Vacation Rentals By Owner In Chestertown, NY

$1114.77

Mimi’s by the lake

Chestertown, New York, United States

Take it easy at this unique and tranquil getaway. Enjoy this once upon a time bed and breakfast located lakefront on one of the Adirondacks most peaceful private lakes. This home offers 3 separate apartments each consisting of 2 bedrooms, a bathroom, and a kitchen. And a main common room also with a kitchen. This is the perfect get away for large families or multiple families who wish to stay together. A truly amazing place to enjoy all seasons in the Adirondacks.

Bed

Bath

Sleeps

$320.13

/ Nightly

Private Vacation Home

Adirondack home, near Gore Mt ski resort, North Creek, and Loon lake.

Chestertown, New York, United States

Welcome to Loon Run Lodge that is located in the Adirondack mountains of upstate New York, ready to be your place to relax and enjoy skiing, snowshoeing, cross country skiing, snowmobiling, hiking, horseback riding, kayaking, boating, and swimming.brThis property only 15 min from Gore Mountain ski resort, few minutes to Adirondack Snowmobile Tour, loon lake beach, Loon Lake Marina, local restaurants and stores. Only 20 min to Lake George, Bolton Landing and 25 min to Lake George Village.brbrThis newly furnished 2 floors 1,350 Sq ft house on 1.2 acres has 2 bedrooms and 2 full bathrooms, fully equipped kitchen, deck, bbq gas grill, washer/dryer, 2 fireplaces inside and 1 fire pit outside. 4 persons Hot Tub. Sleeps up to 6 adults and 2 kids comfortably. Radiant heat tile floors throughout the house. Smart front door lock, free WiFi. Plenty of parking available for cars, boat, jet ski and snowmobile.brbrMaster bedroom: located on second floor and has king size bed and a double twin daybed with Sierra memory foam mattresses , 450 thread bedding sheets, duvet cover hypoallergenic comforters, fireplace, and ceilings fans. 45in HD Smart TV, just sigh in to your favorite channels. brbr Second bedroom: located on second floor and has queen size bed with Casper memory foam mattress, 450 thread bedding sheets, duvet cover, hypoallergenic comforter, twin sleeper sofa.brbrJack and Jill bathroom: located on second floor with jacuzzi bathtub & double sink vanity.brbrLiving room: located on first floor and has queen sofa bed with memory foam mattress.brTwo accent chairs and coffee tables.br4 sitting live edge bar with 4 barstools.br55in HD Smart TV. Gas fireplace. Dry guy boots and gloves drier. Full bathroom with washer and dryer.brbrKitchen: fully equipped, basics kitchen essentials, drip, Keurig and Nespresso coffee maker, milk frother, complementary coffee and tea, blender, toaster, tea kettle, 6 sitting dining table.brbrGeneral: free WiFi, radian heat, linens & towels, washer/drier, boots/gloves drier, hair dryer, toiletries, laundry detergent, garbage bags, paper towels, dishwasher tablets, dish soap, iron.brbrBackyard: deck/ gas Grill, fire pit, fire wood, 4 Adirondack chairs, picnic table.brbrHouse rules brGas Grill: We request our guest to shut off the gas valve and clean cooking grates with scraper after grill use.brDishes/utensils Please load all used dishes and utensils in the dishwasher and run full wash cycle.brFurnitures : If you moved any of the indoor/outdoor furniture, please put that back in its original spot.br-Leave use towels on the floor.br-Turn off all lights and lock all doors br-Discard trash and recycling to the garbage cans outsidebr-Must be at least 25 years old to book.br-No smoking br-No parties brFireplaces: turn on fans/blower while using fireplaces.brbrHot Tub Rules br-Please shower with soap before you enter.br-Do not bring glass in or near hot tub.br-Please do not sit or lay on Hot Tub cover.br-Turn off the high jets, replace Spa cover and latch after use.br-Children must be supportive by an adult.br-Please no jumping, horseplay, or toys.br-Do not enter if the temperature is above 104fbr-Please do not use soaps or oils in Hot Tub.brbrPlease note that the house is located in the woods of the Adirondacks. Despite our cleaning and Maintenance efforts, you may encounter insects and/or wildlife in the house. For this reason it is very important that you keep all screens to windows as well as doors closed all the time to avoid entry of insects/wildlife into the house. Even the best prevention efforts aren't guaranteed.

Bed

Bath

Sleeps

$370.34

/ Nightly

Private Vacation Home

Private Waterfront House on Loon Lake w Amazing Views- 20 Min Lake George & Gore

Chestertown, New York, United States

Key Features:br- Private lakefront with magnificent views of the lake and mountainsbr- Secluded location at the end of a private road for full privacybr- Spacious deck with outdoor seating, picnic table, and grillbr- Large private dock with access to a rowboat, 2 kayaks, swim up island for water activitiesbr- High-speed Wi-Fi, perfect for working remotely in a tranquil settingbr- Only minutes from local stores and restaurants and 20 min from Lake George and Gore Mountain for year-round activitiesbrbrThe Space: brStep inside to an open and inviting main floor featuring a large family and dining area with floor-to-ceiling windows that showcase great lake views. Cozy up in the living room with a wood-burning fireplace, big-screen smart TV, and a variety of board games for family fun.brbrThe spacious dining room seats 8, and the fully-equipped newly renovated kitchen has everything you need, from dishwasher, microwave and toaster to a coffee bar with both a regular coffee machine and Keurig—bring your favorite K-cups!brbrSleeping ArrangementsbrbrMain Floor:br- Bedroom 1: Queen bed with a large closet brbr- Bedroom 2: Two twin beds with a large closet and dresserbrbr- 1.5 bathroomsbrbrLoft Level: br- 4 twin beds and dresser, perfect for kids or extra guestsbrbrAll bedrooms and the loft are equipped with AC window units for your comfort in the summer. Fresh linen and towels are provided (please bring extra towels for lake activities).brbrOutdoor Living: brStep through the glass doors onto a spacious deck, fully furnished with a sectional, perfect for lounging, as well as a picnic table and grill for outdoor dining. A short path leads to your private lakefront, complete with a fire pit, dock, rowboat, and kayaks for endless water fun. Outdoor shower (cold water only) for a refreshing rinse after lake activities. The Loon Lake Marina on the lake offers boat rentals. brbrYear-Round Activities:br- Summer: Swim, kayak, boat, or fish from your private dock, or explore local hiking trails.brbr- Winter: Enjoy ice fishing, skating on the lake, or head to Gore Mountain for skiing, just 20 minutes away.brbrAdditional Amenities:br- Ample parking for up to 3 carsbr- Professional cleaning service after every rental to ensure a spotless staybrbrBook your stay today for a memorable vacation with all the beauty and activities the Adirondacks have to offer—right outside your door!

Bed

Bath

Sleeps

$249.75

/ Nightly

Cabin

Raccoon Retreat, 2 Bedroom 1 Bath Cabin, Sleeps Up to 6 People

Chestertown, New York, United States

Relax in the serene Adirondack Mountains and be close enough to all the activities. The Lakeside at Loon Lake is only 15 minutes from Lake George Village and 15 minutes from the Gore Mountain Ski Area and Mountain Biking Center. We are an affordable, family property located directly across the street from the Loon Lake Public Beach, water fall and boat launch. Our accommodations consist of non-smoking self catering cabins, 2 suites in a duplex and the Loon House (our large main house). Amenities on site are shared: a rowboat, canoe, volleyball, horseshoes, and a play ground for children. All units have their own picnic table & gas grill plus firepit. The village of Chestertown is two miles from the property. The town has numerous unique shops, , an ice cream parlor, major grocery store, pharmacy, and too many to mention. Within a ten mile radius, you can experience many types of dinning. Self-Catering means we supply your home for your stay while you supply everything else. Sorry, there is no housekeeping during your stay. Maximum Occupancy 6 people (includes adults & children). NO EXCEPTIONS! There are additional units on the property if your group is larger and needs overflow housing.

Bed

Bath

Sleeps

$249.75

/ Nightly

Hotel Resort

Three Bears, Immaculate 2 Bed/2.5 bath suite, Heat/ AC & Washer/dryer

Chestertown, New York, United States

Relax in the serene Adirondack Mountains and be close enough to all the activities. The Lakeside at Loon Lake is only 15 minutes from Lake George Village and 15 minutes from the Gore Mountain Ski Area and Mountain Biking Center. We are an affordable, family property located directly across the street from the Loon Lake Public Beach, water fall and boat launch. Our accommodations consist of non-smoking self catering cabins, 2 suites in a duplex and the Loon House (our large main house). Amenities on site are shared: a rowboat, canoe, volleyball, horseshoes, and a play ground for children. All units have their own picnic table & gas grill. The village of Chestertown is two miles from the property. The town has numerous unique shops, , an ice cream parlor, major grocery store, pharmacy, and too many to mention. Within a ten mile radius, you can experience many types of dinning. Self-Catering means we supply your home for your stay while you supply everything else. Sorry, there is no housekeeping during your stay. Maximum occupancy is 8 (includes Adults & Children) WINTER SEASON RENTAL POSSIBLE 2021-2022 - PLEASE CONTACT FOR MORE INFORMATION

Bed

Bath

Sleeps

$199.8

/ Nightly

Cabin

Chipmunk Cabin, Beautiful hand carved King Bed, Full Kitchen, plus AC! sleep 2

Chestertown, New York, United States

Relax in the serene Adirondack Mountains and be close enough to all the activities. The Lakeside at Loon Lake is only 15 minutes from Lake George Village and 15 minutes from the Gore Mountain Ski Area and Mountain Biking Center. We are an affordable, family property located directly across the street from the Loon Lake Public Beach, water fall and boat launch. Our accommodations consist of non-smoking self catering cabins, 2 suites in a duplex and the Loon House (our large main house). Amenities on site are shared: a rowboat, canoe, volleyball, horseshoes, and a play ground for children. All units have their own picnic table & gas grill plus fire pit. The village of Chestertown is two miles from the property. The town has numerous unique shops, , an ice cream parlor, major grocery store, pharmacy, and too many to mention. Within a ten mile radius, you can experience many types of dinning. Self-Catering means we supply your home for your stay while you supply everything else. Maximum Occupancy is 2 people (includes adults & children) NO EXCEPTIONS. Other larger units are available on property.br

Bed

Bath

Sleeps

$368.82

/ Nightly

Private Vacation Home

Year-Round Loon Lake Retreat: Ski, Hike, Explore!

Chestertown, New York, United States

Walk to Loon Lake | 2 Living Areas | 14 Mi to Skiing | Wooded PropertybrbrEvery season is worth the trip here! Hit the slopes at Gore, explore Loon Lake, or unwind under the pines — this Chestertown vacation rental serves up Adirondack adventure all year long. With 3 bedrooms and 3 baths, this home has space to spread out and enjoy the quiet moments between outings. Fire up the grill, sink into the swing, and let the mountains take it from there. Make this escape the first of many — book today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 2 twin bedsbr- Sleeping Nook: 1 twin bunk bedbrbrOUTDOOR LIVINGbr- Spacious deckbr- Picnic tablebr- 2 ski-lift chair swingsbr- Propane grill, fire pitbrbrINDOOR LIVINGbr- Smart TVs, dartsbr- Gas stovebr- Family dining tablebr- Washer & dryerbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee makerbr- Toaster, microwavebr- Cooking basics, dishware & flatwarebr- Spices, cooking oil & condimentsbrbrGENERALbr- Free WiFibr- Central A/C & heating (heat pump)br- Laundry detergentbr- Linens & towelsbrbrFAQbr- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- 2-story home, 12 steps to enterbr- 3 bedrooms & 2 bathrooms on main floorbrbrPARKINGbr- Driveway (5 vehicles)brbr-- THE LOCATION --brbr- Easy access to Loon Lake: public beach, hiking, boating & fishing (5-minute drive)br- 5 miles to Loon Lake Marina: boat rentalsbr- 14 miles to Gore Mountain (20-minute drive)br- 7 miles to Natural Stone Bridge and Cavesbr- 4 miles to Chestertown Main Street: old-fashioned ice cream parlor, antique shops & Carol Theatrebr- 13 miles to Schroon Lake, 25 miles to Lake George Villagebr- 76 miles to Albany Int'l 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 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 12 steps to enter. There are 3 bedrooms and 3 bathrooms on the main floorbr- Your safety matters. This property features 1 exterior security camera located on the outside front door, facing outward toward the entrance. It does not look into any interior spaces. The camera records video and sound when activated by motion

Bed

Bath

Sleeps

$286.96

/ Nightly

Private Vacation Home

Rustic Adirondack Retreat on Tripp Lake

Chestertown, New York, United States

Beautiful 3 bedroom townhouse located in the Green Mansions resort community on the private Lake Tripp, just 20 minutes from Lake George. Enjoy the tranquility of a private lake, yet easy access to all the Lake George region has to offer. This cozy townhouse is tastefully decorated with all the Adirondack touches and perfect for a comfortable and relaxing rustic retreat! There are plenty of year-round activities right on property like lake-side beach and swimming, free access to canoes, kayaks, row boats, and paddle boats. Great bass, pan-fish and pike fishing right on Lake Tripp. Tennis courts, basketball courts, and a 9 hole golf course. Hiking trails that end in the High Peaks of Lake Placid. Gore Mountain and Whiteface are close by for a terrific skiing adventure. Relax and enjoy toasting s'mores with the outdoor fire pit or in the winter enjoy hot chocolate fireplace-side.

Bed

Bath

Sleeps

$327.4

/ Nightly

Cabin

Deer Run, Gore Mountain, pool, steps from 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 a short stroll from the serene Loon Lake, a sandy beach, and beautiful waterfall. 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, shuffleboard, bocce, ping pong & 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

$888.0

/ Nightly

Private Vacation Home

WaterFront Adirondack Home-located between Gore and Lake George

Chestertown, New York, United States

Newly renovated 4 bedroom 2.5 bathroom. This Adirondack home is nestled on a beautiful property with a private beach and salt water pool. Enjoy your coffee under the covered porch while keeping an eye out for Adirondack wildlife. Our pet friendly home is the perfect spot for a family or group looking to get some R&R. Located just 15 minutes North of Lake George and minutes from Gore Mountain. Lots of local attractions including:Gore Mountain 13 miles,Lake George 20 miles, Loon Lake beach 1 mile, Saratoga Race Track/Casino 50 miles, Lake Placid 60 miles , Schroon Lake 12 miles, Brant Lake 7 miles, Dynamite Hill Skiing 2 miles, Six Flags Great Escape 25 miles. This properties location will fit all your families needs with a short distance to local hiking trails, snowmobile trails, fishing spots, horseback riding, boating and more. Lots of amazing local restaurants, distilleries, and breweries to try out. With the relaxing atmosphere and stunning mountain views we look forward to hosting your perfect get away. br

Bed

Bath

Sleeps

$775.89

/ Nightly

Private Vacation Home

Forest Lake Haven close to Lake George and Gore Mountain, 5 BR spacious and NEW

Chestertown, New York, United States

Relax with the family at this peaceful place to stay. Located 18 min to Lake George and 20 min to Gore Mountain, you can enjoy all the nature the Adirondacks has to offer. The newly rebuilt main house has 3 BR with 5 beds, 3 baths, extensive play area in basement with ping pong and foosball tables, and extra guest space with pull out couch. Guest house has an additional 2 BR, 1 bath. Backyard has enclosed porch, large deck and fire pit. Comfortable and quiet retreat for your family.

Bed

Bath

Sleeps

$511.9

/ Nightly

Private Vacation Home

Beautiful property close to Lake George and Gore Mountain

Chestertown, New York, United States

Located in Chestertown, enjoy what this 3-bedroom house has to offer. With 2 queen beds and 2 twin beds, this marvelous property boasts 3 bathrooms, additional space, game room including a ping pong table. A great place to call homebase while you're away, we hope you enjoy your stay. Guest House also available.

Bed

Bath

Sleeps

$390.35

/ Nightly

Lodge

Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing

Chestertown, New York, United States

Welcome to Jackson's Lodge! Looking for an Adirondack escape for your family and friends in any season Nestled in a private, 4 acre park like setting in the Southeast ADKs, this cozy mid century modern cabin will show you what upstate NY living is all about. After exploring the best the ADKs have to offer, come soak in the hot tub, unwind in the cedar screened-in porch, or pull up a chair to the natural stone fire pit. Roast some 'smores, take in the night sky, and let your stress melt away!brbrOur cabin features 3 bedrooms and 2 full baths on two floors and sleeps 8 comfortably. We're located on a quiet, dead end, tree-lined road.br-Main level: Master bedroom w/ queen bed, 2nd bedroom w/ (2) twin XL beds, full kitchen, full bath.br-Lower level (downstairs, or enter through rear door): 3rd bedroom w/ king bed, recreation and family room w/pullout couch, full bath, home office. Queen luxury air bed provided.brbrFeel at home instantly in our great room with lofted wood ceilings, sunny windows, and plenty of space to entertain. Enjoy a meal together in our full kitchen with a dine-at island and table for 8. Curl up by the wood stove fireplace and watch a movie on the Roku TV, or listen to some tunes on the bluetooth sound bar or from our selection of vinyl records. The main level features two bedrooms and a full bathroom, plus access to the screened porch complete with bistro set, papasan chair, and hammock swing - perfect for peaceful mornings with coffee and a good book.brbrDownstairs in the rec room, challenge each other to a game of foosball on our European foosball table or take on Springfield’s cast of characters in The Simpsons Arcade game. Take a load off and spend quality time on the couch streaming movies on our 55” 4K Smart TV, or enjoy one of our many classic board games. The lower level is also the perfect place to let the children have fun while the adults hang on the main floor. And if you absolutely must work, a computer desk with a 27” LED monitor awaits you. High speed wi-fi available throughout.brbrOutside you’ll find a 6-person hot tub, a Weber propane grill, a patio set for al-fresco dining, and lawn chairs for everyone to enjoy the fire pit. Don’t forget to play a game of corn hole on our custom set outfitted with LED lights!brbrThere's no shortage of things to do in the ADK's - enjoy pristine lakes, hiking/biking trails, ski resorts, farm-to-table restaurants, breweries, antique shops, and so much more.brbrLocal Attractions:brbrJackson’s Lodge is 5 minutes off Exit 25 of the I-87brProperty abuts North Warren County Snowmobile Trailbr3 minutes to Loon Lake and Friends Lakebr10 minutes to Brant Lake and Schroon Lakebr15 minutes to the Natural Stone Bridge & Cavesbr20 minutes to Gore Mountain, Lake George, and Whitewater Raftingbr25 minutes to Six Flags Great EscapebrFull list of activities/recommendations provided upon booking!brbrBaby friendly: We have a Pack 'n Play with bassinet and a Highchair/Booster Seat for the little ones.brbrPet policy: We love your furry friends! If you plan to bring your pet(s) you can indicate this at booking. A $75 pet fee will apply. We kindly ask that pets are kept off furniture. Pets must be house broken, and crated if left home alone. We have a 36x23 crate if needed. We also have multiple dog tie-outs in the yard. brbrOccupancy Tax: Warren County imposes a 4% occupancy tax on nightly rentals and cleaning fees for all stays under 30 days. You will see this tax at checkout which is collected by the host and remitted to the County.brbrSecurity Camera Disclosure:brWe have a Ring doorbell camera at the front door and a security camera facing the left side Owner's storage shed.brbrPlease message us with any questions. We can’t wait to host you!brbrCheck out our IG @jacksons.lodge for local attractions :)

Bed

Bath

Sleeps

$336.54

/ Nightly

Private Vacation Home

Rustic Adirondacks Home w/ Hot Tub & Lake Access!

Chestertown, New York, United States

Centrally located near multiple ski areas and just a short walk from Loon Lake, this Chestertown vacation rental is ideal for both summer and wintertime escapes! This cozy 3-bedroom, 1.5-bathroom home boasts lush Adirondack Mountain surroundings, a fire pit, and a private dock with 2 kayaks and a canoe. Stay on-site to host a family BBQ on the gas grill, or venture out to spend the day boating, hiking nearby trailheads, or skiing at Gore Mountain - all less than 14 miles away!brbr-- THE PROPERTY --brbrPrivate Dock | Fire Pit | 2 Kayaks Provided | Pets Welcome w/ FeebrbrWhether you’re looking to hit the slopes in the winter or spend summer days fishing and boating on the lake, this quaint Adirondacks retreat is the perfect home base for families and friends seeking endless all-season adventure.brbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed, Twin Bunk BedbrbrOUTDOOR LIVING: Canoe, life vests, deck w/ gas grill & fire pit, private yard w/ cornhole & cushioned seating, beach chairs & towels, private hot tubbrINDOOR LIVING: Flat-screen TV w/ streaming services, electric fireplace, books, dining table, ceiling fansbrKITCHEN: Fully equipped, cooking basics & spices, Crock-Pot, toaster, blender, dishware & flatware, drip & Keurig coffee makers, complimentary coffee & tea, kettle, knife setbrGENERAL: Free WiFi, central heating, linens & towels, window A/C units (bedrooms & main living area), complimentary toiletries, washer & dryer, laundry detergent, hair dryer, hangers, high chair, garbage bags & paper towelsbrFAQ: Stairs required for entry & full access, grab rails in shower, 4WD or AWD necessary in winter months, pet fee (paid pre-trip)brPARKING: Driveway (6 vehicles), RV/trailer parking on-sitebrbr-- THE LOCATION --brbrLAKE ACTIVITIES: Loon Lake (walking distance), Loon Lake Marina (1.7 miles), Loon Lake Public Beach (2.9 miles), Friends Lake (6.9 miles), Brant Lake Public Beach (8.3 miles)brWINTER ACTIVITIES: C+C Adirondack Snowmobile Tours (2.9 miles), Dynamite Hill Recreation Area (5.5 miles), Gore Mountain Ski Area (13.9 miles), Hickory Ski Center (20.2 miles), Oak Mountain (41.0 miles)brGET OUTSIDE: Stewart Mountain Trailhead (3.2 miles), Caroline H. Fish Memorial Trails (5.4 miles), Chester Creek Trailhead (5.5 miles), Cougar Hill Nature Trails (6.2 miles), Natural Stone Bridge & Caves (6.6 miles), Square Eddy Expeditions (10.1 miles) brRESTAURANTS & BREWERIES: O.P. Frederick’s (1.4 miles), Panther Mountain Inn & Tavern (5.3 miles), The Bullhouse (5.3 miles), Main Street Ice Cream Parlor & Restaurant (5.4 miles), The Hub (8.5 miles), Bolton Landing Brewing Company (18.7 miles)brAIRPORT: Albany International Airport (78.5 miles)brbr-- 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 smoking br- Pet friendly with a $65 fee (+ fees & taxes)br- No events, parties or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs for entry and full property access and may be difficult for guests with limited mobilitybr- NOTE: 4-wheel drive or all-wheel drive is necessary in the winter months to access the property

Bed

Bath

Sleeps

$382.95

/ Nightly

Private Vacation Home

This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!

Chestertown, New York, United States

This is a beautiful house that sits facing Loon Lake! Amazing views from the living room with balcony and also the master bedroom. Has a very large boat dock across the road where you can fish from all day and enjoy dinner from while watching the sunset. See the beautiful fall foliage on Kipp mountain directly from the house! Great place for skiers to stay as Gore mountain is only 15 minutes away. Also fantastic for ice fishing on Loon Lake!

Bed

Bath

Sleeps

$593.68

/ Nightly

Private Vacation Home

Serene Loon Lake Waterfront - Sleeps up to 10

Chestertown, New York, United States

Welcome to our Loon Lake Waterfront home, your perfect family vacation retreat! This beautiful 4-bedroom, 2.5-bathroom vacation rental offers a serene and luxurious escape nestled on the shores of picturesque Loon Lake. Whether you're seeking a summer sanctuary or a winter wonderland, this property provides all the amenities and comforts needed for an unforgettable getaway.brbrStep inside and be greeted by the spacious and modern layout. The large, contemporary kitchen is a chef's dream, fully equipped with state-of-the-art appliances, ample counter space, and modern appliances. It's the ideal setting for preparing delicious meals and enjoying quality family time. Adjacent to the kitchen is a stunning family room, vaulted ceilings open to the second floor, featuring a fireplace that adds warmth and charm to the space. Gather around for game nights, movie marathons, or simply to relax and unwind after a day of adventures.brbrThe sleeping arrangements accommodate 8-10 guests comfortably. The master bedroom with an en-suite bathroom, offering a tranquil retreat at the end of the day. The additional three bedrooms each provide cozy bedding and ample storage, Lake views from 2 of the upstairs bedrooms. The 2 full baths have showers ample sink/counter space and there is a half bath located downstairs.brbrOne of the highlights of our Loon Lake Waterfront home is its expansive outdoor area. The large waterfront space boasts a sandy swimming area, perfect for sunbathing and enjoying the clear waters of Loon Lake. The private dock is ideal for fishing, boating, or simply soaking in the breathtaking views. For the more adventurous, kayaks and paddleboards are available, offering endless opportunities for exploration and fun on the water. Motor boats or pontoon boats can be rented from the marina and tied up at our dock.brbrIn addition to its summer appeal, Loon Lake Waterfront is a fantastic base for winter skiing getaways. Located just a short drive (25 minutes) from Gore Mountain, you can easily access some of the best skiing and snowboarding in the region. After a day on the slopes, return to your cozy retreat, where the fireplace and comfortable living spaces await to warm you up.brbrLoon Lake itself is a centrally located gem, providing a variety of activities and amenities. The full-service marina allows for convenient boat rentals and lake tours, making it easy to explore every corner of this beautiful lake. The nearby hamlet of Chestertown offers all the essentials for a successful vacation, including restaurants, liquor stores, grocery stores, and gas stations. Whether you need to stock up on supplies or enjoy a meal out, everything is just a short drive away.brbrLoon Lake Waterfront is more than just a vacation rental; it's a destination designed for creating lasting family memories. With its prime location, and access to both summer and winter activities, it provides the perfect backdrop for your next getaway. Come experience the beauty and tranquility of Loon Lake, and discover why this property is the ideal choice for your family vacation.brbrPlease Note: Accidental Damage ProtectionbrbrFor a $59 fee per stay, your reservation includes Accidental Damage Protection up to $1,500. This covers life’s little accidents (like a broken glass, stained linen, or a bumped lamp) so you can relax and enjoy your stay without worrying about unexpected repair costs.brbrCoverage applies to unintentional damage only and does not include intentional damage, theft, smoking/pet violations, or excessive cleaning. All damages must be reported during your stay to qualify (full details in the rental agreement).brbrWhy this benefits youbr• The Damage Waiver saves you from large unexpected charges if an accident happens.br• The Security Deposit keeps everyone accountable for house rules and care of the property.br• Together they create a fair and balanced system that protects both guests and hosts.

Bed

Bath

Sleeps

$146.68

/ Nightly

Private Vacation Home

Delightful Family Retreat on large forested property

Chestertown, New York, United States

Atop a hill with sweeping views of a working thoroughbred horse farm, our five-bedroom family home offers a peaceful Adirondack getaway. The house is set several hundred feet back from Friends Lake Road and is surrounded by 160 acres of private family-owned land. This inviting home provides privacy, space, and serenity.brbrThe Spacebr brThis spacious home comfortably sleeps up to 10 guests. It features five large, airy bedrooms with cross-ventilation and two full bathrooms. Three bedrooms have queen beds, one has two twin beds, and one (located on the first floor) has a double bed. The lower bedroom is right next to the bathroom. For added comfort, there are window air conditioners in the living room, one upstairs bedroom, and the downstairs bedroom.br brThe fully equipped kitchen includes a refrigerator, gas oven, microwave, coffee maker, toaster, waffle iron and dishwasher with a multitude of pots and pans for cooking. A separate dining room and a large living room offer plenty of space to gather. Enjoy your morning coffee on the front porch overlooking the mountains and horse pasture, or relax in the backyard with views of a mowed meadow and forest land.br brAmenities & Activitiesbr brThe large backyard is ideal for family fun, complete with a picnic table, barbecue grill, volleyball net, badminton, basketball hoop, croquet, and horseshoes. Inside, you’ll find cable TV and a DVD/VCR player for your downtime.brbrGuests use the Chestertown Swimming Area on Loon Lake which has a lifeguard and picnic tables. It is three miles away with free parking.brbrLocation Highlights:brbr - 3 miles to Chestertown for grocery shoppingbr - 18 miles north of Lake George village and its outlet shoppingbr - 35 miles from Saratoga Springsbr - 1 hour to Lake Placidbr - 80 miles from AlbanybrbrEnjoy easy access to golf courses, tennis courts, mountain hiking, swimming, and cultural attractions. Amusement parks and historical sites are also nearby.br brVery Important Information to Knowbrbr - Guests must bring their own bed linens and towelsbr - No smoking indoorsbr - Professionally cleaned between each staybr - Contactless key pick-up for your safetybr - Minimum 7-night stay, Saturday to Saturday onlybrbrItems Provided for your Stay:br - Toilet paperbr - Paper towelsbr - Fully equipped kitchen with lots of pots and pansbr - Blankets and pillowsbr - Large selection of spices for cookingbr - Coffee maker with metal filterbrbrItems not Provided:br - Bed linens (3 Queen, 2 Twin, 1 Full)br - Bath towelsbr - Hair dryerbr - Toiletries (shampoo, shower gel)br - Coffee

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$536.29

/ Nightly

Private Vacation Home

Beautiful waterfront home with hot tub & firepit - right on the river's edge

Chestertown, New York, United States

Riverside BlissbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEnjoy riverside relaxation at this beautiful home located right on the water's edge and near a plethora of local attractions. Outdoor adventurers will appreciate the proximity to hiking and white water rafting. Sip morning coffee in the Adirondack chairs on the large deck while you enjoy the peaceful sounds of the river. Prepare lunch recipes on the gas grill or enjoy taking a dip in the river. In the evenings roast marshmallows around the firepit or luxuriate in the brand new hot tub.brbrTake in lovely water views from the comfort of the large sofa in the main living room. A spacious kitchen features stainless steel appliances and a breakfast bar, while the dining table is the perfect setting for sharing family-style meals and swapping stories. Grab a favorite read and kick back in the sunroom. Use the futon for extra sleeping space. Additional highlights include a home office equipped with a computer monitor and a printer, as well as free WiFi that you can use for remote or distance learning or for sharing special moments with your loved ones back home.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brStreaming services are available using your own account.brVacasa 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.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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

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$257.76

/ Nightly

Cottage

Classic riverfront cottage w/ beautiful water views, WiFi, & screened porches

Chestertown, New York, United States

Hudson Riverside CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrQuaint and cozy, the Hudson River Cottage is a classic, riverfront cottage with an absolutely breathtaking view of the river. Spend the day enjoying the great outdoors fishing, kayaking, and skiing nearby! When you aren't taking advantage of the year-round activities right at your fingertips, relax at home on the screened-in porch and cook the days catch on the grill with the sound of the flowing current ever present in the background. Inside, you can cozy up with free WiFi in the spacious living area, cook up a warm meal in the full kitchen, or head upstairs to hit the hay after a fun-filled afternoon. Regardless of the time of year you choose to visit, this rustic escape will be just what you need to relax and recharge!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brVacasa 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 2 vehicles.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.

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Sleeps

$395.11

/ Nightly

Private Vacation Home

Sleepy Hollow, Gore Mountain, Pool, AC, Fireplace, close 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!

3

Bed

1

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6

Sleeps

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