Home Vacation Home Rentals By Owner In Chestertown, NY

Showing 52 Of 52 Vacation Rentals
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Exceptional(43)

$899.1

/ Nightly
Private Vacation Home

Lakefront home steps away from a private, gentle sloping sandy beach & fire pit.

Chestertown, New York, United States

brYour family will love spending their vacation on the water when you book Peaceful Waters lakefront home - steps away from a private sandy beach that gently slopes into Loon Lake! Wake up to the sounds of soothing waves lapping against the shoreline and the call of the loon. A private dock, grill, fire pit and cornhole set are provided for your outdoor enjoyment. Bring a thermos while you paddle along the shoreline in either the two kayaks or canoe also included with the rental. Having been completely renovated in 2020, the open-concept living space features tasteful Stickley craftsman furnishings and Millspaugh Furniture/mattresses in the bedrooms. Beautiful floors and lots of natural light from large windows overlook Loon Lake. Enjoy your morning coffee on the large deck complete with an outdoor teak dining set and steamer chairs. The full kitchen boasts attractive countertops, stainless steel appliances, utensils and cookware you'll need to create something special for you and your guests. Your family movie night will be even better when you enjoy it with the HDTV and Sonos speakers. The high-speed 5G WiFi is more than ready to assist in streaming or Zoom calls for work or school. High thread count sheets and towels professionally laundered for your comfort.brbrRental is available on a weekly basis (from Saturday to Saturday). brbrWhat's nearby:brbrWinter guests can spend time enjoying the nearby regional snowmobile trail or skiing the slopes of Gore Mountain Ski Resort, just 14 miles away. During summer months, you'll have over 105 feet of sandy shoreline to enjoy and plenty of lake activities to take advantage of. Enjoy fishing for northern pike, smallmouth bass, largemouth bass, and yellow perch on the lake or spending your vacation swimming out from the beach. There are also lots of nearby hiking trails such as Caroline H. Fish Memorial Trails and Stewart Mountain and Kipp Mountain trailheads.brbrTHINGS TO KNOW: brbr1,512 sq. ft. HomebrbrFree WiFibrbrPartial AC (Bedrooms only)brbrAll wheel traction may be required in winterbrbrWaterfront locationbrbrOne canoe and two kayaks are available for guest use (with life jackets). Please rent additional personal floatation devices from Loon Lake Marina for proper fit. Must properly wear life jacket when using canoe/kayaks.brbrPlease note that the dock is in shallow water - do not dive off of the dock.brbrParking for four cars is available in the private driveway.brbr2 luggage racks are provided in each bedroom.brbr* Per Town of Chester requirements: Fireworks, smoking and accelerants not permitted on premise. Glass bottles/glass are not permitted on beach area or waterfront. Noise ordinance between 10 pm - 7 am.brbr**Trash service is not available at this property. This property is located in an area administered by the Adirondack Park Commission. As with many remote homes in the Adirondack Park, this is a carry-in, carry-out location. Please take trash to the Chestertown Landfill/Transfer Station at 62 Landon Hill Road which is less than 4 miles away. We provide landfill permit.
Bed 4

Bed

Bath 2

Bath

Sleep 8

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Exceptional(118)

$562.77

/ Nightly
Private Vacation Home

Eagles Nest at Loon Lake near Gore Mountain

Chestertown, New York, United States

Eagles Nest is nestled in the Adirondack Mountains of New York & ready to be your home away from home with super fast Wi-Fi. This property is centrally located to 5 lakes and has easy highway access, only minutes away. A spring, summer, fall, or winter visit to the Adirondacks comes with a wealth of things to do. This property is only 15 minutes to Gore Mountain Ski Center and only 25 minutes to Lake George Village.brWith 7 bedrooms that sleep up to 20 (16 persons plus 2 toddler beds & 2 cribs),brbrClean and relaxing. All bedrooms are complete with linens and beds are made and ready for your arrival. Fully equipped kitchen with cookware, dishes, utensils, coffee makers, and small appliances. Four full bathrooms with tub/shower and towels. Two washers & dryers. Infant high chair, 2 crib, baby gates and 2 toddler bed. Outdoor chairs (3 season) and fire pit. The unheated game room has pool, foosball, ping pong, arcade style basketball, and air hockey. Unwind in a clutter free space. Private lakefront area nearby with parking, a dock, picnic table, and 2nd fire pit.brbrHouse and game room above garage.brbrWe are only a message or phone call away. Please let us know if you need anything or have a question!brbrThis property is rural, yet centrally located to 5 lakes and easy highway access only minutes away.brA spring, summer, fall, or winter 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. brbrOnly 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! brbrAbundant mountain biking trails can be found for any level of thrill (URL HIDDEN) brbrThe 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) . brbrVisit (URL HIDDEN) for an array of fun in the Adirondack Mountains. brbrJust 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) . brbrHorseback 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) .brbrDon`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. brbrWhiteface 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. brbrGarnet Hill Cross Country Ski Center (URL HIDDEN) with its 55KM of groomed trails at a 2000 ft elevation is only 15 minutes away. brbrSurround yourself 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) brbrBe 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.brbrNearest international airport is in Albany, NY.brLocal taxi service availablebrbrThis place is huge! It`s the ideal location for vacationing with extended family. It`s an easy way to vacation `together` but have plenty of your own space. Ground level entrance option with plenty of paved parking. Access to adjacent 3-season game room to keep everyone busy.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. 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 7

Bed

Bath 4

Bath

Sleep 22

Sleeps

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Exceptional(41)

$368.15

/ Nightly
Private Vacation Home

The Lily Pad 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 at Loon Lake in Chestertown, NY is nestled in the Adirondack Mountains of upstate New York and ready tbrbrThis property is rural, yet centrally located to 5 lakes and easy highway access. brbrClean and cozy. Unwind in a clutter free space. All bedrooms feature luxurious bed linens. Includes two fully equipped kitchens with cookware, dishes, utensils, coffee maker, and small appliances. Two full bathrooms 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. Private lakefront area nearby with parking, a dock, picnic table, and 2nd fire pit.brbrWith two kitchens and two living rooms, this home is the ideal location for vacationing with extended family. It`s an easy way to vacation `together` but each have their own space.brbrGround level entrances with sidewalks and paved parking. Washer & dryer in private laundry room. Infant high chair, portable crib and baby gate available upon request. Outdoor fire pit with seating. Docking available.brbrPlease, if you have a need for something, we will do everything we can to accommodate. We understand guests have individual needs. We love feedback and an opportunity to make your stay a pleasure. Let us know what type of activities you prefer and we are more than happy to make recommendations.brbr`Adirondack lake setting` yet only a 5 minute drive to a major highway and ski centers. 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).brbrIf you have a smaller group, please inquire about the availability of a two bedroom unit.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 Saturday. 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. 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 4

Bed

Bath 2

Bath

Sleep 11

Sleeps

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Exceptional(4)

$785.64

/ Nightly
Private Vacation Home

Unique Lakefront House with Sandy Beach and Dock - Sweeping Views

Chestertown, New York, United States

Private ContemporarybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFollow the long, private driveway between the pines to reach this beautiful lakefront house on the south shore of Loon Lake. Ideally located at the tip of a small peninsula, the home provides more than 180 degrees of water views down almost the lake's entire length.brbrInside, you'll find a continued focus on the beautiful water views with floor-to-ceiling windows overlooking the lake. Two levels feature spacious rooms, including a living area. This lower level has walk-out patio doors with a path that meanders down to the sandy beach and the newly built dock. From both sides of the wraparound upper deck, you'll enjoy panoramic, sweeping views of Loon Lake that will take your breath away. Stay at this peaceful and unique home, and make vacation memories that will last a lifetime.brbrThings to KnowbrDock will accommodate one boat up to 18 feet in lengthbrPlease note the upper deck has an open railing to preserve the view - be sure to supervise children closelybr*Trash service is not available at this property. This property is located in an area administered by the Adirondack Park Commission. As with many remote homes in Adirondack Park, this is a carry-in, carry-out location. Please take trash to the Chestertown Landfill/Transfer Station. We recommend calling early in your stay to find out fees and open days.brbrThis property is managed by Vacasa New York LLCbrVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrParking notes: There is free parking available for 4 vehicles.brThis rental is located on floor 2.brbrDock details: No more than one boat to be used on the dock by the renters; the boat is to be no longer than 18 feet long. brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(2)

$357.29

/ Nightly
Private Vacation Home

4 Mi to Beach & Lake: Spacious Home in Chestertown

Chestertown, New York, United States

Scenic Forest Setting | Stargazing By the Fire | Grill & Dine OutsidebrbrGet ready for an easygoing Adirondacks escape at this rental in Chestertown! For the outdoor enthusiasts in your crew, the 4-bedroom, 3-bath vacation house offers easy access to hiking, skiing, boating, and more. Prefer to soak up the local culture Explore quaint shops and eateries in Bolton Landing and Lake George. After the day's adventures, head back to the hideaway and enjoy a family game night or home-cooked meal.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 bunk bed (twin/full), 1 twin bunk bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 1 queen bedbr- Additional Sleeping: 1 portable cribbrbrINDOOR LIVINGbr- Smart TVbr- Basement lounge w/ board games & tablesbr- Gas stovebr- Dining table, high chairbrbrOUTDOOR LIVINGbr- Backyard, fire pitbr- Picnic tables, umbrellabr- Deck, gas grillbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Drip coffee maker, Keurig, toaster oven, blenderbr- Cooking basics, dishware & flatware, trash bags & paper towelsbrbrGENERALbr- Central heating & A/Cbr- Towels & linens, complimentary toiletries, hair dryerbr- Free WiFibr- Keyless entrybrbrFAQbr- 2 exterior security cameras (facing out)brbrACCESSIBILITYbr- 2-story home, 6 steps to enterbr- 2 bedrooms & 2 bathrooms on main levelbrbrPARKINGbr- Driveway (4 vehicles)brbr-- THE LOCATION --brbr- 15 miles to Lake George Villagebr- 4 miles to Loon Lake Public Beachbr- 18 miles to Bolton Landing: quaint shops, marina, boat & kayak rentalsbr- 5 miles to Dynamite Hill Recreation Area: sleddingbr- 18 miles to Gore Mountainbr- 4 miles to Chestertown: ice cream, brunch, grocery storesbr- 2 miles to Green Mansions Golf Clubbr- 68 miles to Albany International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 18 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 6 steps to enter, with 2 bedrooms and 2 bathrooms on the main levelbr- Your safety matters. This property features 2 exterior security cameras. Camera 1 is on the front door facing the front entry, and camera 2 is on the side door facing the side entry. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion
Bed 4

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Bath 3

Bath

Sleep 11

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Exceptional(64)

$510.55

/ Nightly
Private Vacation Home

The Roost, a lakefront 4 season home in the Adirondack Mountains

Chestertown, New York, United States

The Roost is a four bedroom three baths two level year round home on the shores of Tripp Lake. All four bedrooms and two living rooms have lake views. Close to Lake George Village(15min), Gore Mountain Ski Resort(20min), Green Mansions Golf course(2min). Fishing, swimming, kayaking, hiking, skiing, and more; to do at or near The Roost. Perfect for couples, families and small groups.brbrThe two master bedrooms have their own private access to the deck overlooking Tripp Lake and their own bathroom. The upper level great room includes the kitchen, dining and living room with a fireplace overlooking the lake. The two lower bedrooms share a full bathroom off the lower living room.brbrThe kitchen is equipped with brand new appliances and all the necesary dinnerware, silverware, stemware, and cookware. The expansive deck with Adirondack chairs provides plenty of space for gathering. The gravel patio provides additional dining space with grill for BBQing(summer only). Stairs with a handrail provides access to a dock(summer only) and shoreline of Tripp Lake.brbrThe Roost has two TVs, one smart TV and one with an Amazon Fire stick. Each TV has a dvd player. Internet and WiFi access is provided for all your TV streaming needs. Please bring your own usernames and passwords.brbrSummer: Two kayaks and one canoe are provided for your use. PFDs are provided or bring your own. Please return the boats, paddles, and PFDs to the appropriate racks when finished enjoying the peaceful lake.brbrWinter: Sleds are provided for winter fun.brbrGuest accessbrThe entire property is available to you. Two spots are off limits one closet in each of the two lower level bedrooms. Don’t worry each bedroom has two closets, plenty of storage for your things. We share a driveway. Please be courteous and make sure you are not blocking the neighbor’s driveway. Our driveway has space for two- three vehicles.brbrGuest interactionbrHave any questions, concerns, or requests I am available via text, phone, or email with a response within the hour. Upon request, I will meet you upon check-in. I will however meet you upon check-out.brbrNeighborhood overviewbrThe Roost is located in the Lake community of Tripp Lake. It is a non-motorized lake located between Warrensburg and Chestertown in the southern Adirondack Mountains of New York. There are plenty of restaurants and shops nearby. Lake George Village and Gore Mountain Ski Resort are a 20 minute drive awaybrbrGetting aroundbrThe best and only way to get to The Roost is by car.brbrHouse Rules:brSuitable for children (2-12 years)brbrNot suitable for infants (under 2 years)brbr• Smoking is NOT allowed. If any evidence of smoking is found you may incur a fine. This includes cigarette butts found outside on the ground.brbr• Pets are not allowedbrbr*No fireworks of any kind.*brbr• Two locked closets, one in each of the lower level bedrooms are off limits to guestsbrbr• No large parties or special eventsbrbr• Out of respect for our neighbors, please keep the noise level to a minimum during late hoursbrbr• Only use appliances for their intended usebrbr• Do not sit on indoor furnishings in wet swimwear/skiwear.brbr• Do not put wet towels on the furniture; there is a dry rack in the lower level laundry room.brbr• Parking is limited to two- three vehicles. We share a driveway, please keep the driveway clear.brbr• Septic System: We are on a septic system please only flush toilet paper. No feminine products please.brPlease do not put any food waste down the drain- including cooking grease. If there is evidence of anything other than toilet paper you may incur a fine.brbr• Clean and cover grill after use. Don’t forget to turn off the propane!!brbr• When finished using the kayaks, canoe, paddles, and life jackets please return items to their original locations.brbr• Do not litter. Pick -up all garbage left outside. Let’s keep Tripp Lake clean!!!brbr• All perishable foods and recyclables must be thrown out in the appropriate trash bins prior to your departure. Bins are located in the brown shed next to the driveway.brbr• Please turn off all lights inside and outside.brbr• Upon departure, please close and lock all windows and doors.brbrCheck-in: Anytime after 4PMbrbrOther than that, enjoy the house and all the Adirondacks has to offer! We’ve put a lot of time and effort into making The Roost a relaxing and memorable destination. We ask that you be respectful and treat it like it was your own.brbrAlthough the cleaning fee does pay for the house to be professionally cleaned, we do ask that you clean all dinnerware/silverware/cookware used, and that everything is in the general location you found it on arrival.brbrCheck-in: Anytime after 4PMbrbr
Bed 4

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Bath 3

Bath

Sleep 9

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Exceptional(44)

$422.16

/ Nightly
Private Vacation Home

Gorgeous Lakefront Home with a Fire Pit, Two Living Areas, and a Sunroom

Chestertown, New York, United States

Whit's EndbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrOffering plenty of space for everyone to spread out and relax, this serene and secluded, three-story lake house is the ideal getaway for all ages, no matter the season. Set right on Friends Lake, this recently built home blends a cozy Adirondack atmosphere with updated amenities from top-to-bottom. Start your days with breakfasts prepared in your well-equipped, full kitchen complete with stainless steel appliances and a breakfast bar. Then, dine together at the adjacent table for six before settling into one of two distinct living areas - one on the main level with a gas fireplace and a second on the lower level with a large sectional sofa and easy backyard access. Additionally, this home features a furnished sunroom, a deck overlooking the lake, a seasonal private dock, and a stone firepit with granite benches.brbrAnd when it's time to say goodnight, this home offers four comfortable bedrooms with a main room off the kitchen with an en suite bath, two bedrooms on the third floor), and a fourth bedroom on the lower level.brbrWhat's NearbybrThis vacation rental is located just five miles from the center of Chestertown, with restaurants, a theater, boutique shops, and a grocery store, as well as public tennis and basketball courts. The nearby southern Adirondacks provide access to a wide array of exciting destinations and hiking trails. Within an hour, you can see beautiful Blue Mountain Lake, attend concerts at the Saratoga Performing Arts Center, witness live cannon firing at historic Fort Ticonderoga, or visit the scenic High Peaks area. For winter sports enthusiasts, Gore Mountain is only 17 miles away, while West Mountain is just 30 miles south.brbrThings to KnowbrFull kitchen plus an additional full-size refrigerator on the lower-levelbrTwo single kayaks, and one double kayak are available from May 1- October 31 for guest use.br* Please note that you are not allowed to bring your own boats to this lake. This includes kayaks, canoes, and other small personal watercraft.brbrThis property is managed by Vacasa New York LLCbrVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrParking notes: There is free parking available for 4 vehicles.brThis rental is located on floor 3.brbrDock details: Seasonal (not available in winter)brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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