Vacation Home Rentals By Owner In Penn Yan, NY

$764.22

Classic country retreat with a game room, bar, expansive outdoor space, & grill

Penn Yan, New York, United States

Benton FarmhousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to Benton Farmhouse, managed by Vacasa. This house is located in Penn Yan but your 24/7 support is always nearby.brbrThis house features 6 bedrooms and 3 bathrooms with space enough for 16.brbrPlease review our property photos and our available amenities to make sure this rental is a perfect fit for your needs. We strive to keep this information as up-to-date as possible so you can feel confident in knowing what you are renting.brbrWe will send you all necessary pre-arrival and check-in information after booking. This can include guest instructions, notices, and other helpful information.brbrWhat We LovebrA restful pastoral retreat from the city, the Benton Farmhouse is the perfect place for large families and friend groups to reconnect and reflect with the people who mean the most to you. Spacious, and boasting old-world charm, this beautifully restored historic home radiates an abundance of warmth. Conveniently located on Route 14A in the middle of the Wine region of the Finger Lakes, this home is perfectly located to tour and explore the area. It can also serve as a relaxing base for wedding parties using multiple local wedding venues.brbrEnjoy cozy movie viewings from the comfort of the spacious living room's soft seating. Engage in some playful competition over a game of chess under the glow of the library's lamps, or any of the many games for all ages in the living room or the huge recreation room. When hunger arises, head for the well-equipped kitchen and play chef amongst the full suite of appliances and ample meal prep space. Serving your dishes will be a breeze at the expansive, formal dining table. After eating, enjoy a night in while playing Ping-Pong in the wood-lined recreation room/TV-watching area. Mix your game nights with delicious concoctions prepared at the recreation room bar.brbrWith six large bedrooms to choose from, rest assured that no one's comfort will go unattended to. Each of the rooms offers soft linens, vintage decor pieces and furniture, and cool air - thanks to the home's partial air-conditioning. Additional interior perks include a private washer/dryer, a high chair, internet access, and office space with a desk and printer in the quiet library. After a couple of front door steps, the lower level of the house has a bathroom and bed available.brbrOutside, enjoy the country breeze while grilling or sitting in front of the dancing flames in the fire pit. Enormous lawns encourage spirited games of corn hole and badminton, while the large driveway can be set up for pickleball, all of which are supplied.brbrWhen exploring the surrounding area, be sure to check out the numerous regional wineries, excellent local restaurants (we can suggest our favorites), charming Penn Yan (“Penn' for the Pennsylvanians and “Yan” for the Yankees who settled the area in the early 1800s), the scenic Finger Lakes, Keuka Lake Outlet trail, Keuka Lake State Park, Finger Lakes Rail Riders (just around the corner), Canandaigua Country Club, or further up the road, Hunt Hollow Ski Club. Don't be surprised if you encounter horse-drawn buggies sharing local roads on your way to Windmill Market just south of Penn Yan, which hosts dozens of shops, produce, and food to enjoy.brbrHouse RulesbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide by Vacasa's good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo 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 5 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.

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Sleeps

$363.23

/ Nightly

Private Vacation Home

Chic Lakeview Getaway on Seneca Lake Wine Trail

Penn Yan, New York, United States

Discover our stylish, spacious 3 bed, 2 bath home with stunning lake views and generous front and back yards. Located at the heart of the Seneca Lake Wine Trail, only 10 mins from Penn Yan, 15 mins from Geneva, and 25 mins from Watkins Glen. Our central location offers easy access to the areas renowned attractions.brbrStep onto the front deck and enter into the spacious center of the home, featuring an open concept layout with the living room, dining room, and kitchen seamlessly connected. The master bedroom with a queen bed and ensuite bath is located at the south end, while at the north end you'll find another bedroom with a queen bed, a third bedroom with a full size bed, and a shared full bathroom.brbrOff the dining room, a second deck leads down to the patio, where you can enjoy outdoor dining and grilling. Towards the back southern end of the home, you'll find a convenient laundry room.brbrGuests will have access to the entire home.br3 Simple Rules: brbr1. No Smoking br2. No Parties br3. Respect the Property

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$539.35

/ Nightly

Private Vacation Home

Schoolhouse Cottage - 5 Star Accommodations on Seneca Lake

Penn Yan, New York, United States

Enjoy the experience and history of Seneca Lake living at Schoolhouse Cottage! This historic school house has been lovingly renovated and restored from baseboards to rafters, giving you the feel of lakeside luxury, while still maintaining the quality historic feel that we know and love in the heart of the Finger Lakes.brbrDrive down the quiet, dead-end road to the property, arriving in the rear, with ample parking space, and a cozy backyard area for children to play in. Entering the home, you will be greeted by the open floor plan, living and kitchen area. The large, fully modern kitchen features dark wood cabinetry and stainless steel appliances, upscale gas range, a wine cooler, and granite kitchen counter tops – a chef's dream! Even has filtered water at the sink! Lake facing windows offer a lake view while prepping meals, or enjoying a quick snack at the bar side of the island. brbrDirectly in front of the kitchen is the living area, complete with overstuffed furniture and a large, flat screen TV for movies on quiet indoor nights at the lake. Venturing outside through the French doors, you will enjoy panoramic views of the Seneca sunrises on the covered porch, which spans almost the entire front of the home. brbrTo the side of the great room is the spacious Master Suite, featuring a King size bed, 40” flat screen TV, ensuite bathroom, and a private walkout to the covered front porch. Two additional bedrooms, and a shared full bath are just off the hallway in the rear of the home. A set of stairs to the lower level leads to the game/rec room, where guests can enjoy a rousing game of fooseball or watch TV and lounge on the full size futon on a rainy day.brbrAll on one level, with 11' vaulted ceilings, beautiful hardwood floors, and quality furnishing, you won't want to go home! brbrTake the stair case down to the lakefront, where you can use the permanent dock to enjoy some lakefront coffee in the mornings, or mooring your boat after enjoying some quality Seneca Lake fishing. Many fine wineries are just a short drive away, and you sit directly on the main route for the Seneca Lake Wine Trail, and just 15 minutes from the Keuka Lake Wine Trail. The quiet residential road is also great for walking and biking to stretch your legs after a delicious meal of local food. Don't miss your chance to experience historic charm and luxury living at Schoolhouse Cottage.brbrActive RR tracks run behind this property.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. 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.

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$671.05

/ Nightly

Private Vacation Home

Beautiful house on the lake

Penn Yan, New York, United States

Vacation on the shore of Seneca Lake, on your own 100 foot private shale beach minutes away from world-class Finger Lakes wineries! This lakefront home feels very private- it's as if you are the only guests on Seneca lake! This home is family friendly and fun for adults, too. brbrMake dinner on the grill and eat outside on the deck overlooking Seneca lake, or visit some of the nearby restaurants: casual or fine dining. Enjoy a glass of wine on the dock or at a local winery (or brewery, if beer is more your style!). Make a fire in the fire pit on the beach and indulge in some sticky s'mores. brbrDock, kayaks, and paddle boats (and life jackets) provided! Play all day at the lake: fishing, kayaking, swimming, or just relaxing. Enjoy the wildlife! Herons and other birds abound- even bald eagles have been spotted in the skies!brbrThis lakefront ranch home features 4 bedrooms (one king, two queens, and a room with two bunk beds) and a comfortable queen sleeper sofa. Two full bathrooms, spacious living room with lots of seating and natural light, and an expansive outdoor deck await you. brbrDrive right up to the door of the house! There is plenty of parking: the driveway can easily accommodate 6 vehicles. The home is on a quiet residential street with very little traffic. brbrOnly 11 steps to the beach! The beach is a natural shale beach. You'll find a picnic table and other furniture on the beach. In the summer the wildflowers attract beautiful butterflies!brbrBring your own boat: there are cleats on the end of the dock available for your use.brbrStay comfortable! The house is equipped with central air conditioning. The kitchen has all the essential equipment, including all the tools you'd need to bake a cake! Towels and linens are provided. brbrWe love this house and you will too! brbrbr

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$268.8

/ Nightly

Private Vacation Home

Little Red Ranch House

Penn Yan, New York, United States

Come check out our little red ranch in Penn Yan, NY. We are located in the heart of the Finger Lakes, the beautiful Keuka Lake is 1 1/2 miles away with a few public beach access points & parks! If you’re here for the wine you picked the right spot - Keuka Lake and Seneca Lake wineries are a short drive. We also are walking distance to the local shops on Main St. & many restaurants/bars. The Keuka Outlet Trail is right down the street and is great for walking and biking!

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$602.0

/ Nightly

Private Vacation Home

Buena Vista Lake House

Penn Yan, New York, United States

Newly renovated, four season with a large private lot on Seneca Lake, The Jewel of the Finger Lakes. Beautiful morning views of the sunrise over the expanse of the lake and the moonrise at night. 110 feet of lakefront with a huge dock. Swimming, kayaking, and fishing are all activities to be enjoyed. Chilling on the beach or by the fire pit works also. All of this right along the Seneca wine trail. Within a mile of seven wineries including Fox Run, Red Tail, and Anthony Road.

3

Bed

1

Bath

6

Sleeps

$557.48

/ Nightly

Private Vacation Home

Serenity Zen House on Seneca Lake - Pet Friendly

Penn Yan, New York, United States

The Serenity Zen House is uniquely perched overlooking Seneca Lake. This is the ideal spot for a get-away in the Finger Lakes. There are several excellent wineries within a mile of the house and it is close to all the Finger Lakes attractions. Great for families, couples and groups just looking to get away for a few days of fun. Only 10 minutes from Hobart and William Smith.brbrThere is a large kitchen overlooking the lake. The living room has a gas burning fireplace with a cathedral ceiling and a gorgeous view of the lake.brbrThe master suite features a king size bed and provides an unsurpassed views over the lake. There is a queen size bed in each of the other two guest rooms. Roll-away beds are also available.brbrThere are two modern baths with a tub/shower in the guest bath and a large shower with seat in the master bath.brbrThe home features extensive multi-level decks overlooking the lake,brThere is a private beach with access down a set of stairs and the beach has a gentle slope into the lake for wading and swimming.brbrLocated on a town road the home is very easy to access and is conveniently located just 10 miles south of Geneva and 25 miles north of Watkins Glen in the heart of the Finger Lakes wine region.

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$553.22

/ Nightly

Private Vacation Home

Phil's Paradise at Perry Point: Pet Friendly + Seneca Lake Wine Trail Retreat!

Penn Yan, New York, United States

Escape to Phil's Paradise at Perry Point, a beautiful lakefront retreat on Seneca Lake's peaceful west side. Perfectly located between Geneva and Watkins Glen, this modern and inviting home offers everything you need for a relaxing Finger Lakes getaway. Whether you're here for a nearby wedding, a wine trail weekend, or just a quiet lakeside escape, you'll feel right at home the moment you arrive.brbrInside, large windows fill the living area with natural light and frame stunning lake views. The open layout includes a comfortable sitting area with a flat-screen TV, a fully equipped kitchen with a spacious island and double oven, and a dining space that looks right out over the water. Just off the kitchen, the bright sunroom is perfect for morning coffee, family meals, or game nights, with easy access to the wraparound deck outside.brbrThe home's bedrooms are cozy and comfortable, including a lakeview primary bedroom with a private bath, a garden-view guest room, and a lower-level suite with an additional full bath and game area. Step outside to enjoy the expansive deck and hot tub, where you can take in panoramic views of Seneca Lake and unwind under the stars.brbrWith 100 feet of private lakefront, a U-shaped dock with two boat lifts, and easy access to nearby wineries, breweries, and hiking trails, Phil's Paradise offers the perfect blend of relaxation and adventure. Whether you're exploring the region or simply soaking in the views, this lakeside home is your ideal retreat on Seneca 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.

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$461.66

/ Nightly

Private Vacation Home

Spacious Keuka Lake Gem, BBQ, Firepit, Gameroom

Penn Yan, New York, United States

Summary:brWelcome to 1852 Reserve, your High-end Finger Lakes retreat! This spacious, open-concept home blends elegant design with ultimate comfort. Newly furnished, each room invites relaxation—large windows and hardwood floors create a bright, welcoming vibe. The expansive game room features foosball, ping pong, a bar, plus cozy nooks for reading or remote work. Spend evenings around the outdoor firepit, utilize the on-site EV charger, and explore Penn Yan’s village, Keuka Lake, Wineries and Hiking Trails just minutes away.brbrThe Space:brThe 1852 Reserve has been thoughtfully designed with your comfort, convenience, and relaxation in mind. From plush pillows and premium linens to stylish décor and a fully stocked kitchen, every detail has been curated to create a resort-like experience. Whether you're enjoying the inviting game room or unwinding with your favorite shows, we want our home to feel like a place you’ll never want to leave—and can’t wait to return to.brbrGuest Access:brA private door code will be provided 24hrs before check-inbrbrThe Neighborhood:brOur home is located just outside historic downtown Penn Yan, within minutes of the Penn Yan Village Boat Launch, offering access to Keuka Lake and a variety of shops, restaurants, and so much more. Situated on 4 acres of wooded private property, this generously stocked home features privacy with views of the rolling farm hills nearby.brbrGetting Around:brWithin minutes of public lake access, wineries, concert venues, shops, hiking trails, and so much more. At the 1852 reserve, you are in the heart of the Finger Lakes.brbrInteraction with Guests:brWe live just minutes away, so if there is anything we can do to make your stay an exceptional one, please don't be shy to reach out. You may even catch us at the local wineries, breweries, or out on the Lake.

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$2146.67

/ Nightly

Private Vacation Home

NEW LISTING 5 BR / 3 BA Authentic Luxury Home ON Keuka Lake!

Penn Yan, New York, United States

Welcome to luxury lake living at The Lodge on Keuka!brbrThis stunning 5-bedroom, 3-bathroom single-level home is located on over 2 Acres and 300 ft of Keuka Lake's finest level frontage. With an enormous screened-in porch, this authentic lake getaway is the epitome of indoor/outdoor living and is sure to astound everybody in your group!brbrFrom the moment you enter the property, Keuka Lake is front and center. With two permanent docks, a raft for swimming, a large fire pit, and ample outdoor seating, there is absolutely no limit to the ways you can enjoy the lake! Within the screened-in area is an oversized dining table with space for everybody in your group, a ping pong table, a hanging bed for relaxing, and a seating area for conversing, all right next to the lake! Above the house is a barn with an exercise room with padded floors, TRX equipment, kettlebells, and balls for light workouts. Off the exercise room is a deck overlooking Keuka Lake - the perfect spot for a morning yoga session!brbrThe Primary Bedroom includes a California King bed, private ensuite bathroom, and its own private screened-in porch. The first guest room includes a King bed, a window seat, and direct access to the main screened-in porch. The second guest room includes one Queen and one Twin bed, third guest room includes one Queen bed (or can be converted into a comfortable office with sofa upon request), and the fourth guest room includes one Queen bed and four twin bunk beds. The 4 guest rooms share 2 full bathrooms. All bedrooms and bathrooms are fully outfitted with sheets, towels, and beach towels.

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$1021.73

/ Nightly

Private Vacation Home

Lakefront home w/ Hot Tub, Kayaks, & Game Room

Penn Yan, New York, United States

Summary:brbrDiscover The Cliff House, a stunning lakefront haven on Seneca Lake, perfect for family getaways. This spacious retreat boasts breathtaking water views, a private dock, and direct lake access. Enjoy the hot tub, kayaks, fire pit, and game room. Explore nearby wineries, hiking trails, and local attractions for an unforgettable Finger Lakes experience.brbrbrbrThe Space:brbrWelcome to The Cliff House, where lakefront luxury meets modern comfort. This spacious, newly updated home is designed for relaxation, adventure, and everything in between.brbrbrbrBedrooms:brbrDesigned for comfort and convenience, each of our 5 bedrooms ensures a restful stay for every guest:brbrbrbr ️ Bedroom 1 (Downstairs): Queen-size bed with easy access to the main living area and a shared full bathroom.brbr ️ Bedroom 2 (Downstairs): Another cozy queen bedroom, ideal for guests who prefer first-floor accommodations.brbr ️ Primary Bedroom (Upstairs): King-size bed and a private balcony with stunning lake views, perfect for couples or solo travelers looking for a peaceful retreat.brbr ️ Bedroom 4 (Upstairs): A spacious king bedroom with easy access to the spa-like bathroom.brbr ️ Bedroom 5 (Upstairs): A fun and inviting bunk room—ideal for kids, teens, or extra guests.brbrbrbrWith plush bedding and premium mattresses, every room is designed for relaxation and rejuvenation.brbrbrbrBathrooms:brbrThis home features 2 newly remodeled bathrooms, ensuring convenience and comfort for groups:brbrbrbr Bathroom 1 (Downstairs): A full bathroom with a sleek, modern design, a shower with a tub that is easily accessible from the main living areas and first-floor bedrooms.brbr Bathroom 2 (Upstairs): A luxurious spa-inspired bathroom featuring a soaking tub, spacious walk-in shower and modern fixtures.brbrbrbrWith fresh, modern upgrades, these bathrooms elevate your stay with high-end finishes and thoughtful details.brbrbrbrAmenities You'll Love:brbrbrbr✨ Private Dock & Lake Access: Enjoy direct access to Seneca Lake! Whether you're taking a morning swim, fishing, or launching the provided kayaks and paddleboard, the lake is yours to explore.brbr✨ Fire Pit: End your nights by the fire, making s’mores and sipping wine. The perfect way to unwind every night.brbr✨ Hot Tub: Soak in the private hot tub as you take in the views of Seneca Lake.brbr✨ Game Room: Challenge friends and family to air hockey, foosball, a chess/checkers tournament, or an epic board game night. With a TV in the game room, it's the ultimate hangout spot.brbr✨ Fully Equipped Kitchen: The beautifully remodeled kitchen features stainless steel appliances, modern countertops, and everything you need to cook up a feast—or simply enjoy morning coffee with a view.brbrbrbrLocation Highlights:brbrNestled in the heart of the Finger Lakes, The Cliff House is the perfect home base for wine lovers, outdoor enthusiasts, and relaxation seekers.brbrbrbr Wine Country Getaway: Located near the Seneca Lake Wine Trail, you're just minutes away from some of the region’s best wineries.brbr Fun on the Lake: Kayaking, fishing, paddleboarding, or simply taking in the sunrise—your private dock makes it all possible.brbr Year-Round Outdoor Activities: Close to Bristol Mountain for skiing and snowboarding, hiking trails, and charming nearby towns like Watkins Glen, Penn Yan, Geneva, and Hammondsport.brbrbrbrGuest Access:brbrYou’ll have the entire home to yourself, including all indoor and outdoor spaces. Access is easy through the garage entrance, and self-check-in allows for a seamless arrival.brbrbrbrThe Neighborhood:brbrNestled along Seneca Lake, The Cliff House is part of a quiet and friendly lakeside neighborhood with a mix of year-round and seasonal residents. You'll enjoy a peaceful, private setting while still being just minutes from local restaurants, wineries, and favorite Finger Lakes attractions.brbrTo help preserve the relaxing atmosphere, we kindly ask that all guests observe quiet hours from 10 PM to 8 AM, in accordance with local guidelines.brbrbrbrGetting Around:brbrA car is highly recommended for exploring the area. Private taxis/car services and private wine tours are available.brbrbrbrOther Things to Note:brbr➡️ Please note: We provide cooking basics, with the exception of oil at this time—it will be included in the future.brbr➡️ A Pack ’n Play is available BY REQUEST ONLY and provided free of charge. Please let us know in advance if you’d like one so we can have it ready for your arrival.brbr➡️ Boats Cannot Be Docked – The property does not have dock access and boats may not be tied or moored at the canal or nearby.brbr➡️ Guest Agreement Required – All guests must sign Get RED-y Vacations’ rental agreement before check-in.brbr➡️ Fire Pit, Kayaks, Hot Tub & Game Room – These amenities are for guest use at their own risk. Please supervise children and use responsibly.brbr➡️ Quiet Hours – This home is in a peaceful neighborhood. Please respect quiet hours between 10 PM and 7 AM.brbr➡️ No Smoking Indoors – Smoking is only permitted outdoors, away from doors and windows.brbr➡️ Seasonal Access – Some amenities may be seasonal and weather-dependent.brbr➡️ Decorative Fireplace – The fireplace is for ambiance only and not in use.brbrbrbrInteraction with Guests:brbrWe offer 24/7 guest support — we're always just a message or call away if you need anything during your stay. While we’re here to help at any time, we also respect your privacy and won’t interrupt your visit unless absolutely necessary.

5

Bed

2

Bath

10

Sleeps

$881.2

/ Nightly

Private Vacation Home

Lakefront A-Frame | Hot Tub, Dock & Views | Seneca Lake

Penn Yan, New York, United States

Modern A-frame set directly on Seneca Lake, offering a clean, design-forward space with floor-to-ceiling windows and beautiful water views. Tucked on a quiet dead-end road, it’s ideal for couples or small groups looking for a peaceful escape.brbrThe home features two bedrooms and two full bathrooms, including a lofted king suite with ensuite bath and balcony, plus a main floor queen bedroom. The open living area is bright and comfortable, with a fully equipped kitchen and space to relax.brbrEnjoy direct lake access with a private dock (1 small boat), unwind in the hot tub, or take in the views from the deck. Located just minutes from Penn Yan and close to top wineries along the Seneca and Keuka Wine Trails, this is an easy, relaxing Finger Lakes getaway.

2

Bed

2

Bath

4

Sleeps

$692.01

/ Nightly

Private Vacation Home

Keuka Lake View Victorian

Penn Yan, New York, United States

This stunning Lakeview property offersbrbreathtaking views of Keuka Lake and is perfect for a large family or group of friends looking for a relaxing getaway. The house is located on the west side of the lake, providing plenty of sunshine and amazing sunrises.brLocated just minutes from Penn Yan and a short drive from the charming town of Hammondsport, guests can enjoy quaint shops, delicious restaurants, and local wineries.brPlease clean up property before leaving. All plates, utensils,pots and pans washed and put away. Also empty fridge

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$177.91

/ Nightly

Private Vacation Home

Adorable, cute as a button Keuka Lake view cottage, Close to everything!

Penn Yan, New York, United States

Currently offering a last-minute booking discount of 10% for stays of 3 days or longer in May 2026.brbrWe are transitioning back from 10 years of successful seasonal rentals to short term renting again (We were an all five star review property on the old HomeAway sister site of VRBO),brbrWow what a great place! First, absolutely cute as a button cottage with views of Keuka Lake from every room in the front of the house. Eat breakfast with views of the sunrise over Keuka from the picture window in the dining room or enjoy a glass of local wine and watch the boats on the lake in the evening from the front porch. Or get your BBQ on with the included Stainless Steel propane grill. Open floor plan. Fully updated with modern kitchen, new appliances, and granite counter tops. Fully updated bathroom with new fixtures, subway and glass tiles. Bedroom #1 has a full Bed, and bedroom #2 has a bunk bed with a twin over full Bed. The home is decorated thru out with Local Steuben glass pieces, handmade window treatments and custom handmade furniture, made by the owner (a third-generation furniture maker). Hepa filter air purifier. Full finished basement with additional day bed for additional sleeping. Upstairs the living room has plenty of seating, a twin sleeper couch and art photography taken by the owner locally. brbrNote to guests staying later in the fall: Towards the end of Oct. the furniture on the back deck goes into storage to protect it from the harsh weather. The grill however, will still be left in place for your usage.brbr Let's talk about the location. Centrally located to everything Keuka has to offer. First, Keuka Lake is the center of the wine world in the Finger lakes, with award winning Wineries all over its shores. Heron Hill, Keuka Springs, Dr. Franks, Rooster Hill, Yate Cellars, Barrington Cellars, Domaine Leseurre, Hunt Country, Mcgregor Vineyards, and more all grace the shores of Keuka Lake. Stop in for a tasting. If craft beer is your thing there are five Breweries on the shores of Keuka. Lyon smith Brewing, Abandon Hill Brewing, Keuka Brewing, and Finger Lakes Brewing, are available for tastings, or take home a crowler of your favorite. If nothing makes you happier than being on the lake, you're in luck. Indian Pines Park, with its well-maintained beaches is just short stroll from the house. Keuka lake park with its excellent playgrounds picnic facilities, and beaches is just a 5-minute drive away. Or rent a pontoon boat, ski boat, or Kayak from one of the lakes many marinas. Fishing on Keuka is great too with huge lake trout, Land locked salmon, and small mouth bass. Fishing can be done from land on numerous places on the lake or by boat. There are also lots of options for Dining from great restaurants overlooking the lake to takeout, to the best ice cream place in the entire finger lakes region, Seneca farms, located only a short stroll from the house. If culture is what get you going, there are many museums, such as the Corning Glass Museum, the Curtiss Museum of flight, the Finger Lakes Boating Museum just to name a few. Also, Race Fans listen up.....we are only a twenty-five-minute drive from Watkins Glen International Speedway.brThese are just a few of the things to do all within a short drive from the house. Come spend your vacation on Beautiful Keuka Lake, you deserve it.

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$605.27

/ Nightly

Private Vacation Home

Crane Cove: 4 bedroom Lake Home on Keuka Lake

Penn Yan, New York, United States

Crane Cove is the quiet retreat on Keuka Lake that you have been yearning for. This 4 bedroom cottage is located on Keuka's East Bluff, tucked away in an opening in the trees on a small cove, with plenty of lakefront for enjoying all that the lake has to offer. brbr *Private lakefront and dockbr *Wooded settingbr *Additional guest house cottagebr *Outdoor firepitbr *Kayaks and SUPs available seasonallybr brCrane Cove comes with a main house which includes the 3 bedrooms in the main house and 2 bathrooms. There is a secondary smaller cottage, The Nest, just across the yard with it's own bedroom, bathroom, kitchen and living area, making this an ideal property for a multi-generational family group.br brFrom the driveway, you'll walk down and easy flight of gravel steps to the main entry of the home. The main living area/ dining room have a vaulted ceiling with windows overlooking the water. The dining room comfortably seats 10, flowing in to the living room with comfortable seating, tv, and a door that walks out onto the side patio with outdoor dining set.br brThe Kitchen is fully stocked with cookware and dishware and has a large kitchen island with bar stools as well as a lovely window seat tucked under the windows overlooking Keuka lake.br brThe main floor has a bedroom, with a Queen bed, and a full bath with a walk in shower. The upstairs has 2 bedrooms, both with Queen beds, and another full bath with a tub/shower. There is a large loft area on the second floor with a Twin/trundle bed that can be used as 2 Twins or converted to a King bed. The loft space also has a Love seat and a TVbr brThe front porch at Crane Cove is just lovely, several rocking chairs to relax in while watching the water lapping the shoreline. There is a firepit on the side yard for enjoying evening fires by the lake. br brThe house has a large green space tucked in around the house and sloping down to the lakefront. The secondary cottage, The Nest, is tucked behind a small fence offering a sense of privacy. There is a private dock and several kayaks, a canoe, and SUPs available for guests to use seasonally. Additionally, there is a marina right next door.br brThe Nest is the small secondary cottage located on the same property, on the other side of the fence, and has it's own set of stairs to the parking area. The Nest sleeps 2 more people and has a Double bed, a full bath with a shower and a full kitchen, along with a main living space containing a couch, small dining table and tv. brWe know you'll love the quiet and tranquility of Crane Cove and The Nest and look forward to hosting you!br br*Air conditioning is provided via central airbr*A limited amount of paper towel, toilet paper, soaps, is provided for each guest. brbr**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 10 guests allowed, additional guests will be asked to leave.br**Parking for 4 vehicles only.brbr**Guests are asked to initial a rental waiver, sent via email, immediately after bookingbr**Lake conditions are not guaranteed and are non refundablebrbr****DOCK USEAGE:brThis home has a seasonal dock which is not available for use from October to Mid-May. Seasonal docks are made for loading/offloading passengers only and cannot be used to secure watercraft overnight or for any length of time. 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 is often available for use from mid-May to October

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$1174.88

/ Nightly

Private Vacation Home

TreeTops, modern luxury overlooking Keuka Lake - Luxury Treehouse included

Penn Yan, New York, United States

TreeTops stands as a uniquely modern year-round haven of luxury, offering guests of NY’s Finger Lakes region an unforgettable blend of tranquility and carefully curated adventure in a vibrant wine and craft beverage scene. All guests all year enjoy complimentary tastings and a winery tour from a carefully curated list of wine and craft beverage hotspots. New in 2025 - the Luxury Treehouse!brbrTreeTops offers guests lavish indoor and outdoor havens including the Spa House, the Treehouse, the Overlook, and an expansive outdoor firepit creating the perfect backdrop for enduring memories any time of year, but the adventure doesn’t stop here. brbrNestled in the embrace of nature, the main house at TreeTops enjoys breathtaking sunsets painting the sky over beautiful Keuka Lake. Soaring above and included with your stay at TreeTops – the luxury Treehouse, another haven for those wanting to go deeper with nature. Treehouse utilities will be limited October through April.brbrThe experience is set upon 13 private acres of forest with a deep riverbed, stunning geology, and seasonal cascading falls. Meticulously designed by professionals, it achieves a harmonious balance with a calming minimalist touch.brbrStep inside the main house to discover a modern and expansive floor plan that seamlessly integrates with breathtaking lake views. This inviting home accommodates up to 8 overnight guests across three bedrooms. It has two full bathrooms and one powder room. There is a dining and living area on the main floor, and a kitchenette, bar, and living area on the lower level. It is a location and layout ensuring a comfortable and restful stay. brbrTreeTops boasts an expansive chef’s kitchen where staying in becomes an out of this world culinary adventure. The Bosch 800 Series appliances add a touch of sophistication and efficiency, making every cooking endeavor a pleasure. The open main floor creates a communal atmosphere that enhances the joy of preparing and sharing delicious meals.brbrBeside the chef's kitchen is a bespoke dining experience for ten with a sturdy oak table, mood lighting, and plush chairs for long meals and delicious memories together.brbrThe main floor living area has a captivating interplay of textures and a warm glow from the linear gas fireplace. An extra-deep rustic leather couch, four relaxing swivel chairs, three heartwood accessory stools, finished with bespoke poured concrete and reclaimed wood coffee tables.brbrExit the living room to the covered porch where you can share a meal at the table for 8, or unwind in the sitting area, where soothing sounds of the falls below and stunning vistas await. Overhead, IR heat extends your porch season.brbrThe lower level is thoughtfully designed, offering an ideal setting for lively game nights or the screening of your favorite movies. Adjacent to the living area is a hickory bar and kitchenette with full refrigerator, bar sink, and microwave. Two bedrooms are on the lower level – Stacked Dreams and the Quiet Corner Queen.brbrExit the lower level to an expansive stone patio with distinctive rock sculpture, thoughtfully crafted to provide a memorable backdrop for capturing cherished moments.brbrVenture farther to discover a fire pit and its ring of massive sitting stones. This is perfect for toasting marshmallows and recounting the day's adventures. brbrEmbrace the spirit of a woodsman before surrendering to the healing warmth of the Sauna House. The Sauna House is just steps off the covered porch. At the rear of the sauna, guests will find everything they need to fire the wood furnace and set a sublime stage for later.brbrOff the grid, yet not without creature comforts, the luxury Treehouse is another haven for those wanting to go deeper with nature. brbrThe loft sleeps two and the living room loveseat folds into a twin. Solar panels power the lights, pump, and 12 volt electrical system. Propane fuels the kitchen burners, vented furnace, and on-demand hot water in the shower. The bathroom uses a portable camping toilet and on-demand heated water for the shower. The Treehouse has a 75-gallon supply of water for the sink and shower; guests bring water for consumption. The Treehouse stays cooler in the forest understory, has a fan in the loft, and doesn’t use air conditioning. Maximum Treehouse occupancy is four and children must be accompanied by an adult at all times.brbrA tranquil retreat separate from the main house, the Overlook is another space to unwind, whether you're seeking solitude, a snooze, or a memorable place to picnic. Take in the sights and sounds of nature from Adirondack chairs or sit at the picnic table. The covered roof ensures shelter, allowing you to savor the outdoors even in a light rain, while solar lighting delicately illuminates your evening.brbrAdventure seekers might choose a gentle hike in the riverbed taking you past towering oaks and rock faces that gaze down upon a tapestry of tiny wet life. Guests of all ages can ascend the gully wall using the rope railing below the Overlook.brbrThere is parking for three cars and level gravel parking for your boat or snowmobile trailer - four wheel drive is strongly recommended for trailering and in winter conditions.brbrTreeTops is abound with modern and luxurious amenities including EV charging, commercial ice machine, espresso stations in the adult bedrooms, geothermal heating and cooling, radiant floor heat, and an automatic backup generator.brbrThe property is protected by two security cameras near the main entrance. No cameras are used indoors.

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$286.7

/ Nightly

Private Vacation Home

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

Penn Yan, New York, United States

Relax & Unwind in the Heart of the Finger LakesbrbrWelcome to our cozy retreat in Penn Yan, NY, nestled on a quiet hill surrounded by apple orchards and rolling vineyards. While there's a peek of Keuka Lake through the trees, the real charm here is the peaceful setting-perfect for sipping coffee on the porch, unwinding after a day of exploring, or just soaking in the fresh country air.brbrWe bought this home in fall 2024 and fully renovated the interior to create a comfortable and inviting space for guests. While the inside is completely updated, we're continuing to make improvements to the outdoor spaces. Our driveway is shared with the friendly business next door, but once you arrive, you'll feel tucked away in your own private retreat. We live just a few miles away, so if you need anything during your stay, we're always happy to help!brbrExplore & EnjoybrbrPenn Yan and the surrounding Finger Lakes region are full of things to see and do:brbrWineries & Breweries – Some of the best spots nearby include Abandon Brewing Co., Climbing Bines, Vineyard View, and plenty of other great wineries surrounding the lakesbrDowntown Penn Yan – A short drive away, you’ll find quaint shops, cozy cafés such as Amity Coffee, and great local restaurants.brWedding Venues – If you’re here for a wedding, venues like Crispin Hill, Esperanza View, and Belhurst Castle are all close by.brOutdoor Adventures – Hike or bike the Keuka Outlet Trail, rent a kayak, head down to Watkins Glenn, or take a scenic drive around the lake.brFarm Markets & Orchards – Depending on the season, you can pick apples and grapes at the nearby Apple Barrel, shop for fresh produce, or grab homemade treats from local farm stands.brbrWhether you're here for a weekend of wine tasting, a wedding, or just a quiet getaway, our home is a great place to relax and recharge. We’d love to host you—book your stay and come enjoy the Finger Lakes!brbrHarvest View is a recently renovated, modern home located in Penn Yan, NY, comfortably accommodating 6 guests, with arrangements available for up to 8 guests upon prior request. The main entrance is accessible via a ramp. The home includes 3 bedrooms—two on the main floor and one in the basement—and 2 bathrooms, both located on the main floor. The basement features a lounge area with a TV and ping-pong table, accessible from inside or via an exterior entrance.brbr*Early check-in may be allowed. No fee will be applied for the first hour before check-in. $25/hr in additional fees will be applied after the first hour. brbr*Amenities include a fully equipped kitchen (dishwasher, toaster, cooking essentials), central air conditioning, washer/dryer, Wi-Fi, and TVs on both floors. Outdoors, guests have access to a full deck with seating and a grill. brbr*Parking is provided for up to 4 vehicles. Please park in front of the parking signs. brbr*We kindly request that guests observe quiet hours from 10:00 PM to 8:00 AM out of respect for our neighbors.

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$961.87

/ Nightly

Private Vacation Home

Private Keuka Lakefront Classic Near Wineries

Penn Yan, New York, United States

Escape to the perfect lakefront retreat on the east shore of Keuka Lake. This charming property features two homes, providing plenty of space for the whole family. Each house is fully equipped with homey comforts and stunning lake views.brbrTHE BUNK HOUSE BY THE LAKE IS SEASONAL AND AVAILABLE MAY 1st - OCTOBER 31st. THIS BUNK HOUSE SLEEPS AN ADDITIONAL 6 GUESTbrbrBegin your day with coffee on the deck, enjoy relaxing afternoons by the seasonal dock ideal for docking up to 2 boats, and unwind around the fire pit in the evenings. Ideally located near renowned attractions.brbr This property is pet-friendly ( pet with fee up to 2 dogs.) 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

6

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3

Bath

9

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$543.95

/ Nightly

Private Vacation Home

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Penn Yan, New York, United States

The Green Duck is simply an easy house to be in. At the end of a private road, you'll find our charming 1 bedroom lake house- which includes a full kitchen and living room area with a bathroom (standup shower only). We have just added a luxurious cedar wood-fired hot tub for the 2025 rental season -we have tried it and it is divine! The house is equipped with washer and dryer! We like to keep all the screened windows open all summer and let the breeze keep the house cool, but if you need it, theres AC in the bedroom and the sun room that cools the whole place. There is working WIFI, DVD system, TV channels, but save that for a rainy day. You'll be spending most of your time outside on the deck or down on the beach and/or swimming dock. There are 2 kayaks for your use as well as some extra life jackets. Plenty of deck chairs for sitting or laying out in the sun. A great place for bird watching (bald eagles!) and fishing right off the dock! 2 fire raised metal fire pits (one on the beach and one in the yard) for those nighttime bonfires! This property is unique as we get both Sunrise on the lake and sunset over the hills of Fox Run Winery! One last thing - a charming and historic train runs next to the house. The train seems to have no set schedule, but seems to run very infrequently. Sometimes not coming for days on end and other times passing by up to 3 times in one day. We see this as part of the charm of the place- the train goes slow and the conductor will even sound the whistle for you if you wave at the train! All in all - this is the perfect house for a quiet, get-a-way - full of fishing, swimming, laying around, working on your new book, or a just a romantic rural experience! Oh, and if it gets too quiet - Historic Downtown Geneva is a 15 minute drive. There you can find gift shops, a cinema, The Smith Opera House, grocery stores, Linden Street, full of shops and great farm-to-table restaurants and a lakefront park.brbr*** This is a year round rental. We spent last winter here and made some great memories. I must say the place is stunning during all four seasons. We do ask the guests DO NOT use the wood stove (for safety reasons). The house is well insulated. There is electric heat (Thermostat), as well as some very advanced, high-end space heaters for the areas that don't heat up as well. If you would like to see some photos of the place in winter time, just ask and I will email them to you.

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$1640.14

/ Nightly

Private Vacation Home

Spectacular Vineyard Estate above KEUKA LAKE

Penn Yan, New York, United States

Perched on a hilltop above Keuka Lake in the heart of the Finger Lakes wine country sits an extraordinary hideaway, featuring a stunning 5000 Sq ft home built from a reassembled century-old barn with soaring 30' ceilings and an open free-flowing design that provides spectacular views of the lake and the vast rolling vineyards that surround this ultra-private 20 acres estate. Now home to more than 100 wineries, we welcome your to discover The Vineyard, and the unsurpassed beauty of the Region.brbrAs soon as you arrive and make your way down the long private drive that cuts through the property you're quickly consumed by the vast beauty of the vineyard and the gentle rise of hills that surround the lake. When you approach the house for the first time, you will immediately struck by its sheer size and grandeur. As guests are greeted by a set of towering glass entryways symmetrically matched on opposite sides of the building, deliver a stunning modern design element that allow you to view right through the massive space - Its spectacular.brbrAs you enter the house and experience the century-old native barn structure there's an immediate 'Wow' factor. Its not one thing, it's everything. Its subtle and understated, there's an elegant simplicity to the house that masterfully integrates old indigenous materials from the barn and century old wide-plank floors and beams with modern design elements that seamlessly blend together throughout the house that make it amazingly warm and inviting.brbrThe 5000 Sq ft residence has 4 bedrooms and a loft area with a spectacular open design, divided into two separate pavilions. The large main living space, built from the reassembled native barn structure, contains an expansive open living room with a large farm stone fireplace on the far end and a long 16 seat dinning room table in the center, the main master bedroom wing is located off the far end of the house. The other structure is a two-story guest pavilion that houses three secondary master guest suites each with their own bathrooms and living areas. The two structures form an L and are masterfully connected to a spectacular kitchen and covered porch that serves as the ultimate gathering spot in the house – the place everyone wants to be.brbrEverything about this house embodies the culture and lifestyle of the region - Its laid-back living, its casual, it’s a place to get away and recharge, and now more than ever, it’s a place to connect with family & friends, a constant invitation to share food, wine & conversation.brbrGuest accessbr100% of the house & 20 acre estatebrOther things to notebrThe Vineyard does not have Lake access, but Morgan Marina is the best marina on the lake and is less than 5 minutes away. There you're able to rent a boat and have complete access to the lake that host 1/2 a dozen restaurants, all accessible by car or by boat. brThe covered deck and outdoor area of this house flows off the magnificent kitchen that delivers expansive view of the vineyards and the lake, that includes and large open fire pit area and a new 8 person jacuzzi that looks out over the lake and vineyard offering spectacular sunsets - always a great place anytime of day or night!

5

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5

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12

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