Vacation Home Rentals By Owner In Penn Yan, NY

Lake house with 4 bedrooms and 2 1/2 baths. Sleeps 10. 1 bedroom with queen bed, 1 bedroom with 2 full beds, 1 bedroom with twin and roll out cot, living room has a queen pull out sofa, lower level room has full size pull out bed. TV with 60+ channel in every room along with WIFI. Washer and dryer. Includes all linens and towels, pots, pans and dishes, coffee makers ( Keurig and a Mr. Coffee). Dock and boat hoist (4200 lbs) Screened in porch on beach level and patio on main level. Walk in level beach entrance. Gas Grill Fire pit Off street parking Air conditioned 2 miles from Penn Yan, New York

Keuka Lake House in Penn Yan, NY

Penn Yan, New York, United States

Bed

Bath

Sleeps

$315.37

Just 25 miles from Watkins Glen! Stay steps from Main Street in this 4-bedroom, 2-bath Victorian home—perfect for families and groups looking to enjoy Keuka Lake, the wine trails, and everything Penn Yan has to offer. With 2,500+ sq ft of space, this home blends historic charm with modern comfort.brbrStart your mornings on the front porch, unwind in the fenced backyard with a fire pit, or challenge the group in the bar room with a retro arcade table. The fully equipped kitchen, washer/dryer, and multiple seating areas make longer stays easy. Three bedrooms feature king beds, plus flexible sleeping spaces for larger groups.brbrWhen you’re ready to explore, you’re minutes from Keuka Lake, the Seneca Lake Wine Trail, Keuka College, and the Keuka Lake Outlet Trail for hiking and biking.brbrHome Highlightsbrbr- 3 Smart TVsbr- Amazon Alexa devicesbr- Dining room with large tablebr- Record playerbr- Porch + deckbr- Fenced yard with fire pitbr- Bar room with arcade game tablebrbrA comfortable, convenient home base for lake weekends, wine trips, and family getaways.

Victorian Home in Pen Yan ~ 1 Mi to Keuka Lake!

Penn Yan, New York, United States

4

Bed

2

Bath

8

Sleeps

$523.96

Private Outdoor Space | Easy Access to Wineries | 3 Mi to Keuka Lake State ParkbrbrIf your ideal getaway starts and ends by the water, this Penn Yan vacation rental has you covered from your morning coffee to your last sunset. Steps from the neighborhood marina, this 3-bedroom, 2-bath home gives you effortless access to everything lake life offers, whether it’s a swim, a launch, or a quiet spot to unwind. Anchor your stay on Keuka Lake and make lakeside memories that will last.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbrbrINDOOR LIVINGbr- TVbr- Dining tablebr- Open floor planbrbrOUTDOOR LIVINGbr- Deckbr- Seatingbr- Lake & mountain viewsbrbrKITCHENbr- Refrigerator, stove/ovenbr- Toaster, microwavebr- Cooking basics, dishware/flatware, trash bags/paper towelsbrbrGENERALbr- Free WiFibr- Central A/C & heat, ceiling fansbr- Washer/dryer, laundry detergent, iron/board, hangersbr- Linens/towels, shampoo, hair dryerbrbrFAQbr- 1 exterior security camera (facing driveway)brbrACCESSIBILITYbr- Single-story home, 3 steps to enterbrbrPARKINGbr- Driveway (4 vehicles)brbr-- THE LOCATION --brbr- Walkable to East Bluff Harbor: full-service marina on Keuka Lake w/ boat rentals br- 3 miles to Keuka Collegebr- 8 miles to Keuka Lake Wine Trailbr- 10 miles to Keuka Lake Outlet Trail: hiking & bikingbr- 20 miles to Seneca Lake Wineries/Breweries/Distilleriesbr- 30 miles to Watkins Glen State Parkbr- 47 miles to Elmira Corning Regional Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 3 steps to enterbr- Your safety matters. This property features 1 exterior security camera on the side of the home facing the driveway. The camera does not look into any interior spaces. It continuously records video and sound while guests are in residence

Keuka Lake Retreat Steps From Marina!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$568.36

UnWined Lakeside offers the ultimate Finger Lakes getaway, combining stunning lake views with modern comforts and luxury amenities. Located in the heart of award-winning wine country, this recently renovated home is perfect for families, friends, or couples seeking both relaxation and adventure, with Seneca Lake right at your doorstep and wineries, breweries, and dining just minutes away.brbrStep inside to find an open-concept living space filled with upscale lake charm. A wall of windows in the kitchen and dining area frames breathtaking lake views, creating the perfect backdrop while preparing meals or gathering for dinner. The modern kitchen features a center island, ample counter space, and a Keurig for easy mornings. The dining table and bench offer a cozy spot for meals, game nights, or sharing a bottle of Finger Lakes wine.brbrThe entry-level master bedroom includes a king-sized bed and thoughtful touches for a peaceful night's rest. Down the hall, the updated bathroom boasts clean white tile with vintage accents. Upstairs, two additional bedrooms feature a queen and two full-sized beds, along with a second bathroom with elegant tile and a glass shower. Every space is designed with comfort and relaxation in mind.brbrOutside, enjoy a beautiful shale stone beach perfect for sunbathing, launching kayaks or paddleboards, and easy access into the gentle waters of Seneca Lake. Little ones can safely splash in the shallow water while adults relax nearby. Gather around the lakeside firepit in the evenings for s'mores and starlit conversations. The 60-foot permanent dock is ideal for fishing or docking a boat, with an electric lift accommodating up to 2,500 pounds.brbrUnWined Lakeside is ideally located for exploring the Finger Lakes region. Hike the iconic Watkins Glen Gorge to experience waterfalls up close, visit charming Geneva for dining and shopping, or tour the many nearby wineries and breweries. The property is also conveniently close to Hobart and William Smith Colleges.brbrThis home combines lakeside charm, modern amenities, and a prime location to create a retreat you'll never forget. Whether sipping your morning coffee with lake views, enjoying a sunset paddle, or relaxing by the firepit, UnWined Lakeside provides the perfect setting for creating lifelong memories.brPlease note that railroad tracks run behind the property.brbrBook your stay at UnWined Lakeside today and experience the beauty, relaxation, and adventure of 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.

UnWined Lakeside: Remodeled Lakefront Home

Penn Yan, New York, United States

Bed

Bath

Sleeps

$517.95

Welcome to Edgewater Escape, a bright and welcoming Finger Lakes vacation rental located right on the beautiful shores of Keuka Lake. This charming vacation home is the perfect retreat for families, friends, or couples looking to unwind in a peaceful lakeside setting while still being close to all the excitement the Finger Lakes region offers.brbrStep inside and you'll find a well-appointed kitchen featuring plenty of storage space and a large counter with bar-style seating—ideal for gathering while preparing meals or sharing stories from your day's adventures. The kitchen opens into a cozy living room filled with natural light from large windows that frame stunning lake views. Here, you can relax on comfortable seating, watch TV, or simply soak in the peaceful atmosphere. A handy half bathroom and a stackable washer/dryer complete the first floor, adding convenience to your stay.brbrUpstairs, three inviting bedrooms await: two with queen beds and one with a full-size bed, all designed to offer a restful night's sleep. The full bathroom features a tub and shower combo, perfect for freshening up after a day of outdoor fun. A door upstairs leads out to exterior stairs that provide easy access to the parking area.brbrOutside, the highlight of this vacation home truly shines. A wrap-around deck offers plenty of space to lounge and enjoy morning coffee or evening sunsets. Just a few steps from the deck, you'll find a fenced-in lawn and a private dock that stretches 10 feet into Keuka Lake. Whether you want to fish, sunbathe, or simply savor the breathtaking water views, this outdoor space is your personal slice of paradise.brbrLocated just minutes from local favorites like Olney Place deli and market, and only 15 minutes from the lively town of Penn Yan with its fantastic restaurants, bars, and seasonal events, Edgewater Escape blends peaceful lakeside living with easy access to area attractions. Book your stay today and experience the best of the Finger Lakes in this lovely vacation rental!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.

Edgewater Escape - Beautifully Remodeled Cottage on Keuka's East Side!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$856.25

Welcome to Crooked Lake Lodge, your luxurious home-away-from-home on the shores of Keuka Lake. This spacious Adirondack-style retreat was designed for relaxation, connection, and the simple joy of lake life. Whether you're planning a family getaway, a couples' retreat, or a trip with friends, this stunning property offers the perfect blend of rustic charm and modern comfort—right in the heart of the Finger Lakes.brbrStep inside and take in the warm wood finishes, vaulted ceilings, and incredible lake views that define this home. The gourmet kitchen is fully equipped with high-end appliances, granite countertops, and a center island range, making meal prep a pleasure. Gather around the large farmhouse-style dining table in the great room, or enjoy a casual breakfast overlooking the water.brbrThe great room is truly the heart of the home, with its soaring ceilings, stone fireplace, and oversized windows framing the shimmering lake. Two sets of French doors open to a wraparound, covered porch, where you can sip your morning coffee, listen to the waves, or unwind at sunset with a glass of Finger Lakes wine.brbrThe primary suite offers a peaceful retreat with a four-poster king bed, two-sided fireplace, and a spa-like ensuite bathroom featuring a whirlpool tub and separate shower. Just beyond the bedroom, a private screened-in porch invites you to start your morning slowly or end the night under the stars.brbrUpstairs, the guest suite above the garage provides a cozy space with a king bed, two twin beds, and its own full bath—perfect for families or friends who want extra privacy. The lower level features two more bedrooms, a family-friendly game and movie room with a 52-inch TV, fireplace, and walkout patio with a four-person hot tub overlooking the lake.brbrOutside, you'll find a natural shale beach, seasonal dock, and fire pit for evenings by the water. Lounge on the deck, swim, or simply enjoy the views—this is lakefront living at its best.brbrConveniently located near Penn Yan and the Keuka and Seneca Lake Wine Trails, Crooked Lake Lodge offers the perfect Finger Lakes experience—peaceful, scenic, and unforgettable.brbr**PLEASE NOTE THAT THE ATTACHED GARAGE IS NOT AVAILABLE FOR GUEST USE OR VEHICLE PARKING.**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.

Crooked Lake Lodge: Adirondack-Style Lodge on Keuka Lake!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$720.09

Penny Lane is a spacious, inviting home on Keuka's East Bluff neighborhood. Located just a few minutes from the Village of Penn Yan, this home is ideal for a summer vacation or a spring/fall getaway. The home was built with views of Keuka Lake from all of the bedrooms and main living areas and has a lovely 2 story dock over the water.brbr *Private lakefront br *Lakeside deckbr *Two story dockbr *View of the lake from every roombr *Lower level family roombr brOn the main floor is an open living space with large kitchen, dining area and Living room. The Kitchen is stocked with cookware and dinnerware and has a large island for additional dining. The Living room has comfortable seating, a tv, and patio doors out on the small side patio where the gas grill is located (the interior fireplace in the living room is not in working condition and cannot be used by guests). From the dining area, there are large windows looking out over the lake, making it easy to dine while enjoying the views of the water. The patio doors from the dining area go out onto a small balcony where you can enjoy a few moments of quiet in the rocking chairs. br brThere is a large Primary bedroom, with a King size bed, on the main floor with windows overlooking the lake. The main floor bathroom is across the hall and has a tub/shower along with large vanity and double sink.br brOn the upper floor there are 2 bedrooms and another full bath....Bedroom 2 has a Queen bed and Bedroom 3 has a Double/Full size bed. Each of these bedrooms has their own smart TV for guests to enjoy a show from their cozy bed. The full bath on this floor has a tub/shower and is across the hall from Bedroom 2.br brThe Lower level has a large open Family Room area with a tv, sleeper sofa, spacious desk/office area and an additional bedroom and bathroom. The bedroom on the Lower level has a bunk bed with each bunk being a Double/Full size bed, and large windows overlooking the lake. The Lower level full bath has a tub/showerbr brFrom the Lower level Family Room you can walk out onto a small patio and down the landscaped stairs to the dock. The dock has two levels and, from the house, you'll walk down onto the top level of the dock where you can find outdoor seating and a gas firepit. From the top level of the dock there is a flight of stairs to the lower dock where there are 2 whip systems for tying up water equipment. There is a kayak available for guests to use as well. The lower level of the dock also connects to the large outdoor deck area that overhangs the lakefront and where you can enter the water for swimming. Penny Lane has beautiful and expansive views of Keuka Lake from the upper level of the dock and you'll love watching the sun set from here!br*This home does have a flight of stairs from the parking area to the main entry door. If you have mobility issues, please be aware that you will need to navigate a flight of stairs to access the homebr br*Air conditioning is provided with central air.br*A limited amount of paper towel, toilet paper, soaps, is provided for each guest. brbr**We ask that renters to be over the age of 25. By booking you agree with this policy and comply with the request that the renting party is over the age of 25. br**No pets or animals allowed br**No parties allowed br**Smoking prohibited br**Parking for 3 vehicles only!brbr**Lake conditions are not guaranteed and are non refundablebr**Guest must comply with maximum occupancy at all times, no exceptions. No more than 10 people are allowed on the premises at any time, and excess guests will be asked to leave.brbr**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

Penny Lane: 4 bedroom lake home on Keuka Lake, large sun deck

Penn Yan, New York, United States

Bed

Bath

Sleeps

$264.47

Written in the StarsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWith a cozy front porch and a spacious deck, this two-story home offers plenty of space to relax outdoors. Fire up the gas grill and enjoy an afternoon cookout. A partially fenced backyard provides added privacy while you dine. There's more room to prepare meals in the home's well-equipped kitchen, which features a bar area with seating. The adjacent dining room offers extra space to share meals. Spend your mornings sipping coffee in the sitting area and end your days with a movie night on the living area's smart TV.brbrOutdoor adventure awaits at nearby Red Jacket Park or Keuka Lake State Park, where you can hike scenic trails, fish in the open waters, or go for a refreshing swim. For winter enthusiasts, Bristol Mountain is less than 30 miles away and offers some of the best skiing in the area. Just a short walk to Main Street, and you'll be able to enjoy all the best restaurants and the brewery. Stop by one of the many nearby wineries for tastings and tours. Don't forget to check out the seasonal First Friday Farmer's Market and the big 4th of July fireworks display in Branchport.brbrTHINGS TO KNOWbrStreaming is available using your own accounts.brThe full kitchen does not have a 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.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 4 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.

Dog-friendly home with washer/dryer, outdoor dining & grill - walk to town

Penn Yan, New York, United States

3

Bed

Bath

8

Sleeps

$381.11

Welcome to Fun in the Sun, your ideal Keuka Lake escape just steps from Penn Yan's charming downtown, Red Jacket Park, and Morgan's Marine. This beautifully maintained home offers everything you need for a relaxing and memorable stay in the heart of the Finger Lakes.brbrInside, the open-concept layout is perfect for gathering with family and friends. The cozy living area features comfortable seating and a fireplace—great for unwinding after a day on the lake. The bright kitchen offers plenty of space for cooking and conversation, with warm wood countertops and all the essentials you'll need. A large dining table seats eight, and sliding glass doors open to the lakeside deck for outdoor dining and grilling with a view.brbrThe main level features two bedrooms, each with a queen bed, and a shared full bath. Downstairs, you'll find a second living area with two twin beds—perfect for kids or extra guests—a private queen bedroom with lake views, and a convenient half bath. A washer and dryer make longer stays easy and comfortable.brbrStep outside to enjoy your private lakeside paradise. The spacious deck overlooks the water, while the small grassy yard and natural beachfront are perfect for relaxing in the sun or wading into Keuka's gentle waves. A seasonal dock makes it easy to swim, fish, or launch a kayak.brbrLocated right at the edge of Penn Yan, Fun in the Sun offers quick access to the Keuka and Seneca Wine Trails, local restaurants, and charming lakeside shops. Whether you're sipping wine, hiking the Keuka Outlet Trail, or simply soaking in the views, this home has everything you need for an unforgettable Finger Lakes getaway.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.

Fun in the Sun - Walk Into Town on Keuka's East Side

Penn Yan, New York, United States

Bed

Bath

Sleeps

$730.62

Welcome to Willow Landing, a charming ranch-style Finger Lakes vacation rental overlooking Keuka Lake. This spacious vacation home offers beautiful lake views, five bedrooms, and plenty of room for your family and friends.brbrEnjoy convenient parking right beside the home before stepping inside to a bright great room with hardwood floors, ceiling fans, and a large 55-inch HDTV. The updated kitchen features a large island with seating, perfect for casual meals or chatting with the chef while cooking.brbrThe master bedroom has a king bed, walk-in closet, and private bath with a shower, along with stunning lake views. Two more queen bedrooms and a full bathroom complete the first floor.brbrDownstairs, the finished walk-out basement offers a large recreation room with ping pong, two additional bedrooms, and another full bath. Step outside to your private 190-foot lake frontage, dock, and walk-in beach access — perfect for relaxing, swimming, or enjoying a cozy fire pit as the sun sets.brbrLocated near East Bluff Harbor Marina, Penn Yan, Keuka College, and the Keuka Lake Wine Trail, Willow Landing is the perfect vacation home for your Finger Lakes getaway. Book your stay now!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.

Willow Landing - Enjoy Breathtaking Sunrises on Keuka Lake!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$1182.18

Experience the perfect Finger Lakes getaway at Lake Shore Lodge, a spacious lakefront home on the beautiful East Bluff of Keuka Lake. Whether you're planning a family reunion, a group retreat, or just a relaxing escape, this home offers plenty of room for up to 16 guests year-round.brbrFrom October through April, enjoy five cozy bedrooms, four bathrooms, and a charming sleeping loft. During the warmer months, May through October, the seasonal lakeside guest house opens, adding an extra bedroom and bathroom, giving you even more space to spread out.brbrStep inside and be greeted by huge picture windows that showcase stunning lake views from sunrise to sunset. The open-concept great room features oversized sofas perfect for relaxing after a day of exploring or unwinding with loved ones. A fully equipped kitchen with oak cabinetry and ample counter space makes cooking easy and fun—don't forget to pair your meals with some local Finger Lakes wine!brbrRainy days won't slow you down here—a game room with a ping pong table is perfect for friendly competition, and a cozy loft space with twin beds and a library offers a quiet retreat. The lower level also features a second kitchen and living area, providing extra space for your group to spread out comfortably.brbrOutside, enjoy two spacious lakeside decks with plenty of seating, a swing set for the kids, and a “Kids Club” halfway down the stairs to the lakefront. The private shoreline includes 163 feet of breakwall and a seasonal dock, ideal for fishing, swimming, or soaking up the sun.brbrLocated close to award-winning wineries, breweries, and the Keuka Lake Outlet Trail, Lake Shore Lodge offers endless opportunities for adventure and relaxation. Whether you want to explore the local sights or simply enjoy the serene lake views, this home has everything you need for an unforgettable Finger Lakes vacation. Book your stay today and make Lake Shore Lodge your home away from home!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.

Lake Shore Lodge: Spacious Keuka Lake Retreat!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$1016.2

Welcome to The Grape Escape, your perfect home base for exploring the Seneca Lake Wine Trail! Tucked away on a quiet, dead-end road, this beautiful modern lakefront home blends luxury, comfort, and incredible views—ideal for families, couples, or groups looking to relax and reconnect in the heart of the Finger Lakes.brbrFrom the moment you arrive, you'll feel the peaceful energy of this lakeside setting. The property has parking for up to four vehicles, plus a Level 2 EV charging station to keep you ready for every adventure. Step inside and you're immediately greeted by wide-open lake views and a bright, spacious great room designed for gathering. Large picture windows frame Seneca Lake, filling the space with sunlight by day and a cozy glow from the gas fireplace by night. The plush sofa, ambient lighting, and wall-mounted fountain make this the perfect place to unwind after a day of exploring.brbrThe fully equipped kitchen is ready for any culinary occasion—whether it's morning pancakes or a wine-paired dinner. You'll find stainless steel appliances, granite countertops, and plenty of seating at both the breakfast bar and the large dining table overlooking the water. Sliding doors lead out to one of several decks where you can sip coffee, enjoy an alfresco meal, or watch the boats drift by.brbrTwo inviting queen bedrooms on the main level share a full bathroom with a combination tub and shower, and there's also a convenient half bath near the living area. Upstairs, the master suite is your own private retreat. It features a king-size bed across from a fireplace, a comfortable sitting area with lake views, and a luxurious bathroom with a walk-in shower and separate soaking tub—plus another fireplace for cozy evenings. Step out onto your private balcony to enjoy the quiet sunrise over Seneca Lake.brbrThe lower level is made for fun. A spacious rec room features a pool table (with a ping pong option), foosball table, and a comfy lounge area with a TV—perfect for movie nights or a friendly game tournament. This level also includes a bedroom with two twin-over-double bunk beds and a full bathroom with a shower, making it a great space for kids or extra guests.brbrOutside, 100 feet of natural lake frontage invites you to play and relax. Swim, fish, paddle, or sunbathe on the dock's lounging deck as you take in the stunning views of Seneca Lake.brbrWhen you're ready to explore, you'll be surrounded by some of the best wineries and breweries in the region. Climbing Bines Brewery, Anthony Road Wine Company, and Fox Run Vineyards are just minutes away. For dining, shopping, or local attractions, you're a short drive from Watkins Glen, Geneva, and Penn Yan.brbrWhether you're here for a wine tour, a family getaway, or a relaxing lakeside escape, The Grape Escape offers everything you need for a memorable stay in the Finger Lakes.brbr**Limousines and Shuttle Buses are prohibited on this section of Perry Point due to there being no turn around. If you've planned a wine or beer tour, please choose an alternate pick up location.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.

The Grape Escape - Contemporary Style Living on Seneca Lake!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$1004.3

The house is great, sleeps 8, but you will probably spend most of your time in the Outdoor Kitchen. It is such a treat! 100' of shale beach, dock & boatlift, double kayak & rowboat provided to make your stay a fun one. There are 3 separate bedrooms and a small loft, which is located above the living room. Two full baths are on public utilities which means no issues! The beds are great, the provided linens and towels are new and high-end. This property is located on the Lower East Lake Road which is great for walking, biking and taking slow drives around the lake. Wineries are nearby and have excellent vintages. Game closet indoors and a huge storage bin for outdoor games tucked into the trees. Bring on the badminton! The south end of the property has a very large parking area. The cabana on the beach gives you a welcome break from the sun. Come....enjoy!

SPACE & privacy on Keuka with a fabulous house, outdoor kitchen, lawn, & beach!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$179.2

Wake up to the rooster crowing, the chickens clucking, the cows mooing And the beautiful sunrise on the balcony as you enjoy your morning coffee.brThe sunsets are amazing. Enjoy looking and watching the animals. We have assortment of miniature animals. Check out our website Www.mylittlefarmmurphy.com or follow us on Facebook My Little Farm

Barn Loft Living at My Little Farm

Penn Yan, New York, United States

Bed

Bath

4

Sleeps

$2086.5

Nestled along the shores of Keuka Lake, this remarkable timber-frame estate redefines waterfront living with a blend of elegance, comfort, and breathtaking scenery. Set on a sweeping acre of manicured lawn, Good Times invites guests into a world where modern indulgence meets timeless craftsmanship.brbrBathed in natural light and framed by soaring windows, the great room is the heart of the home—a breathtaking blend of rustic charm and refined elegance. Towering timber beams and a magnificent floor-to-ceiling stone fireplace create a warm, inviting atmosphere, while expansive views of the lake blur the line between indoors and out. Thoughtfully arranged seating invites intimate conversations by the fire or quiet moments of reflection with nature as the backdrop. Both grand and welcoming, this space embodies the perfect balance of luxury and comfort.brbrFor those who love to cook and entertain, the gourmet kitchen is a dream, thoughtfully designed with professional-grade appliances and a butler's pantry that makes hosting effortless—whether it's a casual breakfast or a dinner to remember.brbrWith a cozy fireplace and direct access to the stone terrace and hot tub overlooking the lake, the primary suite on the entry level feels like a retreat of its own. The ensuite, spa-inspired bath proves to be the ultimate space to unwind, complete with a copper soaking tub.brbrUpstairs four beautifully appointed bedrooms create private sanctuaries, each with its own distinct character.brbrIn the loft overlooking the great room, enjoy a rainy evening in, and play a game of shuffleboard!brbrThe estate's outdoor spaces are just as extraordinary. A sprawling patio, partly shaded and partly open to the sky, is perfect for long summer evenings or crisp autumn mornings. Down at the water's edge, days unfold with ease—whether gathered around the fire pit, catching rays while laying on the dock, or watching children delight in the cool waters of Keuka Lake.brbrEvery detail of Good Times is designed with both luxury and sustainability in mind. It's a place where relaxation, adventure, and connection all come naturally.brbrThough this exquisite retreat offers everything you need for a memorable getaway, its prime location also makes it the perfect gateway to the Finger Lakes. Just minutes away, the charming village of Penn Yan beckons with boutique shops, inviting restaurants, and the famous Seneca Farms Ice Cream. Wine enthusiasts can savor the Keuka Lake Wine Trail with stops at Rooster Hill, Barrington Cellars, and Keuka Spring Vineyards, while craft beer lovers will find local flavor at Laurentide Beer Company and Lake Life Brewery.brbrWhether you're planning a family celebration, a corporate retreat, or a well-deserved escape, this lakefront estate offers an unforgettable setting. Here, every moment feels elevated, every view inspires, and every stay leaves you dreaming of the next 'Good Time.'brbrPer New York state and county regulations, the occupancy for this property is strictly limited. The maximum occupancy stated on this listing is the number of guests allowed on the premises at any given time, including infants and children. This includes both day and overnight guests, no exceptions.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.

Good Times: Exquisite Lakefront Estate!

Penn Yan, New York, United States

Bed

Bath

Sleeps

$622.75

Escape to Willow Tree Cottage, a charming year-round retreat on Keuka Lake that's been beautifully remodeled and featured on HGTV's Lakefront Bargain Hunt! Just minutes from downtown Penn Yan, this cozy three-bedroom, two-bath home offers the perfect balance of lakeside relaxation and easy access to local attractions.brbrThe main floor features a bright, open layout with a fully equipped kitchen, dining area, and spacious living room overlooking the lake. Enjoy the warmth of the electric fireplace and stunning lake views from sunrise to sunset through the sliding glass doors that lead directly to the water.brbrUpstairs, you'll find three inviting bedrooms and a full bath. The master bedroom includes a king bed and breathtaking lake view, while two additional bedrooms—one with a queen bed and one with twin beds—comfortably accommodate families or small groups.brbrStep outside to enjoy 65 feet of level lakefront, complete with a seasonal dock and a gentle slope into the water, perfect for swimming or launching a kayak. Relax beneath the willow tree on the shaded patio with a glass of local wine or enjoy a meal outdoors while the sun sets over the lake.brbrLocated just two miles from downtown Penn Yan and close to the Keuka Lake Wine Trail, this lakeside gem is the ideal home base for exploring the Finger Lakes. Whether you're visiting wineries, attending a wedding, or simply seeking peace and quiet, Willow Tree Cottage offers everything you need for a memorable getaway.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 under 65 lbs each allowed maximum and $100 plus tax non-refundable pet fee applies per dog.

Willow Tree Cottage: Cozy Lakeside Escape with Private Dock

Penn Yan, New York, United States

3

Bed

2

Bath

8

Sleeps

$411.84

Enjoy this restored Victorian home! Only minutes to both the Seneca and Keuka Lake wine and beer trails and walking distance to shops, dining and nightlife in the town of Penn Yan, and minutes to the Keuka Outlet Trail.Outdoor amenities include a large private yard, hot tub, fire pit, grill,rear patio and front porch. Inside you will find five bedrooms, two full bathrooms, two parlors,large eat-in kitchen, fireplace, two stairwaysand beautiful refinished original hardwood. Home comes with full-size washer & dryer, AC, WiFi and large Smart TV and city water. The town of Penn Yan has a lot to offer to include the Burnt Rose Wine Bar, Amity Coffee Co., 18th Amendment Kitchen ;Cocktail Bar and Parker's Grille, all within a short walk. Enjoy the wine trails by day and Penn Yan at night (without having to jump back in a car),and maybe a dip in the hot tub to cap things off. Public swimming and lake access can be found nearby at Red Jacket Park on Keuka Lake. *The default rate is based on 2 guests. There is an extra charge per guest per night after the 2nd guest - max 10 guests (this includes those staying and visiting). *Large parties, events or gatherings are not permitted. *Pets are not allowed at this property. No exceptions. brbrAmenities not shown on Glampinghub: Cooking utensils, Vacuum cleaner, Private Terrace (2)

Incredible Cottage with Hot-tub in Penn Yan, New York

Penn Yan, New York, United States

Bed

Bath

Sleeps

$644.0

Keuka Lake peninsula. Wake up to beautiful sun rises and on the east branch of Keuka Lake. 3 bedroom, 2 full bath house, large kitchen and living areas with lots of room for 2 families. Additional space for sleeping in common area. Plenty of parking. Own private beach and campfire area. Dock space to park boat up to 25 ft long. 3 Kayak, rafts, gas grills and fully stocked kitchen. 10 min drive or 20 min boat ride to Penn Yan with many great restaurants and shops. Many wineries in the area and 45 min drive to Watkins Glenn

Sunrise Shores- Quiet Keuka Lake Ranch, Private Beach, Dock, Beautiful Views

Penn Yan, New York, United States

Bed

Bath

Sleeps

$570.28

Escape to this charming two-story farmhouse, perfectly situated just 7 miles from Penn Yan. Surrounded by peaceful countryside and natural beauty, this inviting retreat offers the perfect balance of quiet seclusion and convenient access to local wineries, charming towns, and scenic landscapes. Whether you’re here to unwind or explore, this farmhouse is a true home away from home.brbrAccommodationsbrThe home comfortably sleeps 10 guests across four spacious bedrooms:brbr2 king bedsbr1 queen bedbr1 bunk with twin bedsbrbrThe open-concept kitchen is fully equipped for preparing group meals, with ample counter and cupboard space. Gather in the large living room to play games, relax, and enjoy quality time together. brbrPLEASE NOTE: Due to religious beliefs, there are no TVs in the house, encouraging quality time and screen-free fun.brbrOutdoor FeaturesbrStep outside to your private outdoor oasis:brExpansive yard perfect for kids to run and explorebrFire pit for evening gatheringsbrHot tub for relaxing under the starsbrScenic trail out back for a nature walkbrbrThe Grill is a gas grill, there are tanks there, but we do not supply or regulate the propane in them.brThis 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 youbrbrThis farmhouse is ideal for family getaways, friend reunions, or a peaceful escape to the Finger Lakes. Enjoy comfort, space, and screen-free fun in a truly unique setting.

Private FLX Retreat | Hot Tub | Pet Friendly

Penn Yan, New York, United States

4

Bed