Home Vacation Home Rentals By Owner In Penn Yan, NY

Showing 20 Of 132 Vacation Rentals
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Exceptional(11)

$847.43

/ Nightly
Private Vacation Home

On Cloud Wine: 5 bedroom lake home on Keuka Lake's east side

Penn Yan, New York, United States

On Cloud Wine is a wonderful 5 bedroom lake home, on Keuka Lake's East Lake Road neighborhood. This home is conveniently located just minutes from Penn Yan and close to multiple wineries. On Cloud Wine has fantastic private lakefront with a permanent dock, lakeside cabana, and a sun deck for lounging during the summer months.brbr *Private lakefrontbr *Permanent private dockbr *Waterfront cabana with restroombr *Kayaks (seasonally)br *Gas fireplacebr brWalking in to the home from the lower level, you'll enter the large open Family room area with the big screen tv, leather chairs and couches, and a table for playing a game of cards. This level also has a Full bath with tub/shower and a Bedroom with a Queen bed and Twin trundle.....the perfect hang for teens or kids.br brThe upper level is cozy with an open concept area that includes the Kitchen, Dining Room, and Living Room. The Kitchen has beautiful custom oak cabinets and a huge island (with small bar sink) with bar stools. The Dining area is in the center of this common space and has seating for 8. brThe Living Room is located toward the front of the house with large windows and double patio doors that bring in the views of the lake. The patio doors can both be opened to create an indoor/outdoor feel, connecting the outdoor balcony area to the inside spaces. The Living Room has a large sectional sofa and a beautiful gas fireplace. br brEach of the 4 Main Floor Bedrooms is located just off of the Main Living area. Three of these bedrooms have Queen size beds and the Primary Bedroom has a large King bed along with windows overlooking the lake and a connected Primary Bath with a tub/shower. There is another full bath also located on this floor with a tub/shower.brBehind the Kitchen is a small mudroom/3 season room that also allows entry to the home from the back driveway.br brAcross the street from the home, you'll find additional parking and the stairs to the lake. The lakefront areas were built in tiers and there is a large sun deck located between the parking area and the lakefront. From the sun deck, there is another short flight of stairs to the patio by the cabana and the lakefront. The cabana has a fridge and a small restroom, a great place to keep essentials if you're spending a whole day down on the lakefront(available seasonally). The patio has a small pavilion area with seating, along with a gas firepit. Just to the other side of the patio is the pebble beach for easy access of the lake...the perfect area for small children to wade in the water, put a kayak in, or for swimming. There is a large permanent dock and dock cleats for tying up a boat (the hoist is not available for guest use).br brWhether you have a group of 6, or a large group of 10, you'll find On Cloud Wine to be a comfortable and pleasant stay on Keuka Lake!br br*Air conditioning is provided with central air.br*A limited amount of paper towel, toilet paper, soaps, is provided for each guest. br br**We ask that the primary renter be 25 years of age or older. By booking you agree with this policy and comply with this request br**Guest must comply with maximum occupancy AT ALL TIMES. NO EXCEPTIONS. No more than 10 people are allowed on the premises at any time.br**No pets or animals allowed br**No parties allowed br**Smoking prohibited br**Parking for 5 vehicles only!br br**Lake conditions are not guaranteed and are non refundablebr br**Guests are asked to initial a rental waiver, sent via email, immediately after bookingbr​​​​​​​br**DOCKS: A dock is provided, you are solely responsible for ensuring docks, boatlifts, and/or mooring facilities are adequate. brGuest assumes liability for use of the dock and assumes responsibility and liability for damages done to the dock during their stay, whether the damage is done by their watercraft or the guest themselves.br**Seasonal amenities: kayaks and some outdoor furniture are available seasonally and are often available for use from mid-May to October
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(78)

$896.33

/ Nightly
Private Vacation Home

Large 9 BR Family Retreat in this quiet Cove (11 Bedrooms with extra cottage)

Penn Yan, New York, United States

We have newly renovated our property on beautiful Keuka Lake! This unique property features renovated 6 Bedroom house and new 3 Bedroom house overlooking Keuka Lake. Our unique property can be enjoyed with a large family/families or individually depending on your vacation needs and desires. brbrHouse #1: Old Glory overlooks the lake and includes waterfront access. This large house has recently been renovated but still includes its old comfortable charm. brThis house has an enclosed porch area on side of house with ample yard/grass area for the kids to play and run around. House was renovated in 2017 with a new open porch overlooking the lake with 2 table top counters on the deck railing. This home has 6 bedrooms, 1 located on the main floor and 5 bedrooms up stairs overlooking the lake. There are 2 full baths, kitchen, large living space & mudroom with washer and dryer. Renovations include all new flooring throughout. There is ample parking for all. Share your family vacation at your own family retreat on sprawling 1.8 acre property. 2 large docks with raft offer plenty of water fun. 2 kayaks, paddle board and canoe offer fun filled days. Very close to many vineyards, distilleries and micro Breweries. Enjoy a day in the sun, a beautiful sunsets and a nice warm camp fire at night making smores and roasting marsh mellows. brbrHouse #2: Lake view was just completed in spring of 2020 and is ready to rent with all new furniture and amenities. Washer and dryer are included.brThe new house will sleep 6 and include 2 bath rooms. New wrap around deck and stairs to the lake will explain why we named it Lake view.brbrOur optional 2 Bedroom waterfront Cottage (cost extra to rent) called 'Sunset' is located literally within feet of the water. This cottage is newly renovated, featuring all glass enclosed porch overlooking the water. The porch opens up to open living space, dining & kitchen with all new appliances, cabinetry and beautiful quartz counter tops! Living space has a Flat Screen TV with pull out queen sofa. There are 2 bedrooms and a sleeper/sofa to accommodate up to 6 people comfortably. The full size bathroom with tub was renovated in 2025. Bedrooms were enlarged in 2025 with new central air and heat.br
Bed 11

Bed

Bath 4

Bath

Sleep 18

Sleeps

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$702.2

/ Nightly
Private Vacation Home

Vacation Rental Property on Keuka Lake

Penn Yan, New York, United States

In warm weather we can accommodate up to 14 people. Very cold weather - 10 people. 3 night minimum stay. br Summer rentals - June, July & August - are strictly WEEKLY from Saturday to Saturday. br If you are interested in staying at our property, please send a brief description of your group to John Marshall, the owner. We do not accommodate groups of people in their 20s, thank you. br There are 3 levels in this newly renovated Keuka Lake property accommodating up to 14 people in warm weather.br The main entrance is right off the upper parking area (3-4 vehicles) which is just 15 feet from the main road. This provides easy access for unloading - 2 short steps up into the upper level apartment. There is an interior staircase down to the lower apartment as well as an outdoor stairway from deck to lower parking area accommodating up to three vehicles - providing easy access to lower apartment.br The top level in the main house is air conditioned and has three private bedrooms with a queen bed in the master bedroom and (2 new cozy mattresses) on full beds in the other two newly renovated bedrooms featuring very large 4.5 foot wide side by side windows (with inset top down/bottom up honeycomb style shades-not blackout) for fantastic views right from the beds! We have a new extra large cozy couch and chairs in the great room.br Watch the sun rise across the lake from the large screened in porch which leads out to deck with with a large Weber gas grill and umbrella table that seats up to six. The main living/dining room is very large and can easily accommodate your entire group. Full bathrooms – new updated in August, 2022 tub & shower, sink on upper level, sink and new updated shower in lower level and half bathroom (no tub or shower) on the beach. br The kitchen on the top floor is fully stocked with a wide variety of cooking and serving dishes, wine glasses, crock pot, microwave, toaster, drip & Keurig coffee makers with filters supplied, a paper towel roll for starters and new, very quiet dishwasher that can do 14 place settings, One of the double sink faucets is filtered through a very high-quality filter. Main water supply is Penn Yan city water – very clean, chlorinated, etc. The kitchen on the lower floor is also fully stocked and has coffee maker. Baby gates are in place to swing closed and hook where needed. br The lower level is naturally cool and also air conditioned and has one private bedroom with a full bed. Two twin beds in the living room area also serve as couches (the kids often claim this area). Both upper and lower apartments have wifi, working fireplaces (winter only) with limited amount of firewood supplied, bathrooms with showers and new tub/shower upstairs complete kitchens, screened in porches, dining areas, and shared laundry facilities. br Around the house, many mural size and smaller photos from late 1800’s to the early 1900s lend a wonderful feeling of Keuka Lake history. Gorgeous shots of the lake also decorate the rooms.br In warm weather, the 3rd apartment, 45 steps down to the beach, is the “beachhouse” which is right down on the lawn of the very large beach, and has a private bedroom with a queen size bed and a queen size sofa bed in the outer area - also a bathroom, hot and cold running water, hotplate, microwave, coffee maker, glasses, some dishes, a new full size refrigerator in the small kitchen area and a screened in porch. The beach house is heated by two small space heaters – good for temperatures as cool as the low to mid 40s.brThe beach is very large with 80 feet of shoreline and a lawn - plenty large enough for bocce or badminton (easy-erect net provided), playing catch, etc. A good sized stone campfire circle (enough firewood supplied for 3/4 campfires) is nestled near the shore and a portable Weber gas grill, picnic table, dock, comfy beach furniture, noodles for floating and a 2 person canoe with life vests & beach towels are all provided. Our dock is recently new and very sturdy. It extends out from shore 40 feet to accommodate boats - has bumpers, cleats that fold down for safety on both sides and 4 solar dock lights (photo of lawn shows previous shorter, more narrow dock). You can walk 100 yards down the lake road to East Bluff Harbor Marina and rent a boat for the day or longer. We suggest that you book your boat rentals far in advance. The Marina can also launch boats and keep your trailer for you. If you rent a boat from the marina they let you dock it at our place while you have it.br The property is on the eastern branch of Keuka Lake. Normally especially quiet on weekdays and most weekends, the beach is its own little peninsula lined with a creek on the south side, providing much privacy. br The entire place is available weekly in the peak summer season. It is available off peak season for weekends or specific date arrangements year-round. Go to Rates and Availability at the top to see seasonal dates and calendar showing which dates are already booked. br Ideal for weekend getaways, family reunions, retreats, graduations (2.4 miles from Keuka College). Families with children are most welcome. No pets, guests beyond 14 person limit, or wild parties are allowed. Renters must average in their 30s or older (not including children) to qualify. br Weekly guests are greeted for weekly rentals and shown around by owner or close friend. The owner always available by phone or text to answer questions. See our reviews!br This place is a piece of heaven.
Bed 5

Bed

Bath 2

Bath

Sleep 14

Sleeps

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$317.33

/ Nightly
Private Vacation Home

Close to wineries, room for family, lakeview, gourmet kitchen, yard, easy in/out

Penn Yan, New York, United States

We created this getaway almost 9 years ago for people who just need to escape for a few days....You can't beat the quiet, charm, and simplicity of the farmhouse for a home away from home (not to mention the kitchen). Super clean from top to bottom and spotless are two ways our guests have described our farmhouse. We take pride in the cleanliness and the charm, because we manage the home ourselves (our only vacation home). We have owned this home in the Finger Lakes since 2017.... And we have not changed the daily rate!brbrOur kitchen is the perfect spot for your favorite recipes. We have had caterers settle into our kitchen comfortably for special occasions. The gas stove and large granite island provide a great focal point for get-togethers and there is also a gas grill on the deck. The kitchen is very large and practical and has just about anything you will need for a summer grilling experience or a cooler weather project on the grill or in the crock pot. You can comfortably fit 20 people in the kitchen for dinner as well as multiple cooks.... Plus there's more room on the deck! We've been thrilled to hear that the kitchen was the location of dance parties, prayer sessions, late night games, craft weekends, Thanksgiving dinners with all the fixings, and cozy morning coffee while viewing the lake. brbrThe view of Keuka Lake naturally draws you to the kitchen and deck, although there is a lake view from several other rooms in the house. In the summer you can faintly hear boats on the lake, in the fall the colors are phenomenal, in the spring you can watch the green change its hue, and when there is winter snow our grandkids can go sledding right in the yard. Nights around the campfire or at the gas-lit fire table on the deck bring memories and shooting stars. You don't need to drive anywhere to hike, sled, or cross-country ski - you just walk out the door. And families love our huge yard! brbrWe have really enjoyed being VRBO owners and have listened carefully to feedback from our guests. We stay at the farmhouse frequently when it is not rented, so we know the personality of the house and what it feels like to stay there. brbrOur county was awarded a grant in 2024 so that we now have very reliable Internet and TV services! We have also invested time, love, and energy in little improvements here and there over the years, such as refinishing our kitchen table, shoring up squeaky stairs, and installing a new washer and dryer. In the fall of 2023 we invested in well work and a new water filtration system to improve both the quality of our water and the volume of output. In 2025 we installed a new hot water heater to further improve water service.brbrOther improvements throughout the years include a complete tear-off of the roof with the addition of a private master suite in the former attic. (We don't rent the master suite, so pictures are not included on VRBO. ) We have installed a stereo system with a vinyl collection. We love the 2020 addition of the chapel, where our daughter married the love of her life in the middle of the pandemic. brbrThe house is a favorite location for couples enjoying the Finger Lakes, foodies who love the kitchen, and families celebrating big or small events. We have hosted lots of girls' weekends. We have been a reprieve for families whose sons and daughters are getting married nearby. There is lots of room for cornhole, badminton, and other lawn games, and we provide the equipment. Families with small children have commented on how much fun their kids had playing outside.brbrWhen our family stays at the Farmhouse every summer, we are busy every single day. We are out on the lake in a boat, renting paddle boards from Shoreline Rentals, swimming at Keuka Lake State Park, hiking the Outlet Trail, boating to our lunch destination, visiting Steuben Brewery and Laurentide, cooking awesome meals in our awesome kitchen, roasting S'Mores at the campfire, visiting all our favorite playgrounds with the grandkids, and just chilling out. We also enjoy the house in the other three seasons, especially once the fall approaches and we get the open fireplace going in the living room. Marianne and Ryan learned to snowboard on our hill! Matt learned to cook in the kitchen and recently completed a ten-mile running loop from the house! Danielle and Dana learned to waterski on Keuka Lake during our summer week! And now our grandkids are old enough to start tubing! We also celebrate Christmas and New Year's together as a family at the Farmhouse, and we decorate together a live fir tree. Even if it is just a quiet weekend at Keuka, we find that the views and the meadows just bring you back to nature and tranquility.brbrAs a family we also use the Farmhouse as a reprieve and an inspiration, away from our busy lives.... Marianne studied for the MCAT here in March of 2019 and Monica finished the last touches of her dissertation in the fall of 2017. The house provided inspiration and focus! Marianne and Ryan got engaged at our camp just up the road and then we had a champagne toast in the farmhouse kitchen... It's that vibe! (Then they got married at the Farmhouse, too... Check out the photo of the chapel!) We also have watched many football games on the big-screen TV in the living room, and we host an annual neighborhood get-together in our cave garage across the street from the house. We are here to stay..... And we hope you join us in celebrating family, the outdoors, and traditions!brbrDistance to the beach: 5 miles (Keuka State Park - swimming, nice beach, camping)brDistance to Crispin Hill: 9 milesbrDistance to a theme park: 30 miles (Roseland Water Park in Canandaigua)brDistance to winter skiing: 45 minutes (Bristol)brDistance to our favorite brewery: 9 miles (Laurentide, although we also enjoy Steuben)brDistance to a close winery: 7 miles (Hunt Country)brDistance to a great hiking/biking trail: 9 miles (Keuka Outlet Trail)brDistance to Keuka College: 6 milesbrDistance to Watkins Glen: 45 minutes (races, hiking, golfing, and more)brDistance to marina: 6 miles (Basin Park, you can rent a boat there or moor a jet ski)brbrSettle in... It is a contact-free, easy check in process....You are home! There is plenty of parking available on our dead-end street and in the driveway, with just a few steps to the door! We make packing for your stay easier, because that's what we would want. We will leave plenty of paper products, spices, condiments, vinegars/oils and coffee so that you don't waste time and space with the small details. Some guests have mentioned that they actually saved money because they stayed home to cook! Ask if we have it before you pack it!brbrEach bedroom has its own genre and thematic colors, even down to the towels! The bedrooms are very spacious, and the beds are super cozy. We have painted each room with calming tones and we keep decorations and visual clutter at a minimum to stick with the farmhouse theme and help family and guests clear their minds. brbrThe living room has plenty of seating and is a great place to play Yahtzee, Backgammon, or many other board games we have left for you. The open-hearth fireplace in the cooler months is so relaxing, and yes - we leave the firewood. We hesitated to put in a big flat-screened TV (who needs that in the country ), but we are finding that it's a great way to enjoy together a movie or catch up on the latest episodes of your series. You can also log into your favorite music station and broadcast your tunes through the house. We leave for you both kids' DVDs and grown-up movies.brbrWe can send you a link to our custom-built website which offers many local recommendations and FAQs. We also provide brochures and informative suggestions so that you will make the best of your stay. We know you will find that Keuka Lake is just a slice of heaven. Maybe the farmhouse is the back-to-basics you've been looking for.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(90)

$721.09

/ Nightly
Private Vacation Home

Amish Guest Farmhouse on Seneca Lake Wine Trail, Boasts Gorgeous Lake View

Penn Yan, New York, United States

Located on Route 14, Penn Yan, New York, 14527, on the west side of Seneca Lake, the deepest of the Finger Lakes in Upstate New York.brbrConveniently located about 12 minutes from both Geneva & Penn Yan on the Seneca Lake wine trail. This property is surrounded by 85 Acres of Beautiful Farmland.brbrIn 2012, the property was purchased by a local horse-and-buggy Mennonite family. The Weaver family and their seven children are working each day to turn this farm and home into a nostalgic haven of rest for the world-weary travelers and for those who long for a more simple life.brbrWhile there is WiFi connection in the home, the Weaver family encourages visitors to hike, bike, and enjoy nature. There are herds of deer, friendly small animals, as well as many kinds of birds, and maybe a rare glimpse of a coyote.brbrWith prior permission, visitors may enjoy most of the privacy of the farm's 85 acres, including a creek and gorge.brbrThe farm boasts a spacious front yard that borders Route 14, and the only remaining working railroad in the region. Trains pass slowly once a day, creating a nostalgic twist to days gone by.brbrEnjoy a show of the morning sunrise or an afternoon picnic, complete with gorgeous lake views, from the spacious side porch. brbrThis home offers a spacious 3,500 square feet, and can easily accommodate approximately 20 people. Enjoy gathering with friends and family in the beautiful wood-finished great room around the cozy fireplace.brbrThe updated kitchen offers enough space to cook a feast, a new six-burner cook-top, double wall oven, stainless steel dishwasher, garbage disposal, large walk-in pantry, microwave, granite countertops and a large stainless steel fridge & freezer.brbrThe Weaver family has been involved in greeting visitors for the past 18 years with the handmade quilts they've designed and sold all over the world. The family currently runs a country store out of the barn located on the property that features their charming homemade Amish quilts, homemade jams & jellies and homegrown vegetables when they're in season. To ensure the comfort and privacy of our guests, vacation rental parking is separate from the rest of the farm.brbrThe home is decorated with local hand-stitched quilts, giving it a cozy old-fashioned feel. brbrGive us a call to book your dream vacation in the beautiful Finger Lakes!brbrThis farm house is also available and perfect for weddings, reunions, church group retreats, quilting & sewing retreats, picnics and so much more!
Bed 8

Bed

Bath 3

Bath

Sleep 18

Sleeps

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$695.75

/ Nightly
Private Vacation Home

Lakefront gem with game room and dock - the house that almost floated away

Penn Yan, New York, United States

Keuka VistabrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEnjoy spectacular views across the rippling waters from this lakefront dream home located less than two miles from historic, downtown Penn Yan! Whether you're visiting to play on the water or check out the local wineries, this three-story, four-bedroom getaway is a terrific option for creating everlasting family memories. Step through the front door and make your way to the rear of the home where you'll find a well-equipped, full kitchen with a breakfast bar, a large dining table for mealtimes or rainy day games, and a serene living area that looks out over Keuka Lake.brbrDownstairs, enjoy the amazing, open family room/game room complete with a kitchenette, comfortable seating area, foosball table, electronic dart board, stand-up arcade game, gas fireplace, and a TV for streaming your favorite channels.brbrOutside, grill up a few family favorites on the furnished deck or walk down to the water where you can set off in one of the provided kayaks, cast a line from the dock, or meet up around the firepit as the stars come out. There's something for everyone at this family-friendly escape!brbrTHINGS TO KNOWbrTwo queen sofa beds included.brEnjoy smart TVs in every room.brStreaming TV services require guest accounts to access.brTwo kayaks available to guests.brFull kitchen plus a lower-level kitchenette with a full-size fridge, wine cooler, microwave, and dishwasher.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.brbrDock details: Small dock to walk out on during summer seasonbrbrPlease 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 2

Bath

Sleep 16

Sleeps

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Exceptional(3)

$756.0

/ Nightly
Private Vacation Home

Lair at the Lake House Right on Keuka Lake

Penn Yan, New York, United States

This is an ideal air-conditioned 4-bedroom house has a view of the lake from almost every window, a wraparound deck where people can look at the lake while they eat and relax, and be within 20 paces of the lake from the door of the cottage with a large enough frontage to be able to play games right by the lake. The house has an open living concept on the main floor with large windows that overlook the lake, where you can walk straight out on the wraparound deck. The main floor has a full kitchen with all types of appliances and accessories. The main floor has 3-bedrooms (1 queen, 2 sets of bunk beds, and 2 fulls) with a full bathroom. The bottom floor has an additional bedroom (king), full bathroom, small kitchen, and living space that opens to the lakefront, where you can walk right up to the water, rent a boat and use the dock, or go off in one of the 2 paddle boards or kayaks for use. Amenities: Air conditioning, grill, free high speed internet, off street parking, washer/dryer, keyless entry, Bluray DVD player, high chair, fire pit, dock, pack N play, board games, and mini-pool table. Linens are provided. It is located within walking distance of Penn Yan, where you can easily walk to a local marina to rent boats for the day or week, get groceries or homemade bread or takeout from one of the many bakeries and restaurants. No smoking, no pets are allowed. Maximum number of sleeping spaces is 14 and parking is 4 cars.
Bed 4

Bed

Bath 2

Bath

Sleep 14

Sleeps

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Exceptional(5)

$1323.53

/ Nightly
Private Vacation Home

Our Happy Retreat: Finger Lakes Reunions on Keuka Lake! Pet Friendly + Hot Tub!

Penn Yan, New York, United States

Located on the east side of Keuka Lake and just minutes from downtown Penn Yan, Our Happy Retreat is a spacious six-bedroom, three-bathroom lake home designed for unforgettable Finger Lakes vacations. With an open layout, private lake access, and inviting outdoor spaces, this home is perfect for families or groups looking to relax and reconnect.brbrThe main level features a bright and airy kitchen that flows into the living and dining areas. The kitchen is a chef's dream, stocked with cooking and baking essentials, and includes a large granite island for casual seating. The dining table seats eight comfortably, creating the perfect place for family meals and lively conversation. After dinner, gather in the living room around the gas fireplace and take in the lake views from the large windows, or step out to the wraparound deck and enjoy the peaceful surroundings.brbrOn the entry level, you'll find a queen bedroom with access to the lakeside deck and a den with a sleeper sofa for additional guests. Upstairs are four more bedrooms, including a master suite with beautiful lake views, a twin sleeper sofa, and a private bath featuring a tiled shower and jetted tub. Two king bedrooms and a queen bedroom provide plenty of space for everyone. The lower level adds a sixth bedroom with twin beds and a game room complete with foosball and air hockey for family fun.brbrJust across East Lake Road lies your private lakefront, with 93 feet of shoreline and a seasonal dock perfect for swimming, fishing, or soaking up the sun. In the backyard, enjoy evenings by the fire pit or unwind in the hot tub with a glass of local wine.brbrFrom Our Happy Retreat, you'll be close to everything the Finger Lakes has to offer. Spend the day exploring wineries like Rooster Hill and Keuka Spring, shop and dine in downtown Penn Yan, or visit nearby Hammondsport for more lakeside charm. Whether you're lounging on the deck, playing games by the lake, or gathering around the fire pit, every moment here feels like home.brbrOur Happy Retreat blends classic lake house charm with modern comfort, offering a peaceful and memorable stay on Keuka Lake.brbrOccupancy: This property is closely monitored for responsible renting. The maximum occupancy of each home is the number of guests allowed on the premises at any given time. This includes both day and overnight guests as well as all children including infants.brbrNote: br1. You will receive an email upon confirmation with a link to our Guest License Agreement which is a copy of our Rental Rules that must be signed and returned within 7 days of receiving. br2. Smoking is not allowed in any rental property. This includes vaping and e-cigarettes. br3. Homes are not handicap accessible, unless stated in the description.br4. Air conditioning is not available unless listed as an amenity. If available, air conditioning is considered a seasonal amenity and is only available May 15 - October 15.br5. Homes are not guaranteed allergen-free, even those that do not allow pets.br6. Docking is not guaranteed if water levels are low and/or high due to seasonal weather and climate changes.br7. Outdoor amenities, including furniture, watercraft, and firepit are not available between October 15 - May 15.br8. 2 dogs allowed maximum and $100 plus tax non-refundable pet fee applies per dog.
Bed 6

Bed

Bath 3

Bath

Sleep 12

Sleeps

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Exceptional(112)

$616.0

/ Nightly
Private Vacation Home

New Year Relaxation!

Penn Yan, New York, United States

This cozy coastal house is tucked away on a quiet point and offers great views of Seneca Lake. Watch the sunrise on one of two covered decks in the morning or the reflection of the moon to top off the day! No need to pack a bag to get to the water, as the house has its own lakefront! You can even enjoy a train (or two) go by every so often! Always something fun for the kids to see! The house is set away from the tracks so the watching can be done safely! Great spot to unplug from everyday events going on. brbrWhether you’re looking for a romantic get away, family outing, relaxation, or celebration with several friends, Sunrise on Angus fits your needs!brbrTo make your stay a little easier you will find:br- WiFi / 55 inch TVs equipped with Roku - Surround Soundbr- Bed Linens provided at NO extra cost! br- Extra pillows and blankets supplied!br- Beach and Bath towels supplied! br- Grills - Classic propane, charcoal, or smoke som meats!br- Plenty of outdoor seating (covered and non).br- Indoor and outdoor games, water floats and noodles.br- Basic paper products to start upon your arrival.br- Stocked kitchen for all your needs!brbrComfortable Sleeping Arrangements:br- 1 to King; 2 Queen Beds; 2 Sleeper Sofas (Queen memory foam); and 1 Bunk Bed (full futon and twin)br- Additional room for an air mattress or two (not supplied)brbrWhat’s close by br-Wineries / Breweries (Surrounded by at least 50 wineries!! 5 are within 10-15 minutes)br-Roy’s Marina (20 minutes by car) br-Downtown Geneva (20 minutes by car) br-Watkins Glen (30-45 minutes by car)br-Windmill Farm and Craft Marketbr-Corning Glass Museum br-Grocery Stores - Produce Standsbr-Go Karts/Putt Putt/Kayak Rentalsbr-Wegmans/Aldi/Wal-Mart/Gas Stations/Pharmacy Needs
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(73)

$926.8

/ Nightly
Private Vacation Home

Hidden Oak Oasis Family friendly home on beautiful Keuka Lake

Penn Yan, New York, United States

Hidden Oak Oasis is a lakefront home, renovated in 2020, located on Keuka Lake's highly desirable East Bluff Drive, about six miles from Penn Yan. Five bedrooms and three full bathrooms make this a comfortable vacation home for families and friends to gather. brGuests can enter the house from the front door or the ramp on the side of the house for those who need a more accessible entrance. The main floor has an open floor plan. There is a large covered deck off of the dining room that looks out over the lake. There you will find a natural gas grill with two tables and chairs.brThe kitchen has new appliances including a wine fridge. There are cooking utensils, pots and pans and service for 12. The dining room has a custom made banquet eating area with a view of the lake. In the living room you will find comfortable seating with a large flat screen t.v. with cable and a gas fireplace to keep you cozy in the winter months.brOff of the living room is the first floor suite which has a king bed and t.v. The attached bathroom is handicapped accessible with a walk-in shower. brbrUpstairs there are three bedrooms which each have a queen bed. There is a second floor bathroom with a shower/tub. brbrOn the lower level there is a bedroom with a king bed and a full bathroom with a shower. There is also a laundry room with a washer and dryer. From the lower level you have access to the lake and a comfortable patio with a hot tub that accommodates 6 adults. brFrom the patio there is a yard with well maintained gardens leading to stairs to the lake.brMidway down the stairs is a balcony that has a small table with seating for two. This is a great place to enjoy the activity on the lake or a quiet moment in the evening. brContinue down the stairs and you will arrive at the beach. Here you will find a dock, a shed with life jackets and some beach toys. There are 5 kayaks onracks to use for a quiet paddle down the lake. There is a fire pit and some Adirondack chairs to enjoy a cozy fire.brParking for the house is next to the main entrance and allows for four cars. There is a 220 AMP receptacle at the front of the house for charging electric vehicles. We ask that you bring your own cord.brWith wifi accessibility, central air, and a whole house generator, this house will keep you comfortable in all four seasons as you are enjoying all that Keuka Lake and the surrounding area has to offer!br** Renters must be at least 30 years of age. By booking you agree with this policy and comply with the request that the renting party is at least 30 years old. br***Absolutely NO Pets or Animals allowed at any time. Anyone found to be in violation will be asked to leave immediately.br** NO PARTIES allowed at any time. br** Smoking is prohibited on the property.br** Guests must comply with maximum occupancy at all times. No exceptions. Only 10 guests allowed at any time.br** Parking allows for 4 vehicles.br Guests assume liability for the use of the dock and assume responsibility for damages done to the dock during their stay, whether the damage is done by their watercraft or the guests themselves.
Bed 5

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Bath 3

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Sleep 10

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$748.16

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Private Vacation Home

Keuka Lake Paradise - Prop Point

Penn Yan, New York, United States

Lakeside paradise awaits you at this exceptional three-story home. Situated just steps from the water on the exclusive East Bluff of Keuka Lake, Prop Point promises an unforgettable Finger Lakes vacation!brbrThe first-floor entry welcomes you with an open floorplan and large lake facing picture windows. The cool blue waves of Keuka Lake will have you mesmerized within a moments time. The perfect blend of warm and cool neutral, decorative tones are scattered about the open floor plan. brbrTall cabinets accentuate the height of the kitchen walls while the deep granite counter tops offer ample space for prepping meals. A beautiful wooden dining table overlooks the lake and makes you feel as though you’re dining alfresco. The formal living area continues these same lake views and adds the warmth of a gas fireplace for those chilly evenings.brbrThroughout the house, four bedrooms designed with relaxation and comfort have been styled for your vacation pleasure. Choose the bedroom perfect for you and rest up while staying at your new “home away from home.”brbrThe finished, lower level contains a cozy family room with large TV. Glass doors give you direct access to the lower-level patio overlooking the lake. This space is perfect for outdoor dining and lounging.brbr The lakefront features a surpassingly beautiful landscaped area and gradual entry into the lake. Enjoy watching your children play from one of the perfectly placed Adirondack chairs. Sunbathe, fish off the dock, swimming in the crystal clean water, or making the biggest splash jumping into Keuka Lake, fun is endless….brbrProp Point is located only a few miles from the town of Penn Yan, where you will find unique shops on Main Street, plenty of dining, locally famous Seneca Farms, and the Windmill Farmers Market. Award winning wineries like Hunt Country Vineyards and Stever Hill Vineyards and Yates Cellars are within minutes from this Keuka Lake gem. This is the perfect getaway for your next family vacation or couple’s weekend.brbrNote: Smoking is not allowed in the property.brHome is not handicap accessible, unless stated in description.brPets are not allowed. brbrTake stairs down to 110 feet private shoreline is yours to enjoy. Sunbathe, fish off the dock, swimming in the crystal clean water, or making the biggest splash jumping into Keuka Lake, fun is endless….br
Bed 4

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Bath 3

Bath

Sleep 11

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Exceptional(7)

$672.78

/ Nightly
Private Vacation Home

Keuka Vines: 3 bedroom A Frame home overlooking Keuka Lake

Penn Yan, New York, United States

The tranquility of Keuka Vines Peace of Mind makes this lovely A-frame the perfect home away during your time in the Finger Lakes. This cozy home is built into the rural hillside, among the vineyards, and with expansive views of the blue waters of Keuka Lake.brbr *Panoramic view of Keuka Lakebr *Large yard spacebr *Outdoor firepitbr *Large deckbrbr Inside the home you'll enter the main living area first with its cathedral ceilings and wall of sliding glass doors facing toward the lake. There are comfortable leather couches and armchairs for watching your favorite Netflix show (the fireplace is nonfunctioning and for decorative purposes only), a full kitchen for cooking up meals together and a dining area for enjoying that meal.br brThe main floor has 2 cozy bedrooms, both with queen beds, and a full bath with a tub/shower. br brUpstairs is an open loft space with a Twin trundle (can be used as 2 twin beds or combined into one king bed) and sitting area. There is another bedroom on this second floor, with a King size bed, and an additional full bath with a walk in shower.br brThe back yard is large and open on the hill surrounding the house. There is a pebble stone area with a firepit and adirondack chairs on the side yard, a gas grill, and the spacious deck with comfortable deck furniture for sitting and watching the lake life below. This home was featured on HGTV's Lakefront Bargain Hunt show in the past.br brKeuka Vines is centrally located to many of the activities the Finger Lakes has to offer. It is just a short drive to the village of Penn Yan, about 1 1/2 miles from the beautiful Keuka College campus, and about 10 minutes from Keuka State Park. There are several wineries within a few minutes of the home as well.brWe invite you to slow down your busy pace of life and tuck back in to the rural countryside at Keuka Vines.br br**This home has central air conditioning and heatbr**This home has a Ring camera by the front door and an active camera on the back of the house monitoring the basement doorbr**This home does have a steep driveway and 4x4 is recommended but not necessary during the summer months. During the colder months, when there is a chance of snow and ice, 4x4 will be required to access the home properlybr*A limited amount of paper towel, toilet paper, soaps, is provided for each guest. br br**We ask that the primary renter be 25 years of age or older. By booking you agree with this policy and comply with this request br**No pets or animals allowed br**No parties allowed br**Smoking prohibited br**Guest must comply with maximum occupancy at all times. No Exceptions. Only 8 guests allowed at any time.br**Parking for 3 vehicles only.brbr**Guests are required to sign a rental agreement immediately after booking
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$615.46

/ Nightly
Private Vacation Home

Wake and Lake: Right Along Keuka Lake Wine Trail!

Penn Yan, New York, United States

Discover Wake and Lake, a charming three-bedroom home in the quiet town of Penn Yan, ideally located along the Keuka Lake Wine Trail. Perfect for families, friends, or anyone seeking a relaxing lakeside escape, this home puts you close to local favorites like Seneca Farms Ice Cream, Abandon Brewery, and Keuka Springs Vineyards.brbrThe open kitchen and dining area make meal prep and family-style dining effortless, with sliding doors that open to a balcony overlooking the lake. The living area is bright and inviting, offering a comfortable space to relax, plan your adventures, or gather with loved ones. A half bath on the entry level adds convenience.brbrDownstairs, three cozy bedrooms await, two with direct lake views and one with a peeking view, all featuring queen beds. Two full bathrooms make mornings and evenings stress-free. The lake level offers a bonus half bath and an indoor/outdoor kitchen with a natural gas grill, perfect for lakefront dining.brbrStep outside to enjoy 61 feet of breakwall and natural lakefront, ideal for swimming, wading, or simply soaking up the sun. The balcony and outdoor spaces provide serene spots to unwind and take in the beautiful surroundings.brbrWake and Lake is pet-friendly for up to two dogs and offers parking for three compact cars or two larger vehicles. Outdoor amenities, including the dock and furniture, are seasonal and unavailable from October 15 through May 15.brbrWhether you're exploring nearby hiking trails, visiting wineries, or simply enjoying a peaceful day on the lake, Wake and Lake offers the perfect combination of comfort, charm, and access to the best of the Finger Lakes.brbrOccupancy: This property is closely monitored for responsible renting. The maximum occupancy of each home is the number of guests allowed on the premises at any given time. This includes both day and overnight guests as well as all children including infants.brbrNote: br1. You will receive an email upon confirmation with a link to our Guest License Agreement which is a copy of our Rental Rules that must be signed and returned within 7 days of receiving. br2. Smoking is not allowed in any rental property. This includes vaping and e-cigarettes. br3. Homes are not handicap accessible, unless stated in the description.br4. Air conditioning is not available unless listed as an amenity. If available, air conditioning is considered a seasonal amenity and is only available May 15 - October 15.br5. Homes are not guaranteed allergen-free, even those that do not allow pets.br6. Docking is not guaranteed if water levels are low and/or high due to seasonal weather and climate changes.br7. Outdoor amenities, including furniture, watercraft, and firepit are not available between October 15 - May 15.br8. 2 dogs allowed maximum and $100 plus tax non-refundable pet fee applies per dog.
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(32)

$602.88

/ Nightly
Private Vacation Home

Keuka Lake Gem! Relax at our modern and cozy year-round lakefront home.

Penn Yan, New York, United States

We are thrilled to offer our home on beautiful Keuka Lake!brThe main floor includes a fully-equipped kitchen Including all brand new stainless steel appliances, Keurig for your morning coffee and plenty of space to prepare meals. The main bedroom has a cozy costal decor with two large closets, a dresser and a queen bed to relax and unwind. Down the hall is a full bathroom with shower and vanity with space to keep all or your essentials during your stay. The living space on the main floor has a tv room and living/room and dining room combo with spectacular views of the lake. You can enjoy a glass of wine or meals on one of the two decks.brbrThe upstairs floor can be your own private oasis with a separate bedroom (full-sized bed), tv nook with futon and a half bath all with brand new white cottage decor with nautical touches.brbrThe cottage has a bonus bedroom on the bottom floor with two twin beds and has walkout access to the lake. It also includes full sized laundry (washer and dryer) for your convenience.brbrThe best thing about the cottage are the spectacular views of the lake. No matter where you are, lounging with a glass of wine on one of decks, relaxing in the living room after a long day on the water or standing by the water’s edge you can’t get enough of beautiful Keuka Lake.brbrThe possibilities are endless with 40 feet of lake frontage with plenty of space hang on the beach, take a dip in the lake, take the paddle board or kayak out for a spin, fish from the dock or relax by the fire pit and make s’mores.brbrThe cottage also includes a large yard across the street where kids can play games or ride a bike or scooter on the side street away from the main road. Adults join in the fun or just sit back and relax in the gazebo. brbrGreat location with just a 5min drive to town for groceries, shopping, restaurants, breweries and wineries. Seneca Farms is just a quick walk down the street for dinner or ice cream!
Bed 3

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Bath 1

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Sleep 6

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$553.68

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Private Vacation Home

Lakeshore Pines: Cozy Keuka Lake Retreat!

Penn Yan, New York, United States

Welcome to Lakeshore Pines, a charming 3-bedroom, 1-bath lake retreat perfectly situated on the highly desirable East Bluff of Keuka Lake—one of the Finger Lakes' most sought-after locations. Sleeping up to 8 guests and located just minutes from Penn Yan, this home is ideal for Keuka College visits and graduation, weddings at Norton Chapel, or a relaxing Finger Lakes getaway.brbrParking is available parallel to the roadside. Step inside and you'll be welcomed by a cozy living space featuring comfortable seating and a dining table, all surrounded by wall-to-wall windows that invite the outdoors in. Just beyond the living area, the open kitchen offers generous island countertop space with seating for five—perfect for casual meals and conversation. Step outside onto the balcony to enjoy peaceful lake views peeking through the trees. A full dining set under the awning provides a wonderful space for meals with your entire group.brbrBack inside, completing the main level is a bedroom with a queen-size bed, along with a full bathroom featuring a step-in shower.brbrUpstairs, you'll find two additional bedrooms, one offering tranquil, tree-lined views and the other showcasing stunning views of Keuka Lake.brbrThe lower level includes a pull-out sleeper sofa and a decorative fireplace, offering extra space to relax or accommodate additional guests.brbrOutside, a stone paver patio sits just before the stairs leading down to the lake. Gather around a small campfire, roast marshmallows, and unwind with a glass of your new favorite Finger Lakes wine. The stairway leads to approximately 80 feet of shale breakwall waterfront. Kayaks are available for guests to paddle along the shoreline and soak up the sun, and a seasonal dock is provided for docking one boat.brbrLakeshore Pines is located just 10 minutes from the Village of Penn Yan, where you'll find beloved local spots like Seneca Farms Ice Cream Stand, Amity Coffee, and more - making it easy to enjoy the best of the Finger Lakes.brbrWhether you're here for a special occasion or a peaceful lakeside escape, Lakeshore Pines offers the perfect setting to relax, reconnect, and enjoy all that Keuka Lake has to offer.brbrNote: br1. Smoking is not allowed in any rental property. This includes vaping and e-cigarettes. br2. Homes are not handicap accessible, unless stated in the description.br3. Air conditioning is not available unless listed as an amenity. If available, air conditioning is considered a seasonal amenity and is only available May 15 - October 15.br4. Where pets are allowed it is indicated. Otherwise, pets are not allowed. Homes are not guaranteed allergen-free, even those that do not allow pets.br5. Docking capabilities may vary based on current water levels. Docking is not guaranteed if water levels are low and/or high due to seasonal weather and climate changes.br6. Outdoor amenities, including furniture, watercraft and firepit are not available between October 15 - May 15.
Bed 3

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Bath 1

Bath

Sleep 8

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Exceptional(17)

$279.41

/ Nightly
Private Vacation Home

Dog-friendly home with fenced backyard & W/D - lake trails across the street

Penn Yan, New York, United States

Lake Trails RanchbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the best of the Finger Lakes during your stay at this cozy home! Stroll across the street to access the Keuka Lake Outlet Trail, where you can enjoy hiking and biking in the warmer months and snowmobiling and cross-country skiing in the winter months. Drive mere minutes to reach the Keuka Lake Wine Trail, home to several award-winning wineries offering guided tastings.brbrStart your day with a cup of coffee and a good book on the home's furnished front porch. The fenced backyard features a gazebo perfect for afternoon cocktails in the shade and a large grassy area where you can play lawn games. Step inside the living area, outfitted with ample seating surrounding a TV. Perch at the kitchen bar while the chef in your group prepares home-cooked meals. When it's time to eat, gather at the dining table. A washer/dryer and high-speed WiFi provide added convenience.brbrTHINGS TO KNOWbrVacasa 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.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.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 3

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Bath 1

Bath

Sleep 6

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Exceptional(7)

$1013.46

/ Nightly
Private Vacation Home

Wine Trail | Game Room | Fire Pit | Sauna/Hot Tub

Penn Yan, New York, United States

Make lasting memories in this cozy two-story farmhouse, ideally located just four miles from Penn Yan. Surrounded by peaceful natural beauty, this retreat offers a perfect balance—seclusion and serenity with convenient access to the stunning Finger Lakes region. Discover picturesque landscapes, renowned wineries, and the welcoming charm of nearby towns. Whether you’re looking to relax or explore, this farmhouse is your ideal home away from home.brbrThe open-concept kitchen is well-equipped for preparing group meals, with ample counter and cupboard space for all your ingredients and supplies. Gather around the farmhouse dining table, and enjoy meals together in a space designed for connection.brbrFor indoor fun you can access the heated garage, which has been transformed into a sprawling game room complete with ping pong, air hockey, and a pool table and also has an EV charger. Above the garage, you’ll find additional sleeping quarters featuring three full-size beds, providing plenty of space for your guests to relax and unwind.brbrPlease note: This property does not have televisions due to religious beliefs, encouraging quality time and screen-free fun. There is Wi-Fi for streaming on your personal devices brbrStep outside to enjoy your private outdoor oasis. Kids will love the large yard, while adults can relax around the fire pit or enjoy the warmth of the barrel sauna or Hot tub. brbrWhether you’re planning a family getaway, a reunion with friends, or just a peaceful escape, this farmhouse offers space, comfort, and the perfect Finger Lakes setting.brbr This property is pet-friendly ( pet with fee up to 2 dogs.) Permission needed for more than 2. Make sure to clean up after your fur babies. To ensure a clean, healthy, and respectful environment, all dog owners are required to immediately clean up and properly dispose of their dogs waste on the property. Failure to do so may result in an added fee of $100. Thank you brbrPlease Note: Due to religious beliefs there are no TV's in the property
Bed 5

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Bath 3

Bath

Sleep 16

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