Sails and Sunsets

Rating 4.9 (27 Guest Reviews)
Bedroom 3 bedrooms
Bathroom 2 full baths
Guests 6 guests
Pets Allowed Pets Allowed

  • Lake: Keuka Lake
  • Location: Lakeside
  • Square Feet: 1900
Location

GET ONE NIGHT FREE!

Get one night free when you book 3 or more nights. You must arrive between 1/13/26 and 4/30/2026.  Don’t miss this limited-time offer—secure your stay today!

Use promo code STAY3FOR2 at checkout to save today!

*Offer expires 04/30/2026 and you must book your vacation between 01/13/2026 and 04/30/2026.

Location

Galentine’s Weekend

Cayuga Lake wine trail

February 13th, 2026 OR February 14th, 2026

Galentine’s Weekend is all about celebrating friendship, laughter, and treating yourself. Whether you’re toasting to your ride-or-dies, taking a break from the daily grind, or simply craving a girls’ day out, this event pairs perfectly with your vibe.

  • 🥂 A souvenir wine glass

  • 🍹 A cocktail or spritzer at every winery (mocktails for the DDs!)

  • 🍷 Three additional wine tastings per stop

  • 🧀 Snack-style bites inspired by the viral #GirlDinner trend. Think cheese, crackers, fruit, pickles, chips & more!

  • 📖 A recipe book to recreate your cocktails, spritzers, or mocktails at home

  • 🎁 A bingo-style ticket that enters you into a luxury spa giveaway — because self-care is always in style.


Tickets: $25 a single | $20 a DD

  • DD Ticket Available ($20) (includes food and non-alcoholic options at each stop).

Add your tickets at check out when you book your vacation rental. You will receive an e-ticket for each ticket purchased after booking.

Your starting winery will be Cayuga Ridge.

*Offer expires 02/14/2026 and you must book your vacation between 02/12/2026 and 02/16/2026.

Location

Pinch & Pour

Cayuga Lake Wine Trail

February 21st & 22nd, 2026

Embark on a flavorful journey along the Cayuga Lake Wine Trail, where each winery will highlight a unique spice-inspired pairing. From the cozy sweetness of cinnamon to the earthy depth of cumin, the zesty bite of ginger, or the comforting warmth of paprika, you’ll discover how spices transform food and wine in surprising ways. With each stop offering its own twist, this event is your chance to explore bold, unexpected flavors that turn winter into a feast for the senses.

Each ticket includes:

  • 1 spice-inspired wine & food pairing at every winery
    Each winery is assigned a unique spice that inspires their featured bite and is gifted as a take-home spice jar (one per ticket).
  • 3 additional wine tastings per stop
  • A different spice jar at each stop — matches the winery’s featured spice
  • A printed recipe book with all featured spice pairings
  • A souvenir wine glass to take home
  • Price includes all 10 participating wineries: Buttonwood Grove Winery, Cayuga Ridge Estate Winery, Hosmer Winery, Lucas Vineyards, Montezuma Winery, Six Eighty Cellars, Six Mile Creek Vineyard, Sheldrake Point Winery, Swedish Hill Winery, Thirsty Owl Wine Co.

Tickets: $85 a couple | $55 a single

  • DD Ticket Available ($35) (includes food and non-alcoholic options at each stop).

Add your tickets at check out when you book your vacation rental. You will receive an e-ticket for each ticket purchased after booking.

Your starting winery will be Cayuga Ridge.

*Offer expires 02/22/2026 and you must book your vacation between 02/19/2026 and 02/23/2026.


Location Location

Description Description

Sails & Sunsets is a beautiful Finger Lakes vacation rental located on the east side of Keuka Lake, directly across from the Bluff. This vacation home offers one of the widest stretches of water on the lake, providing panoramic views of the bluff and all three branches of Keuka Lake. With such a prime lakefront location, guests enjoy a perfect blend of relaxing scenery and endless opportunities for area activities.

The gently deepening water along the shoreline makes this property ideal for families with young swimmers, and the small beach offers a safe and fun spot for children to play. The lawn is a “barefoot lawn,” free of chemicals, inviting guests to kick off their shoes and feel the cool green grass beneath their feet. This quiet cove attracts local wildlife, including bald eagles that frequent the area, creating a serene natural setting for your vacation.

For those who enjoy outdoor exercise, the quiet country road behind the cottage leads uphill for two miles to the stunning Silsbee Road Overlook, a breathtaking vantage point offering some of the best views of Keuka Lake. During the fall, this walk is especially enchanting as you pass by vineyards heavy with ripe grapes. The peaceful lake road is also ideal for leisurely strolls, and nearby Penn Yan features the Keuka Outlet Trail, a beautiful spot for biking, hiking, or cross-country skiing in winter.

Sails & Sunsets provides a perfect balance of activity and relaxation. Inside, the home offers wireless internet and two TVs equipped with ROKU streaming devices, so you can enjoy your favorite shows and movies even during quiet evenings or rainy days. The home is thoughtfully decorated with a cozy holiday spirit, featuring a decorated tree from Thanksgiving through New Year’s, making it a welcoming spot for festive gatherings.

The walk-out basement opens to a spacious lower deck measuring 25 by 50 feet. This large indoor space serves as a playroom with a ping pong table, an extra futon, and a table and chairs for board games, offering plenty of entertainment for guests of all ages. Outdoors, two decks provide options for sun or shade, both located just steps from the lake’s edge.

Every room in Sails & Sunsets is elegantly furnished, with many handcrafted pieces by local Mennonite artisans. The bedrooms prioritize comfort, featuring top-quality Beauty Rest mattresses. One bedroom showcases a hand-hewn lodge pole pine bedroom suite from the Northwest, adding rustic charm. A semi-private loft includes a queen-size Beauty Rest futon and scenic lake views, as well as an antique table and chairs for quiet moments of relaxation.

The Keuka Yacht Club sits directly across the lake, and guests can enjoy watching sailboat races on summer weekends. The area offers plenty of nearby attractions, including the charming villages of Hammondsport and Penn Yan, Watkins Glen State Park, the Windmill Farm and Craft Market, Mennonite-operated produce stands, and museums like the Glenn Curtiss Museum of Aviation and the Corning Museum of Glass. Golf enthusiasts can find courses within a short drive, while Watkins Glen International Race Track and State Park are just 30 minutes away.

Parking is available for up to four vehicles, and the property allows two dogs, making it an excellent choice for families and pet lovers seeking a lakefront vacation home in the Finger Lakes region. The 50 feet of natural lake frontage includes a 3-by-50-foot dock, though boats longer than 19.5 feet are not permitted. The level lot offers easy access to the lake via 12 steps, and water comes from a filtered and treated lake source.

Sails & Sunsets is a wonderful Finger Lakes vacation rental that combines lakefront beauty, comfortable accommodations, and proximity to exciting outdoor activities. Whether you’re here to unwind, explore local attractions, or spend quality time with loved ones, this vacation home offers everything you need for an unforgettable getaway. Book your stay today and experience all that Keuka Lake has to offer.

Two kayaks and necessary life preservers for adults and children are available for use.

Per 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.

Note: 
1. Smoking is not allowed in any rental property. This includes vaping and e-cigarettes. 
2. Homes are not handicap accessible, unless stated in the description.
3. 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.
4. 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.
5. 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.
6. Outdoor amenities, including furniture, watercraft and firepit are not available between October 15 - May 15.


Property Details Property Details
  • Boat Lift: Not Available
  • Lake Frontage: 50' (Natural)
  • Nearest Launch: Keuka Village
  • Vehicle Parking: 4 Spaces
  • Pet Restriction: 2 Dogs Allowed
  • Dock: 3' x 50' (Boats longer than 19 1/2 feet are not permitted)
  • Slope of Lot: Level
  • Steps to Beach: 12
  • Stairs to Property: 12
  • Sewer: Septic
  • Water Source: Lake (Filtered/Treated)

Bed and Bath Bed and Bath
  • Bedroom 1 - Queen - First Floor
  • Bedroom 2 - Double (2) - First Floor
  • Bedroom 3 - King - Second Floor
  • Loft - Futon Bed - Second Floor (Futon is a Queen)
  • Bathroom 1 - Toilet,Combo Tub Shower - First Floor
  • Bathroom 2 - Toilet,Combo Tub Shower - Second Floor

Amenities 37 Amenities
  • Accessibility Wheelchair Inaccessible
  • Boat Whips ( 19' (Max Length))
  • Coffee Maker
  • Deck Patio Uncovered ( Upper and Lower Decks Available)
  • Enhanced Cleaning Practices
  • Grill ( Propane)
  • Internet ( Wireless)
  • Iron
  • Iron Board
  • Microwave
  • Minimum Age Limit ( 25)
  • Non-motorized watercraft ( 2 Kayaks)
  • Oven
  • Refrigerator
  • Stove
  • Television ( ROKU Streaming Only)
  • Toaster
  • Blender
  • Central Air
  • Dishwasher
  • DVD player
  • Heating
  • Linens provided
  • Ping Pong Table
  • Smoking Not Allowed
  • Stereo
  • Towels provided
  • Washer/Dryer

Reviews Rating 4.9 (27) Reviews
Rating 5
Bring our family together in one place.
Elizabeth W - Stay Date: 9/7/2025
Rating 5
Sails and Sunset is on the best location on the lake.
Carmen K - Stay Date: 8/23/2025
Rating 5
We love quiet mornings doing puzzles and listening to the lapping waves.
Kaitlin P - Stay Date: 8/16/2025
Rating 5
Spending time by the lake and relaxing.
Jane S - Stay Date: 8/9/2025
Rating 5
Great weather during our stay!
George B - Stay Date: 8/2/2025
Rating 5
The view from the porch- both levels- just breathtaking- and the sound of the lapping water.
Sue J - Stay Date: 7/12/2025
Rating 5
Total relaxation!
Scott W - Stay Date: 6/28/2025
Rating 5
Having our local family from PennYan and Dundee come to visit us, celebrate our son's birthday, "baptize"" Aussie pup named Keuka in Keuka Lake, play with our almost 2 yr. old grandchild, watch the Lightning regatta, SWIM in the lake, paddle the kayaks, get pizzas from The Switz. Lots of favorite memories, too many to choose just one!"
Lynette M - Stay Date: 6/21/2025
Rating 4
We have visited this particular rental in the past and remember they had 2 lounge chairs on the deck. These have been missing the last few times and it would be great to have other seating options on the deck- particularly ones that you could elevate your feet.
Catherine - Stay Date: 7/20/2024
Rating 5
Sails and Sunsets is an absolutely beautiful home on the water. The view of the Bluff is out of this world! The house and the amenities made our vacation one to cherish and remember. My family and I are already planning to make a reservation there again next summer. We are also considering renting the cottage for a long weekend this Fall. Sails snd Sunsets is a little piece of Heaven on Earth!
Jane - Stay Date: 6/22/2024
Rating 5
This was our 3rd time renting this vacation home and it was wonderful, as always.
Very roomy, comfy, with great lighting and awesome views. There are plenty of things to do in the area, and it's also a beautiful rental to just stay and relax. The owners are wonderful as well. Very well equipped with all that you need to cook and enjoy your stay. A tv would be a nice addition to one of the downstairs bedrooms.
Karen F - Stay Date: 10/1/2023
Rating 5
The house meets all of our vacation needs!
We love Sails and Sunsets and have been staying there for years.
John R - Stay Date: 10/12/2023
Rating 5
Great place all around.
Beautiful, spacious, well maintained home in a great location, walking distance to two of the best wineries on Keuka and close to Hammondsport.
Patricia L - Stay Date: 11/10/2023
Rating 5

Great place. It was clean and well stocked. It provided kayaks and life vests which were great. We met the owners and they were so kind. It was walking distance to two wineries. We had a wonderful time.

Christina L from Sinking Spring, Pennsylvania - Stay Date: 8/12/2023
Rating 5

This was our 17th year at this house.  We obviously love it!  

Joanne V from Fairport, NY - Stay Date: 8/26/2023
Rating 5
My family enjoyed our stay at the Sails and Sunset. The house was clean and spacious. Very nice view!
Mitos C - Stay Date: 11/24/2022
Rating 5

Our second year renting this home. Fantastic location; love the view. Fishing and swimming are great. Owner is very nice.

Brian V from Cranford, New Jersey - Stay Date: 6/27/2020
Rating 4
November 2019 Stay

Our 27 year experience with Premier Properties never disappoints. The properties are accurately advertised and the add- on fees are justified to have clean well maintained properties and quick responses when needed. The reservation process is efficient.

Patty H - Stay Date:
Rating 5
July 2017 Stay

We had a marvelous time at Sails and Sunsets. The cottage was a perfect size for us and the amenities we're also perfect. We enjoyed the neighbors and having the owners nearby was a plus.

Margaret B from Penfield - Stay Date: 7/22/2017
Rating 5
We had a wonderful time. The house is so comfortable and equipped with everything you need. We loved sitting and looking at the beautiful lake with the marvelous sunsets. I highly recommend staying at Sails and Sunsets!
Jeannine from New York City NY - Stay Date: 7/9/2020
Rating 5
At this property, you can have your cake and eat it too! The location on the lake is perfect for reducing any trip you may need to journey, from a boat ride to your favorite fishing spot to a drive to one of the lakes many wineries, and everything in between. The home is perfect in many other ways as well. It is maintained and always in great shape. The walk out basement comes in handy whether loading the tubing equipment or needing to keep your four legged friend happy. Finally, the views here are the best on the lake. The view of the Bluff is one of the best on the entire lake. I can say that I have made Sails and Sunsets an annual part of every summer with my family. I know you won't be disappointed.
Mike D. from Downington PA - Stay Date: 7/2/2016
Rating 5
Everyone I dealt with was professional and friendly! This property exceeded our expectations! Beautiful, clean and wonderful view!!! I hope we can come again!
Lori from Douglasville PA - Stay Date: 5/13/2016
Rating 5
This was by far the best house we have ever rented as far as the quality of the home, the cleanliness, upkeep, and overall convenience and setting. There was adequate furniture for the whole family to relax on that was comfortable, clean, and solid. The beds and mattresses were comfy and quiet with no disturbing squeaks or lumps. The kitchen appliances were modern, clean, and worked flawlessly. There was adequate cookware and utensils that were all good quality. The gentle slope to the lake made it very easily accessible, and the gravel beach made it easy for us to use our kayaks every evening. The lake level entrance through the concrete floored basement turned out to be a great convenience, allowing fishing off the dock every dawn and dusk without disturbing the entire house! The parking was level, big enough to load and unload kayaks and gear, and convenient. It was nice to be on the small private lane off the main road, amongst the locals. It made it feel like living in a quiet neighborhood on the lakeshore, unlike a typical commercial rental property. Great fishing in Lake Keuka was a big plus. When we come back, we will definitely arrange to rent this house again! Overall A++ rating!
Denise from Wadsworth OH - Stay Date: 6/7/2014
Rating 5
Perfect weekend and perfect place to stay!!! We can't wait to come to this area again!!!
Donna from St. Mary - Stay Date: 5/26/2012
Rating 5
We absolutely loved the place and our stay. Are very interested in coming back next year!!
John from Rochester NY - Stay Date: 7/28/2012
Rating 5
This home absolutely has one of the best views on the lake. All in all we enjoyed our stay immensely.
Ken from Depew NY - Stay Date: 10/20/2012
Rating 5
Just loved the property. Any of your staff that I had contact with from the booking process to the time of departure were professional and helpful and courteous. I would highly recommend Finger Lakes Premier Properties. You do a great job.
Karen from Ontario Canada - Stay Date: 2/15/2013
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