups of responsible adults only. Minimum rental age is 25.

Bed

Bath

Sleeps

$310.8

/ Nightly

Private Vacation Home

Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.

Chestertown, New York, United States

Relax at Lakeside Escape, a cozy lakefront townhome located in the Southern Adirondacks. We are central to many outdoor activities including Summer features include a short 15 minute drive to Lake George, 5-20 minutes from white water rafting, tubing, hiking, cruise boats, powerboat rentals and the Great Escape. Winter activities include downhill skiing with a short 15 minute drive to Gore Mountain. Other things to do include hiking, historical attractions, nature trails and shopping.brbrWe are a phone call away if you need us, but want you to enjoy your time away and feel like you are home.brbrWe are a small townhome community that has 7 buildings and 28 units spread throughout the property. 15 minute drive to Market 32 and a nice farmers market (seasonal) and much more in Warrensburg. 10 minutes to downtown Chestertown (Restaurants, shopping, etc).brbrWe have a padlock with code on the door for your convenience.brbrOur townhome has 3 bedrooms, a living room, eat in kitchen for 6. The Primary bedroom has a walk out screened in porch and the downstairs living room opens out onto a deck and yard for easy access to the lake. Our house has 3 TV’s, a 54” in the living room, a 54” in the primary bedroom and a 32” TV in the bunk room.brbrWalking, biking and driving to the lake and beach are a short distance away. You can also walk, bike or drive to the tennis and pickleball courts.

Bed

Bath

Sleeps

$183.15

/ Nightly

Cottage

#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!

Chestertown, New York, United States

This is a weekly rental (Saturday to Saturday, 7 nights) during the summer season (June 15-Sept 1). Shorter length stays available on the shoulders and off-season (2 night min). Cottages available May 1 till Oct 31. Lodge available all year.brbrLinens, towels and paper goods NOT provided. Garbage to be taken to onsite dumpster. Recycling must be taken to local landfill.brbrThe Loon Lookout cottage at Birchwood Cottages on Loon Lake, Chestertown NY is a two bedroom cottage (one queen, a bunk bed – twin over full, and a day bed on porch) and will accommodate up to five people. There are two small bathrooms – one off of each bedroom each with stall showers. Includes a small kitchen, dining and living area. The Loon Lookout has a screened porch and is a wonderful place to fully enjoy all that the Adirondacks have to offer!brbrWe offer plenty of private parking for vehicles, boats and their trailers, cable television, wifi, campfire pit, and charcoal grill. Swim area with floating dock, 25'long deep water boat dock, and sandy beach are available for no additional charge between Memorial Day and Labor Day.brbrEnjoy fishing, swimming, boating and picnicking on beautiful Loon Lake or the many other Adirondack Lakes nearby. Visit Lake George's famous attractions just a short 25 minute drive away. Spend time at neighboring fun spots including Frontier Town, Schroon Lake, Natural Stone Bridge and Caves, Scenic Gore Mountain -- gondola rides, and Ausable Chasm! Horseback riding and golfing are also available nearby!brbrAll well behaved pets are welcome at Birchwood! Small pet fee is extra. We do ask that they remain leashed at all times while on our property. Please pick up after your pets indoors and outdoors. We prefer that they remain downstairs if staying in the Lodge and off the beds/furniture in all units (as to help keep allergens to a minimum).brDue to NYS Department of Health regulations, dogs are not allowed at the beach, in the designated swim area. We do however, have plenty of lakefront shoreline for dogs to enjoy, docks to jump from and some shallow exit areas as well. If you are using Birchwood as a base for a day trip, we ask that you take your pet with you. If that's not possible, we'd be more than happy to recommend a local pet day care. Leaving your pet behind without supervision is not permitted. We don't want them to be frightened or rowdy while you're away -- after all they should enjoy vacation as well.brAdditional cottages available on property for the extended family that wants their own space at additional cost. Rec Room is open to all Birchwood guests. brbrYou must provide email address for forwarding of lock box access code, beach waiver, etc. Off VRBO communication is automated and limited. Every reservation requires acknowledgement of receiving and reviewing the Property Rules and Terms of Service.brbrLodge - https://www.vrbo.com/4847591habrCottage #2 - https://www.vrbo.com/7656305habrCottage #3 - https://www.vrbo.com/9160685habrCottage #4 - https://www.vrbo.com/9343827habrCottage #5 - https://www.vrbo.com/7320785habrCottage #6 - https://www.vrbo.com/7320187habrCottage #7 - https://www.vrbo.com/7256241ha

Bed

Bath

Sleeps

$200.86

/ Nightly

Apartment

Lily Pad North at Loon Lake near Gore Mountain

Chestertown, New York, United States

**COVID-19 Update **brWe have implemented enhance cleaning procedures including the use of disinfectants on high touch surfaces. We recently replaced all linens with commercial linens to withstand hot water washing and drying at high temps. We also provide anti-viral and anti-bacterial cleaners in each property. We request that all visitors follow NYS and local Covid-19 guidelines.brThe Lily Pad North at Loon Lake in Chestertown, NY is nestled in the Adirondack Mountains of upstate New York and rbrbrClean and cozy! All bedrooms feature luxurious bed linens. This home includes a fully equipped kitchens with cookware, dishes, utensils, coffee maker, and small appliances. A full bathroom with tub/shower and linens. Washer & dryer in private laundry room. Infant high chair, portable crib and baby gate available upon request. Outdoor chairs and fire pit. Unwind in a clutter free space. This house has private lakefront area nearby with parking, a dock, picnic table, and 2nd fire pit.brbrYou have access to the entire apartment except the maintenance closet.brbrWe are just a short distance away and almost always available to answer questions and assist.brbrThis property is rural, yet centrally located to 5 lakes and easy highway access. Gore Mountain is only 15 minutes away and Lake George is about 20 minutes.brbrA spring, summer, or fall visit to the Adirondacks comes with a wealth of things to do. Loon Lake`s beach and easy access boat launch are just down the road. Only 5 minutes away, Natural Stone Bridge and Caves Ston(URL HIDDEN) has been a favorite of Nature Lovers and their families. Enjoy a day exploring and see Trout Brook cascade through unusual rock formations before plunging beneath historic Ponte de Dios (Bridge of God). 500 feet downstream, it emerges into Artist`s Gorge through several caves, including: Echo Cave, Garnet Cave, and the Cave of the Lost Pool. Best remembered is the Noisy Cave, where the roaring river disappears beneath your feet! Abundant mountain biking trails can be found for any level of thrill (URL HIDDEN) The Gore Mountain garnet deposit is recognized as a world famous geology site and it’s only 10 minutes away! Visit (URL HIDDEN) for Treasure hunting fun at Garnet Mines. brbrRelax and unwind while taking in breathtaking views of the mountain expanse. Escape from everyday life with canoeing, fishing excursions, hiking, swimming, golfing, beautiful beaches, mountain biking, and whitewater rafting (URL HIDDEN) . Visit (URL HIDDEN) for an array of fun in the Adirondack Mountains. Just 10 minutes away in Schroon Lake, enjoy a gentle climb up Mount Severance and take in a view of the surrounding lakes or for relaxation and musical entertainment try out Seagle Music Colony at (URL HIDDEN) . Horseback riding for all ages is conveniently down the (EMAIL HIDDEN) . Stunning fall foliage in the Adirondack Mountains spreads out a quilt of vibrant color. View nature while riding the 20 mile round trip Adirondack High Peaks Wilderness Train adventure (URL HIDDEN) or take a cloud splitting gondola ride up Whiteface Mountain (URL HIDDEN) . Don`t forget the popular resort town of Lake George, only 25 minutes from Loon Lake, with dining, shopping, and the Great Escape & Splash Water Kingdom theme park (URL HIDDEN) .)brbrPerfectly located for winter fun, this skier`s retreat is only 10 minutes from beautiful Gore Mountain (URL HIDDEN) with 109 trails boasting 2,537 vertical feet including Glades, and Snowshoeing/Cross-Country Trails. Call for information about `Ski & Stay` packages. Whiteface Mountain and the Olympic Center in Lake Placid, home of the 1980 Winter Olympics, is only an hour away with 220 acres & 75 groomed trails. Garnet Hill Cross Country Ski Center (URL HIDDEN) with its 55KM of groomed trails at a 2000 ft elevation is only 15 minutes away. Surround your self with endless winter recreation-skiing, snowshoeing, snowmobiling and cross-county skiing. For the romantic or whole family fun, sleigh rides area a great compliment to any winter vacation (URL HIDDEN) . Be sure to bring along your sleds, tubes, and snowboards for fun at Dynamite Hill Park in Chestertown (URL HIDDEN) . Free to the public and complete with a powered rope tow, this is a great place for a winter family outing.brbrThere is a local taxi service should you need a ride. Brant lake Taxi ((PHONE NUMBER HIDDEN).brbrThis apartment is the upper unit of two units in a private house. Should you need additional space, please inquire about the availability of Lily Pad South at Loon Lake for more guest space.brbrThe primary renter must be 21 years of age or older.brGuests are provided a `Guest Guide` which outlines our rules and expectations for things such as where to put the trash, cleaning, Wi-Fi access, etc.brbrAll summer bookings are 7 days and turnover on Saturdays. All reservations must begin and end on a Saturday during our summer season.brbrCheck-in is 4pm and check-out is 10am. Should you desire an earlier check-in or later check-out time, please inquire to owner for availability and if there is a fee. brbrHousekeeping may arrive promptly at 10am on check-out day. We understand check-out morning can be challenging for guests, however, we have a very small window of time to properly prepare the residence for the next guest arrival. Late departures cause us to incur added expenses and last minute staff adjustments. Unfortunately, because of this, we will charge a `late departure` fee of $50 after 15 minutes and every 30 minutes thereafter if the property has not been vacated. If the property has not been vacated by 12:00pm, the full refundable deposit is forfeited.brbrHouse Care & Cleaning Expectations:brOur cleaning fee covers a standard turnover cleaning — sanitizing bathrooms and kitchens, laundering linens & re-making beds, vacuuming, mopping, dusting, and general tidying. It does not include maid service during your stay, deep cleaning, or cleaning up excessive messes. It is expected that our home, it’s contents, and the property be treated respectfully and in a prudent manner. brPlease help us keep our home comfortable and welcoming for every guest by following these guidelines:br• Food debris — clean up food messes to avoid attracting critters.br• Dishes — should be washed and can be left clean in the dish rack or in the dishwasher to dry.br• Respect our cleaners — do not leave any “bodily eruption messes” (vomit, blood, urine, feces, etc.)br• ALL Furniture, Equipment, Housewares — return items back to their original places.br• Bath Linens — place all used bath linens in the laundry baskets provided.br• Bed Linens — our team will take care of stripping beds and wash the laundry.br• Trash —all garbage should be placed in the service bin at the road; do not any leave personal trash inside or outside the home.br• Toys & Games — make sure all toys and game pieces are put away neatly where they belong. brbrExtra time for things like trash clean up, spills, food on walls, moving furniture, sorting toys, or excessive mess may result in additional charges.

Bed

Bath

Sleeps

$312.39

/ Nightly

Private Vacation Home

3 bedroom cabin in Chestertown with hot tub, fireplace, fire pit, wifi, and more

Chestertown, New York, United States

Stay at this cozy 3-bedroom (4 beds) Adirondack retreat nestled in the pines in quaint Chestertown, with hot tub, full kitchen and dishwasher, fireplace, TV and wifi, air conditioning, washer/dryer, barbecue, picnic table, furnished patio, and fire pit. Ample all seasons enjoyment being nearby to hiking, biking, swimming, boating, downhill and cross country skiing, snowmobile trails, fishing, hunting, excellent restaurants, and more. 7 minutes to Loon Lake, 9 minutes to Brant Lake, 20 minutes to Schroon Lake or Bolton Landing, 25 minutes to Gore Mtn or Lake George.

Bed

Bath

Sleeps

$471.75

/ Nightly

Private Vacation Home

Same local favorite, an even better nightly rate, and now with NO CLEANING FEE!

Chestertown, New York, United States

This 3 bedroom, 2 full bath house is located conveniently just minutes off exit 25 of I-87, providing quick and easy access to the excitement of Lake George in the summer, Gore Mountain in the winter, and of course all of the natural beauty of Loon Lake, and the endless nearby outdoor activities of the Adirondacks year-round. We feature a master bedroom with a king bed, as well as 2 murphy style twins that are either folded away, or open in a bunk bed configuration; the second floor features 2 bedrooms each with a queen bed, and a single twin tucked neatly into a loft space (kids love these!), our daylight basement boasts a queen size sleeper sofa along with a projector w/Roku for movie nights, and the main floor sunroom has both a cozy sitting area, and additional dining space. The deck off the second floor features a hot tub, and a dedicated game room in the basement features several arcade cabinets, a full-size air hockey table, and a ping pong table. The kitchen is complete with all the necessities for preparing a home cooked meal, and there's a Weber grill just outside as well. Our large front deck extends the full width of the house, and offers the perfect place to relax after a day of adventure, or to enjoy your morning coffee as the lake comes to life. brWe've provided everything you'll need to have a relaxing, and memorable stay, and truly believe our house is the perfect retreat for your family getaway, whether your family is large or small! The only items we don't supply are beach towels, and personal toiletries.brbrThis property does have 3 exterior cameras. One camera views the driveway, a second is positioned to see the back door to the house (this is the main entrance), and a third views the front yard. All 3 are plainly visible. We do not monitor these cameras while guests are enjoying the house, they are primarily used to keep an eye on things when the house is vacant, or to act as a point of reference should we ever receive a complaint from a neighbor.

4

Bed

2

Bath

9

Sleeps

$456.52

/ Nightly

Cabin

Family-Friendly 3BR — Lake Views, Summer Retreat & Adirondack Adventures

Chestertown, New York, United States

Welcome to The Cozy Loon! Indulge in the ultimate Adirondacks getaway in this modern family friendly 2-bedroom, 2-bath Chestertown cabin with lake views. Just a short drive to Gore Mountain and Adirondack Winery, enjoy skiing, hiking, or wine tastings. Evenings are perfect for alfresco dining on the furnished deck or relaxing by the indoor fireplace. Sleeps 8 comfortably, offering a perfect blend of luxury, adventure, and serenity for families and friends.brbrbrKEY FEATURES:br Sleeps 8; 1 king bed, 1 queen bed, 1 full bed & 2 twin beds on loftbr 2 full bathrooms; 1 full with shower/bathtub, 1 full with shower, hairdryer includedbr Lake Viewsbr BBQ grill & outdoor furnished deck overlooking Loon Lakebr Outdoor firepit & Adirondack chairsbr Indoor fireplacebr Coffee & coffee machine providedbr WiFi and Smart TV’s in the homebr Board gamesbr Nearby Gore Mountain Ski Resort, Local Wineries, and Lake Georgebrbrbr☆ BEDROOMS ☆brThis modern luxe cabin home accommodates 8 guests in 2 large bedrooms plus an additional sleeping area on the loft. The master bedroom has a king-sized bed, and the second bedroom has a queen-sized bed. Both bedrooms have Smart TV’s for cozy movie nights or your favorite TV shows. On the upstairs loft, there is a full-sized bed and 2 twin-sized beds. brbrbr☆ BATHROOMS ☆brThere are 2 full bathrooms in this home. The master bathroom is a full bathroom with a soaking tub, shower, and two sinks. There is another full bathroom across from the second bedroom with a shower and sink. A hair dryer is provided for your stay.brbrbr☆ KITCHEN & LIVING ROOM ☆brFrom coffee cups to wine glasses, the kitchen is fully equipped with all the appliances, utensils, and cookware you need to feel at home. A few coffee pods will be provided for your stay. Indoor and outdoor seating to accommodate all guests.brbrbrThe living room has a Smart TV with a built-in entertainment system, allowing full access to your favorite streaming services. While sipping your morning coffee to cozying up by the fireplace at night, this living room is the perfect gathering space for family and friends with ample seating.brbrbr☆ OUTSIDE SPACE ☆brThe large outdoor deck offers a serene forest backdrop with lake views, creating the perfect setting to unwind. Enjoy morning coffee or evening cocktails outside, fire up the grill for a barbecue, or gather around the lower fire pit under the pines. Just minutes away, guests can also access the nearby public beach and lake amenities for a true Adirondacks experience.

Bed

Bath

Sleeps

$295.26

/ Nightly

Cabin

Lower Chalet, Gore Mountain Skiing, Pool/AC/Woodstove, Cozy Cabin, Loon Lake.

Chestertown, New York, United States

Nestled in the breathtaking Adirondack Park, Twin Pine Lodge is a hidden gem waiting for you! Our 26-acre family resort offers the perfect blend of relaxation and adventure, just steps from the serene Loon Lake, a sandy beach, and beautiful waterfalls.brEnjoy easy access to Lake George Village and Gore Mountain Ski Area, both just 15 minutes away! Explore the charming Village of Chestertown, only 2 miles from your doorstep, featuring delightful restaurants, a grocery store, pharmacy, and a beloved ice cream shop. brChoose from a variety of non-smoking, self-catering cabins, each equipped with a picnic table, grill, and screened-in porch for your comfort.brDive into fun with our on-site amenities! Take a dip in the outdoor pool, explore the lake with our rowboat, kayaks, and canoe, or challenge friends to volleyball, basketball, and horseshoes. Kids will love the playground and game room, while everyone can unwind around the fire pit or take in the beauty of our pond and hiking trails.brEscape the hustle and bustle and create unforgettable memories with family and friends at Twin Pine Lodge. Book your stay today and experience the magic of the Adirondacks!

Bed

Bath

Sleeps

$351.04

/ Nightly

Country House

Historic 1860s Farmhouse, Private Fishing Pond, Canoe, Hot Tub, Walk to Town.

Chestertown, New York, United States

The 1860 Pasco House: A Historic Sanctuary for the SoulbrbrA Masterfully Restored 19th-Century Landmark | Private Waterfront | Your Adirondack Basecamp for Peace & AdventurebrbrWelcome to the 1860 Pasco House. This is not just a vacation rental; it is a restorative sanctuary designed specifically with your peace in mind. Originally built for the master craftsmen of Chestertown’s historic Mill District, this Upright-and-Wing farmhouse has been meticulously restored to preserve its 19th-century soul while providing the modern essentials required for a flawless 21st-century stay. If you are looking to disconnect from the frantic pace of modern life and reconnect with yourself, your family, and the natural world, you have found your home.brbrDESIGNED FOR PEACE & RESTORATIONbrThe Pasco House was curated to be a place where you can truly unplug. We believe that the environment you inhabit affects your spirit, and we have designed every corner of this home to help you unwind:br• Historic Charm meets Modern Luxury: Walk across original wide-plank floors that have witnessed over 160 years of history. Feel the warmth of the natural light as it pours through windows that look out over our quiet, private pond.br• A Sanctuary for the Soul: Whether it’s the soft textures of the linens or the quiet hum of the Adirondack breeze, the atmosphere here is one of intentional calm.br• Chestertown Quiet Village Charm: To protect the serenity of our neighborhood, the village observes designated quiet hours and a strict no-fireworks policy. Here, the only noise you'll hear is the crackle of the fire or the call of a loon across the water.brbrPRIVATE WATERFRONT & OUTDOOR BLISSbrOur property offers a rare level of privacy and natural beauty, centered around our own private pond:br• The Private Pond: Our quiet catch and release pond is a thriving ecosystem. Spend your afternoon in our private canoe, paddling past lily pads while spotting herons and turtles.br• The Pondside Fire Pit: As the sun dips behind the trees, gather at the water’s edge. It is the perfect spot for s'mores, deep conversation, and stargazing in a sky free from city light pollution.br• The Backyard Hot Tub Sanctuary: Tucked away at the rear of the house for maximum privacy, our hot tub offers a steaming retreat after a day of hiking. Soak away your stress while looking out over the water.br• The Mill Street Porch: For a slower pace, take a seat on our covered porch facing quiet, historic Mill Street. It’s a sheltered, peaceful spot to enjoy a morning coffee or a rainy afternoon book.br• Family Fun: A private swing set and an acre of green lawn provide the perfect playground for children to run and be free.brbrTHE ADVENTURE BASECAMP: LOON LAKE & LAKE GEORGEbrWhile our home offers total seclusion, you are at the doorstep of the Adirondacks' greatest attractions:br• Loon Lake (Under 2 Minutes Away): You are incredibly close to the water. The Loon Lake Public Beach is less than two minutes from your door, offering a sandy shore for swimming and sunbathing.br• Boating Made Easy: Loon Lake Marina is also just two minutes away for boat rentals. If you prefer to bring your own, our massive private driveway easily fits 9+ vehicles, including large boat trailers.br• Lake George (25 Minutes Away): Experience the Queen of American Lakes. Head south for a day of Six Flags Great Escape, boardwalk arcades, steamboat cruises, and world-class dining, then return to the peace of your farmhouse sanctuary.brbrFISHING, GOLFING & HIKINGbrWhatever your passion, the Pasco House is your perfect central hub:br• Angler’s Paradise: Beyond our private pond, you are 5 minutes from the Schroon River (famous for Trout and Salmon) and minutes from the deep-water bass fishing of Loon and Brant Lakes.br• Golfer’s Delight: We are surrounded by scenic courses, including Green Mansions, Cronin’s Golf Resort, and the legendary Sagamore Golf Course.br• The Chester Challenge: Lace up your boots for the amazing hikes nearby, including Dynamite Hill and Meade Mountain, offering panoramic views of the high peaks.brbrTHE INTERIOR: OLD WORLD CHARM, NEW WORLD COMFORTbr• The Chef’s Kitchen: Features our original farmhouse sink alongside modern appliances—ready for everything from a quick hiker's breakfast to a gourmet dinner.br• Thoughtful Layout: A bright, accessible first-floor bedroom is perfect for those who avoid stairs, while two cozy upstairs bedrooms offer a tucked-away feel with their original small-scale windows.br• The Whimsical Bonus Room: A dream for the kids, featuring a celestial star projector that turns the ceiling into a magical galaxy for bedtime.brbrTHE CHARM OF CHESTERTOWNbrOne of the best features of the Pasco House is its walkability. You can leave the car in the driveway and take a short, charming stroll into the heart of the village.br• Dining: Enjoy a meal at the popular Tommy Guns (TG South) or grab a treat at the Main Street Ice Cream Parlor.br• Shopping: Explore unique boutiques, antique shops, and local markets that define the charm of our historic town.brCome make your own history at the Pasco House. Whether you are here to hike the peaks, fish the rivers, or simply sit by the pond and restore your soul, we invite you to experience the magic of the Adirondacks from our historic sanctuary.br• Winter Bonus: If you're visiting in the colder months, we are centrally located for Gore Mountain skiing, snowshoeing, and ice fishing.Come make your own history at this 1860s gem. br brWhether you’re seeking a round of golf, a trophy trout, or a quiet morning by the pond, the Pasco House is your perfect Adirondack home base.

Bed

Bath

Sleeps

$306.31

/ Nightly

Cabin

Log Haven Cabin, Gore Skiing, Pool/AC/Fireplace, Steps to Loon Lake

Chestertown, New York, United States

Nestled in the breathtaking Adirondack Park, Twin Pine Lodge is a hidden gem waiting for you! Our 26-acre family resort offers the perfect blend of relaxation and adventure, just steps from the serene Loon Lake, a sandy beach, and beautiful waterfalls.brEnjoy easy access to Lake George Village and Gore Mountain Ski Area, both just 15 minutes away! Explore the charming Village of Chestertown, only 2 miles from your doorstep, featuring delightful restaurants, a grocery store, pharmacy, and a beloved ice cream shop. brChoose from a variety of non-smoking, self-catering cabins, each equipped with a picnic table, grill, and screened-in porch for your comfort.brDive into fun with our on-site amenities! Take a dip in the outdoor pool, explore the lake with our rowboat, kayaks, and canoe, or challenge friends to volleyball, basketball, and horseshoes. Kids will love the playground and game room, while everyone can unwind around the fire pit or take in the beauty of our pond and hiking trails.brEscape the hustle and bustle and create unforgettable memories with family and friends at Twin Pine Lodge. Book your stay today and experience the magic of the Adirondacks!

Bed

Bath

Sleeps

$276.39

/ Nightly

Private Vacation Home

Peaceful retreat in the heart of the Adirondacks.

Chestertown, New York, United States

Our family has enjoyed this home in the Adirondacks for decades. We are opening the doors to share this little gem with others and allow you to experience the peacefulness of the Homestead, nestled in the heart of the Adirondack Mountains.brbrLocated only 20 minutes from Lake George, Gore Mountain, and Schroon Lake, an hour from Saratoga Springs, with easy access to local snowmobile trails.brbrEnjoy coffee on the large front porch and relax with the whole family at this peaceful place to stay.brbrThe Homestead is a 3 bedroom & 2 bath relaxing retreat. It is within 1 hour of many local attractions and provides a relaxing retreat for your whole family.brbrOther things to notebrYou may even catch a glimpse of the local deer that frequently visit the property.brGuests will have access to all areas within the home, with the exception of the basement.brOutdoor lawn games and equipment is provided; including cornhole, basketball, football, soccer ball, and frisbee.

3

Bed

2

Bath

7

Sleeps

$333.0

/ Nightly

Private Vacation Home

Private Beach - Adirondack Lakefront on quiet Tripp Lake!

Chestertown, New York, United States

In addition to a private beach just steps away, you may also enjoy Guest Privileges to the Green Mansions Tennis & Swim Club's tennis courts, pickleball courts, bocce court, basketball court, badminton court, and another private beach on the other side of the lake! Rowboats and canoes are available for you to explore beautiful Tripp Lake; and Green Mansions Golf Course is on the other side of Tripp Lake Road! brbrEnjoy spectacular sunrises and sunsets as well as breakfast, lunch, and dinner on your private lakefront patio while being serenaded by an iconic loon - or two! brbrAccommodations include a very comfortable king-size bed and a full bath with a shower in the Master Suite featuring the best view on the lake - without lifting your head from the pillow, you can see the sky, the majestic pine trees, the mountains AND the beautiful lake!brbrThe second bedroom features TWO sets of bunk beds for up to 4 guests! The second bathroom includes a bathtub/shower. All the linens, towels, etc. are provided, of course!brbrThere is also a washing machine and dryer upstairs. If you need an iron and ironing board, we can provide them - just let us know!brbrIn addition to all the usual kitchen amenities, we have provided a 12-cup coffee maker as well as a single-serve Keurig-style coffee maker because we know how important that morning coffee is! brbrAnd if circumstances should arise that you need some quiet entertainment, we have provided a couple of board games and decks of cards as well as binoculars and an assortment of books which might be of interest. brbrThere are supposed to be two (2) parking spots for Unit J - front-to-back from the fence. However, sometimes a very long vehicle doesn't fit. If this should happen to be the case, you are welcome to use the Overflow Parking Area just beyond the dumpster at the north end of our parking lot. brbrWe hope we have provided all the comforts and conveniences that you need to make your stay joyous and memorable! We hope you will relax and enjoy the unique atmosphere of lakeside living - breathe deeply and allow the beauty of this magical place to recharge your batteries and restore your spirit.

Bed

Bath

Sleeps

$411.76

/ Nightly

Private Vacation Home

Chalet Cabin, Gore Skiing, Pool, AC, Spacious Cabin, Loon Lake

Chestertown, New York, United States

Nestled in the breathtaking Adirondack Park, Twin Pine Lodge is a hidden gem waiting for you! Our 26-acre family resort offers the perfect blend of relaxation and adventure, just steps from the serene Loon Lake, a sandy beach, and beautiful waterfalls.brEnjoy easy access to Lake George Village and Gore Mountain Ski Area, both just 15 minutes away! Explore the charming Village of Chestertown, only 2 miles from your doorstep, featuring delightful restaurants, a grocery store, pharmacy, and a beloved ice cream shop. brChoose from a variety of non-smoking, self-catering cabins, each equipped with a picnic table, grill, and screened-in porch for your comfort.brDive into fun with our on-site amenities! Take a dip in the outdoor pool, explore the lake with our rowboat, kayaks, and canoe, or challenge friends to volleyball, basketball, bocce and horseshoes. Kids will love the playground and game room, while everyone can unwind around the fire pit or take in the beauty of our pond and hiking trails.brEscape the hustle and bustle and create unforgettable memories with family and friends at Twin Pine Lodge. Book your stay today and experience the magic of the Adirondacks!

Bed

Bath

Sleeps

$302.98

/ Nightly

Private Vacation Home

NEW for 2024, 6 person hot tub. Spacious country home with large back yard.

Chestertown, New York, United States

This house is a spacious 3 bedroom, 2 bath home conveniently located one minute from Chestertown with stores, gas, Tesla charging, restaurants and more. Enjoy the quiet screened porch in back with adjoining deck, gas grill, hot tub, firepit. The backyard is perfect for outdoor games, cornhole boards included. You are 5 Minutes from Brant Lake with public boat launch, Loon Lake with public beach, boat and paddle board rentals available through local marinas. 20 minutes from Schroon and Lake George. 20 minutes from Gore Mountain for winter ski trips and snowmobilers have direct access to 100 miles of groomed snowmobile trails.

Bed

Bath

Sleeps

$500.42

/ Nightly

Private Vacation Home

Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!

Chestertown, New York, United States

This is a weekly rental (Saturday to Saturday, 7 nights) during the summer season (June 15-Sept 1). Shorter length stays available on the shoulders and off-season (2 night min). Cottages available May 1 till Oct 31. Lodge available all year.brbrLinens, towels, and paper goods NOT provided. Dumpster on property for garbage. Recycling must take to local landfill (pass provided).brbrThe Lodge at Birchwood Cottages on Loon Lake, Chestertown NY is a huge contemporary Adirondack lake lodge. Fully furnished with spectacular views of Loon Lake from all areas of the house, with an all glass front. Come to relax by the fire or participate in many local outdoor activities. 3,600 square feet of wonderful modern living space for your next family vacation or reunion! The Lodge includes a gourmet kitchen with connected dining area for large feast gatherings; four bedrooms plus wonderful loft off the master bedroom, 3 full bathrooms, dishwasher, washer & dryer, radiant floor heating.brbrSleeps up to 14 people. Lots of floor space to put your kids on an air mattress (not included).brMaster Bedroom: 1 king, 1 full, 1 cotbrUpstairs bedroom 1: 1 queenbrUpstairs bedroom 2: 1 queenbrDownstairs bedroom: 1 queen, 2 twinbrMaster balcony: 1 queenbrLiving room: 3 couches (non pull out)brbrWe offer plenty of private parking for vehicles, boats and their trailers, cable television, WiFi, campfire pit, propane fireplace and propane grill. Swim area with floating dock, boat dock for up to 25ft boats, and sandy beach are available for no additional charge between Memorial Day and Labor Day. brbrEnjoy fishing, swimming, boating and picnicking on beautiful Loon Lake or the many other Adirondack Lakes nearby. Visit Lake George's famous attractions just a short 25 minute drive away. Spend time at neighboring fun spots including Frontier Town, Schroon Lake, Natural Stone Bridge and Caves, Scenic Gore Mountain -- gondola rides, and Ausable Chasm! Horseback riding and golfing are also available nearby!brbrAll well behaved pets are welcome at Birchwood! Small pet fee is extra. We do ask that they remain leashed at all times while on our property. Please pick up after your pets indoors and outdoors. We prefer that they remain downstairs if staying in the Lodge and off the beds/furniture in all units (as to help keep allergens to a minimum).brDue to NYS Department of Health regulations, dogs are not allowed at the beach, in the designated swim area. We do however, have plenty of lakefront shoreline for dogs to enjoy, docks to jump from and some shallow exit areas as well. If you are using Birchwood as a base for a day trip, we ask that you take your pet with you. If that's not possible, we'd be more than happy to recommend a local pet day care. Leaving your pet behind without supervision is not permitted. We don't want them to be frightened or rowdy while you're away -- after all they should enjoy vacation as well.brbrAdditional cottages available on property for the extended family that wants their own space at additional cost. Rec Room is open to all Birchwood guests. brbrYou must provide email address for forwarding of lock box access code, beach waiver, etc. Off VRBO communication is automated and limited. Every reservation requires acknowledgement of receiving and reviewing the Property Rules and Terms of Service.brbrLodge - https://www.vrbo.com/4847591habrCottage #2 - https://www.vrbo.com/7656305habrCottage #3 - https://www.vrbo.com/9160685habrCottage #4 - https://www.vrbo.com/9343827habrCottage #5 - https://www.vrbo.com/7320785habrCottage #6 - https://www.vrbo.com/7320187habrCottage #7 - https://www.vrbo.com/7256241ha

Bed

Bath

Sleeps

$208.64

/ Nightly

Private Vacation Home

Adirondack Base Camp by Loon Lake and Gore Mt.!

Chestertown, New York, United States

About this spacebrMake great memories at this unique, rustic and family-friendly Adk base camp. This 1900 built, renovated barn is on 2.4 acres in walking distance to Loon Lake, 2 minute drive to the public beach and boat launch and a mere 20 minutes to Gore Ski Mountain! With trail heads right up the street, you can hike, bike, fish, hunt, ski, snowmobile, snowshoe, raft, kayak and tube, explore the region, R&R or sled on Dynamite Hill! 5 minutes off route 87, and 20 minutes from Lake George.brThe spacebrThe Barn has an open floor plan downstairs flowing from kitchen to living/dining area and one bathroom with newly renovated full bath/shower. Upstairs there is a dedicated office space overlooking the living room and an open loft with 2 twin beds, then 2 private bedrooms with two beds each (1 Queen and twin and 2 full size beds). There are closets in each room, dresser and a wardrobe.brGuest accessbrThe entire home/barn is private access to guests.brOther things to notebrPlease note that although there are towels available for guests these will have to be washed and dried prior to guest departure and the machine is small. Please consider bringing your own towels to take back to your home to launder. The beds are made with sheets and bedspreads. Summer weight comforters and Winter duvets with covers are all kept in the wardrobe. The mattresses and pillows are fully encased with waterproof/bed bug free covers.brbrWe allow pets but would like to limit it to one dog for an additional pet fee of $50. Please put this request under the number of guests planned for your stay to let me know up front..Kayaks are available for rent at the local sporting goods/general store called Crossroads.

Bed

Bath

Sleeps

$216.45

/ Nightly

Cottage

#5 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!

Chestertown, New York, United States

This is a weekly rental (Saturday to Saturday, 7 nights) during the summer season (June 15-Sept 1). Shorter length stays available on the shoulders and off-season (2 night min). Cottages available May 1 till Oct 31. Lodge available all year.brbrLinens, towels and paper goods NOT provided. Garbage to be taken to onsite dumpster. Recycling must be taken to local landfill.brbr#5 Fireside cottage at Birchwood Cottages at Loon Lake, Chestertown NY - This cottage has 2 bedrooms (1 queen, 2 twins), a large living/dinning space and a kitchen and will comfortably sleep 4+ (for out couch in living room), and a classic camp style bath with shower. Great screened in porch with daybed and wonderful lake views!brWe offer plenty of private parking for vehicles, boats and their trailers, cable television, wifi, campfire pit, and charcoal grill. Swim area with floating dock, 20' long deep water boat dock, and sandy beach are available for no additional charge between Memorial Day and Labor Day.brbrEnjoy fishing, swimming, boating and picnicking on beautiful Loon Lake or the many other Adirondack Lakes nearby. Visit Lake George's famous attractions just a short 25 minute drive away. Spend time at neighboring fun spots including Frontier Town, Schroon Lake, Natural Stone Bridge and Caves, Scenic Gore Mountain -- gondola rides, and Ausable Chasm! Horseback riding and golfing are also available nearby!brbrAll well behaved pets are welcome at Birchwood! Small pet fee is extra. We do ask that they remain leashed at all times while on our property. Please pick up after your pets indoors and outdoors. We prefer that they remain downstairs if staying in the Lodge and off the beds/furniture in all units (as to help keep allergens to a minimum).brDue to NYS Department of Health regulations, dogs are not allowed at the beach, in the designated swim area. We do however, have plenty of lakefront shoreline for dogs to enjoy, docks to jump from and some shallow exit areas as well. If you are using Birchwood as a base for a day trip, we ask that you take your pet with you. If that's not possible, we'd be more than happy to recommend a local pet day care. Leaving your pet behind without supervision is not permitted. We don't want them to be frightened or rowdy while you're away -- after all they should enjoy vacation as well.brAdditional cottages available on property for the extended family that wants their own space at additional cost. Rec Room is open to all Birchwood guests. brbrYou must provide email address for forwarding of lock box access code, beach waiver, etc. Off VRBO communication is automated and limited. Every reservation requires acknowledgement of receiving and reviewing the Property Rules and Terms of Service.brbrLodge - https://www.vrbo.com/4847591habrCottage #2 - https://www.vrbo.com/7656305habrCottage #3 - https://www.vrbo.com/9160685habrCottage #4 - https://www.vrbo.com/9343827habrCottage #5 - https://www.vrbo.com/7320785habrCottage #6 - https://www.vrbo.com/7320187habrCottage #7 - https://www.vrbo.com/7256241ha

Bed

Bath

Sleeps

$246.73

/ Nightly

Cottage

Private Adirondack lakefront Cottage on Loon Lake

Chestertown, New York, United States

Relax and recharge at our peaceful 4 season Adirondack cottage on 3 acres. Private lake cove for you to access the water. Included are two adult and one children’s kayak, a paddle boat , and a dock for your boat. Enjoy a fire by the lake or up by the cottage. A great place for a restful retreat or the staging area for your great Adirondack adventures. Boasting a fully remodeled kitchen 2026 for your use with a built in dishwasher. brbrLose yourself in nature with local hikes for all abilities, water sports, leaf peeping from your screened in porch and winter sports abound. Only 20 minutes to Gore Mountain for your four seasons of outdoor fun. brThere is free wifi. There are two cozy bedrooms with comfortable bedding and pillows. There is seating at the kitchen table for six and four at the kitchen island. The kitchen comes fully stocked with basic necessities, including oils, vinegars, and common spices. All plates, pots, pans, and cooking utensils are provided. There is a free clotheswasher and dryer in the walkout basement. There’s a Bistro set and loveseat on the screen porch. You will also find a hammock in the backyard with an outdoor dining space that includes a table and chairs. There’s also a fire pit and a weber gas grill. The waterfront is across the road with a slow sloping, sandy entry to the lake. There are Adirondack chairs lakeside as well as a classic picnic table. Perfect for family use.

Bed

Bath

Sleeps

$777.74

/ Nightly

Private Vacation Home

Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool.

Chestertown, New York, United States

Our Adirondack Vacation House is located in Chestertown NY. It is convenient to shopping in The Supermarket within walking distance, The Ice Cream Parlor on Main Street and other restaurants. The house is clean, very spacious which makes ideal for an extended family, clean and newly furnished. She is an old girl with some creaky floors upstairs but that is the nature of this eclectic and Historic Lady. brThere is plenty of space to accommodate a large group with our Family Room and Livingroom, Dining room, Kitchen and another dining area. All of our six bedrooms are on the second floor. There are two full baths upstairs and one full bath downstairs next to the kitchen.brOur cedar wood fence surrounding the private heated seasonal in-ground pool is just the right remedy from the midday sun. brWe have a gas barbecue grill, a screened in porch and a deck on the second floor. You can ride your bicycles to Loon Lake and to Horseback riding across from the Lake or to Circle B Ranch. Lake George is only 15 to 20 minutes away. Great skiing at Gore Mt. is 15 minutes away as is White-water rafting in the Hudson. Loon lake with its nice sandy beach is only a 3 minute drive from us. There are hiking trails nearby and Rivers to go fishing in.brPool opens Memorial Day until late September weather permitting. Ask host to make sure.

6

Bed

3

Bath

18

Sleeps

$283.83

/ Nightly

Private Vacation Home

Forest Lake Haven close to Gore Mt and Lake George

Chestertown, New York, United States

Relax with the family at this peaceful place to stay. Located 18 minutes to Lake George and 20 minutes to Gore Mountain, this charming house stands across the original home with a private entrance and plenty of parking. Appreciate the nature the Adirondacks has to offer, close to the mountains as well as the lakes. Comfortable and quiet retreat for your family.

2

Bed

1

Bath

4

Sleeps

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