Home Vacation Rentals By Owner In Watkins Glen, NY

Showing 80 Of 98 Vacation Rentals
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$375.2

/ Nightly
Private Vacation Home

Fully Renovated rural cottage in the perfect spot!

Watkins Glen, New York, United States

Beautiful, newly remodeled two-bedroom home. Sleeps 6 in the house with each upstairs bedroom featuring Queen beds and a pull-out couch that extends into a memory foam Queen in the living room. If more room is needed, your party may book two 50-amp camper sites with full hookups for $80/night per site (inquire at time of booking). These are just sites for you to bring your RV's. Spacious, private yard with plenty of room for outdoor fun and games. Large covered front porch and rear stamped concrete patio with provided propane grill and plenty of outdoor seating. Located on the historic Vintage Grand Prix Road Course two miles from downtown and walking distance to the Watkins Glen State Park/Gorge entrance. Washing machine and dryer are located in a separate upstairs closet for your convenience. Minutes from Watkins Glen International race track, the Seneca Lake winery/brewery trail, Seneca Lake pier, quaint downtown Watkins Glen, and the Corning Museum of Glass. Perfect for car enthusiasts who would benefit from a U-shaped driveway for plenty of room to maneuver and park your car haulers/trailers. Listen for the train whistle echoing through the gorge cliffs as the locomotive approaches Station road on the historic Norfolk Southern tracks. Relax and enjoy nights under the stars at the provided firepit in the quiet, peaceful back yard.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(57)

$710.38

/ Nightly
Private Vacation Home

144 S. Monroe St., Watkins Glen

Watkins Glen, New York, United States

Summary:brbrBeautiful 5 bedroom, 4 full-bath, one half bath home in downtown Watkins Glen.  Sleeps 10 people in 5 queen beds made up with fresh linens for your arrival.  The four full baths are stocked with towels and washcloths, with a convenient half bath located on the main floor.  Open-concept kitchen/living/dining area with comfortable, modern furnishings and full-sized dining table. Spacious deck with picnic table and seating overlooking the downtown. Enjoy a game of ping pong in our new game room! Convenient to all things downtown Watkins Glen. brbrbrbr****PLEASE READ*** brbrThere are only 5 accessible bedrooms with 5 queen beds! The reviews may say otherwise as the house originally was built to sleep more, unfortunately due to Vacation Rental Law changes in the village of Watkins Glen, no vacation rental is allowed more than 5 bedrooms and 5 beds.brbrbrbrGuest Access:brbrThe property is at your disposal during your staybrbrbrbrThe Neighborhood:brbrWatkins Glen has a little bit of everything: A beautiful state park, scenic lakes, wineries, a lovely downtown for shopping and dining, parks with playgrounds and swimming.brbrbrbrGetting Around:brbrThis property is located one block up the hill from Watkins Glen's main thoroughfare, Franklin Street. You may choose to walk or drive to nearby attractions like Seneca Lake, Watkins Glen State Park, Franklin Street, Watkins Glen International Speedway, and much more. If you choose not to bring a vehicle and wish to visit destinations beyond walking distance, transportation is available within Watkins Glen State Park for a nominal fee, and arrangements can be made for transportation for wine tours and other events by visiting the Watkins Glen Chamber of Commerce website
Bed 5

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Bath 4

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Sleep 10

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Exceptional(31)

$457.04

/ Nightly
Private Vacation Home

Watkins Glen Lakeview Cottage w/ Waterfall!

Watkins Glen, New York, United States

Discover the unique beauty of the Finger Lakes region when you book a stay at this 3-bedroom, 2-bathroom vacation rental house! Spend your mornings sipping coffee on the expansive deck with panoramic Seneca Lake views or kick back in the hammock overlooking a private waterfall at this hideaway. When you're fueled up for the day, head out to places like Watkins Glen State Park or Shequaga Falls Park. After, look forward to playing board games and enjoying family time in the cozy living spaces.brbr-- THE PROPERTY --brbrSeneca Lake Views | Free WiFi (200 Mbps) | Expansive DeckbrbrLet Upstate New York be the destination for your next getaway with your closest friends or family members when you book this charming lakeview cottage, complete with ample comfort and unparalleled scenery.brbrBedroom 1: King Bed | Bedroom 2: Queen Bed, Twin Bed | Bedroom 3: Queen BedbrbrOUTDOOR LIVING: Adirondack chairs, dining area, hammock, gas grill, waterfall viewsbrINDOOR LIVING: 2 flat-screen TVs w/ cable, dining table, electric fireplace, board gamesbrKITCHEN: Fully equipped w/ stainless steel appliances, breakfast bar, microwave, drip & Keurig coffee makers, tea kettle, toaster oven, spices, dishware/flatwarebrGENERAL: Central heating & air conditioning, washer & dryer, linens, towels, complimentary toiletries, hair dryer, keyless entrybrFAQ: 4WD required in winter, may not be suitable for children due to low windows & steep hill, step-free entry, 1st-floor bedroom & bathroombrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrEXPLORE NATURE: Watkins Glen Gorge Trail (1.8 miles), Watkins Glen State Park (2.3 miles), Rainbow Falls (3.2 miles), Shequaga Falls Park (4.2 miles), Montour Falls (4.4 miles), Havana Glen Park (5.4 miles), Taughannock Falls State Park (20.8 miles)brWINERIES: Seneca Harbor Wine Center (1.2 miles), Castel Grisch Winery (2.9 miles), Lakewood Vineyards (3.8 miles), Barnstormer Winery (4.3 miles), Barry Family Cellars (4.8 miles), Magnus Ridge Winery (6.4 miles), Glenora Wine Cellars (9.0 miles)brHOT SPOTS: Sail True Love (1.4 miles), Watkins Glen International - NASCAR Track (6.1 miles), Finger Lakes Distilling (7.7 miles), Farm Sanctuary (11.1 miles), Corning Museum of Glass (22.3 miles)brAIRPORT: Elmira Corning Regional Airport (18.0 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 smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property may not be suitable for children due to the low windows & steep hill on-sitebr- NOTE: The main driveway is very steep and curved in nature. It transitions from paved on the lower half, to gravel on the upper half. Slow driving and care should be used to navigate the driveway. Low-riding vehicles may not be suitable. Drivers should use extreme caution over the driveway transition. 4WD is required in the winter months
Bed 3

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Bath 2

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Sleep 7

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Exceptional(7)

$508.05

/ Nightly
Private Vacation Home

Luxury on Seneca Wine Trail, 3 King Beds with Awesome Country View

Watkins Glen, New York, United States

Welcome to Wineview Acres! This 24 acre former Christmas tree farm is complete with a new 2000 sq. ft 3 bedroom home with amazing views and private waterfalls. Located at the start of the Seneca Wine Trail and just a short drive to the village of Watkins Glen, we are in the perfect location to enjoy the best of what the Finger Lakes can offer. If you prefer wine tasting, hiking, fishing, or a day at the race track you will be perfectly positioned to enjoy it all.brThe spacebrNew construction in the heart of the Finger Lakes. Our 24 acre property is at the beginning of the Seneca Lake Wine Trail and it boasts a beautiful valley view. We are located just 3 miles outside of Watkins Glen and the Watkins Glen State Park.brOur home defines comfort and relaxation. Each bedroom is quite sizeable and private and each room has a new KING SIZE mattress and fresh new linens. Much thought and time went into creating a soothing and peaceful ambiance to each bedroom. MBR has a TV on the wall behind the door, large walk in closet and master bathroom. Two very large king bedrooms upstairs share a large Jack & Jill bathroom. Each bedroom has an individual portable air conditioning unit and there is a fourth air conditioning unit in the kitchen/living room space as well. The living room is filled with large overstuffed furniture, including a new oversized leather electric recliner and new 55 inch smart TV.brThe kitchen is well equipped with all of your cooking/baking needs including the kitchen basics (sugar/flour/spices/baking soda/condiments/cooking spray). We have a coffee station, air fryer, high end blender, mini waffle maker, electric mixer, crock pot and wooden salad bowl and strainer.brPlenty of seating is available in the kitchen with 4 stools at the island, a table that seats 4 and there is a beautiful bench in the kitchen to place at the table to be able to seat 6.brOur covered deck is a lovely place to watch the sunrise and enjoy the valley view. Often there is a wonderful breeze. We have a tree swing, corn hole game and large Jenga game for outside enjoyment.brGuest accessbrGuests will have access to the entire home (1st and 2nd floors) excluding the basement and detached garage which remain locked at all times. Guests will receive an access code to the front door lock prior to check-in date.brOther things to notebrPlease review guest rules prior to booking.
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Bath 2

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Sleep 6

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$588.0

/ Nightly
Private Vacation Home

Walk straight into the Park, Blue Hobbit, 7 acres, Pond,Hiking Trails

Watkins Glen, New York, United States

The Blue Hobbit is a real state park experience. Camping on seven acres of private land with a real house to live in. newly remodeled very unique berm house with picture windows looking out into your own green yard. A 2 minute walk and you are in the private side of Watkins Glen State Park without crossing any roads. A 5 minute walk and you are at a very private area of the park with a large lake, waterfalls, grills, and dogs allowed. This is the best State Park Experience on VRBObrbrYour PropertybrbrBlue Hobbit Berm House Step into a newly remodeled 2025 berm house, tucked into the earth for a cozy, hobbit-inspired retreat. This 0-bedroom studio sleeps 6 with two 14-inch queen mattresses, a queen leather pull-out sofa, and three couches. Enjoy a rustic-modern interior with large picture windows overlooking a lush yard, a slate-tile bathroom with tub/shower, a full kitchen with Samsung Bespoke white glass appliances, three TVs, and a dining table for a seamless stay, utilities included.brbrCustomer Concerns:brWe like to add past concerns here to help future guests. brDriveway: Driveways is right off Route 329 and very long. If arriving at night it can be very dark. There is a light at the bottom by the parking area. brParking: Winter notice. We recommend parking at the top of the driveway and hiking down to the home. We do not plow after it snows and you will have to shovel your self out if you park at the bottom of the driveway. brEntrance: Enter the home by walking on the grass along the side of the garage until you see a door on the right that looks like it enters into the hill.brHome: The home is located under the berm (underground). If you are not familiar with this style home it can be a little confusing at first but it is also very unique. brSecond Floor: You will see the second floor sticking out of the ground. This is strictly an attic and not available to guest. The actual home is located under the berm. There is no heating or cooling unit in the home. we provide a small space heater only. The only access into the home is located from 2 doors. The back door where you will first enter. And the front door with the large picture windows that looks out into the large property.brbrPrivate 7-Acre Haven Your 7-acre property, accessed via a 100-ft country driveway, offers pure privacy. Wander an old orchard, relax by a koi pond, or hike trails through dense forest, connecting directly to Watkins Glen State Park’s iconic gorge trails—the only VRBO with access to this top U.S. state park.brbrYear-Round Comfort The berm house’s natural geothermal system keeps you comfortable using the earth’s thermal mass. Open the back door and picture windows for a summer breeze, or use the desktop heater for cozy winter nights, perfect for off-season getaways.brbrFire Pits & S’mores Gather around the large stone fire pit outside the front door, its glow illuminating the blue-roofed hobbit house. Additional fire pits at tent sites add magic. Enjoy s’mores under the stars or on winter evenings for unforgettable memories.brbrPet-Friendly Paradise Pets love roaming the unfenced 7 acres, surrounded by dense forest for privacy. With open and wooded areas, it’s a paradise for play, paired with a clean, modern interior for all guests.brbrSeneca Lake & Beyond Just 2 miles from downtown Watkins Glen’s charming shops and dining, your retreat is near Seneca Lake’s boating, fishing, and cruises. Explore 60+ wineries 3 miles away or visit Watkins Glen International, 2 miles away, for NASCAR excitement.brbrWinter Adventures Hike or cross-country ski on private 7-acre trails or Watkins Glen State Park’s quiet, crowd-free paths. Cozy up by the fire pit or enjoy winter winery tours on Seneca Lake for a magical off-season escape. brbrImportant: Please read the entire listing before booking to ensure our offerings align with your expectations.brbrGuest AccessbrbrFull Home Enjoy exclusive access to the Blue Hobbit berm house, a newly remodeled 2025 retreat with a cozy, rustic-modern interior, vaulted ceilings, and large picture windows overlooking a lush yard.brbrPrivate 7 Acres Explore 7 private acres of scenic land with wooded trails and open green spaces for relaxation or play, surrounded by dense forest for privacy.brbrExclusive Gorge Access Step directly from your backyard onto Watkins Glen State Park’s iconic gorge trails—the only VRBO with this access—for hiking or winter cross-country skiing.brbrOutdoor Relaxation Unwind at the large stone fire pit or two additional tent-site fire pits, perfect for s’mores and cozy winter evenings. Enjoy multiple seating areas for stargazing or snow viewing.brbrPet-Friendly Stay Pets roam free on the unfenced 7 acres, a paradise for play. Ensure they’re well-behaved and clean up after them to keep the space welcoming.brbrOn-Site Parking Park up to 4 vehicles, including RVs, on the 100-ft country driveway for easy access.brbrParking: Winter notice. We recommend parking at the top of the driveway and hiking down to the home. We do not plow after it snows and you will have to shovel your self out if you park at the bottom of the driveway.brbrInteraction with GuestsbrWe want you to enjoy a peaceful stay, but we’re always here if you need us!brbr24/7 Availability – Feel free to text anytime with questions, concerns, or local recommendations.brEmergency Support – For urgent matters, call us directly, and we’ll assist as quickly as possible.brMinimal On-Site Presence – Our team may stop by for routine maintenance or landscaping, but we’ll always respect your privacy.brbrWe’re happy to provide tips on the best local hikes, wineries, and hidden gems around Watkins Glen—just ask!brbrCommunication & Support We’re available 24/7 via text for questions or concerns to ensure your stay is perfect. Call immediately for emergencies.brbrHouse RulesbrbrGeneral Rules Check-in: 4:00 PM; Check-out: 12:00 PM. Early check-in/late check-out may be available—ask on arrival. Max guests: 8, 4 pets. Read the full description to ensure the home fits your expectations. Contact us if anything’s not perfect, and we’ll make it right.brbrGuest PolicybrAll guests and pets must be registered on VRBO at booking; no additional daytime or overnight guests beyond the specified guest count are permitted on the park property at any time. This policy while strict helps us maintain the peaceful atmosphere.brbrParkingbrPark up to 4 vehicles, including RVs, on the 100-ft country driveway.brbrSmoking Policy Smoking allowed outdoors only; ashtrays provided. No smoking inside; $400 cleaning fee for violations.brbrFire Pits & Grilling Use the main stone fire pit outside the front door or two tent-site fire pits. Never leave fires unattended; fully extinguish before leaving. Grilling welcome for rustic outdoor cooking.brbrCheckout Process Double-bag garbage and tie tightly to deter animals; place in outside bins (extra bags provided). No laundry or deep cleaning required—our team handles it.brbrPet Rules Pets welcome at no extra charge but must stay off beds and furniture. Clean up waste and excessive shedding before checkout. Share photos of your pets enjoying the stay!brbrRespect the Land Stay on marked private trails to Watkins Glen State Park. Leave no trace—respect plants and wildlife. Do not collect or burn property firewood; purchase nearby.brbrInteraction with GuestsbrbrCommunication & Support We’re available 24/7 via text for questions or concerns to ensure your stay is perfect. Call immediately for emergencies.brbrOther Details to NotebrbrOnsite Maintenance Our maintenance and landscaping teams may visit discreetly to keep the 7-acre property pristine, ensuring your private escape remains beautiful.
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Sleep 6

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Exceptional(40)

$680.18

/ Nightly
Private Vacation Home

140 S. Monroe St., Watkins Glen

Watkins Glen, New York, United States

Summary:brbrBeautiful 5 bedroom, 3 full bath, and 2 half bath home in downtown Watkins Glen.  Sleeps 10 in 5 queen beds made up with fresh linens for your arrival.  The three full bathrooms are stocked with towels and washcloths, with 2 convenient half baths located on the main floor.  Enjoy a game of ping pong in our new game room! Open-concept kitchen/dining/living area with stocked tableware and kitchen basics.  Two spacious decks with picnic tables and seating overlooking the downtown.  Convenient to everything downtown Watkins Glen.brbrbrbr****PLEASE READ*** brbrThere are only 5 accessible bedrooms with 5 queen beds! The reviews may say otherwise as the house originally was built to sleep more, unfortunately due to Vacation Rental Law changes in the village of Watkins Glen, no vacation rental is allowed more than 10 people and 5 beds.brbrbrbrGuest Access:brbrThe property is at your disposal during your staybrbrbrbrThe Neighborhood:brbrWatkins Glen has a little bit of everything: A beautiful state park, scenic lakes, wineries, a lovely downtown for shopping and dining, parks with playgrounds and swimming.brbrbrbrGetting Around:brbrThis property is located one block up the hill from Watkins Glen's main thoroughfare, Franklin Street. You may choose to walk or drive to nearby attractions like Seneca Lake, Watkins Glen State Park, Franklin Street, Watkins Glen International Speedway and much more. If you choose not to bring a vehicle and wish to visit destinations beyond walking distance, transportation is available within Watkins Glen State Park for a nominal fee, and arrangements can be made for transportation for wine tours and other events by visiting the Watkins Glen Chamber of Commerce website.
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Bath 3

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Sleep 10

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