Vacation rentals with outdoor seating in Milo

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Crows nest lake view flat

Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka Lake is accessible thru Red Jacket Park and visible from the property, but not directly on the water. There is a sidewalk from the property to town for Guests who prefer to walk, approximately 1 mile to Village center

Overlooking beautiful Keuka: Sunrise to Sunset!

A self-contained apt right in the heart of the beautiful Finger Lakes. Close to Keuka College, parks, restaurants, museums, trails, wineries, and kayak/bike rentals. Room for boats/trailers. Self-check in with lock box Super clean, lower apartment features a private entrance. It has a large bedroom with a comfortable king size bed, convertible to two twins, upon request. Twin/mattresses on floor can sleep up to 2 children ($15 ea) or 1 more adult($40)per night Private bathroom with shower.

Sunset Paradise, Hector N.Y.

Come and enjoy the stunning sunsets and vista views from your private patio to “get away from it all”. ALL NEW CONSTRUCTION created from the ground up with every detail in mind. Enjoy the spacious 1 bedroom home with queen and additional queen sofa bed in the living room to allow for a more comfortable fit. Minutes to top winery’s and wonderful restaurants! Included is a stocked coffee bar for early mornings and a fire-pit for sunsets and late evenings. Great for 4 adults or a family getaway!

Cozy Cottage Sauna, Private Dock & Walk to Dinner

Settle in to Serenity on Seneca at this beautiful lakeside escape with a new sauna! This romantic couples getaway or family-friendly lakefront gem is perfect for those looking to explore the local wine country or brewery scene, incredible hiking/natural beauty, and many attractions nearby. With a winery and two restaurants/bars walking distance from the property and several wineries within a few mile radius, this is the perfect home base to discover what the Finger Lakes region has to offer.

Blūm on the Hill Cottage in the Finger Lakes

Enjoy a peaceful stay in our cottage located just over 2 miles from the quaint village of Penn Yan on Keuka Lake. Relax in the newly renovated 2 bedroom, 2 full bath home with a fully equipped dine-in kitchen, spacious living room with electric fireplace, and dining room. Enjoy the fresh air on the back deck with Keuka Lake peeking through the trees. Take in the sites of the many trails, vineyards, breweries and state parks in the area during your stay. So just relax, you're on lake time.

Country cottage

A cozy cottage located on a rural crossroad right in the heart of the finger lakes. Just off the wine trail with wineries close by. 15 min from watkins glenn and 5 min from dundee. The huose has 2 bedrooms upstairs, each with a queen sized bed and a recliner. Downstairs is a fully furnished kitchen including k-cup coffee maker, microwave and kitchen stove. A large bathroom with a bathtub and shower. Laundry room with washer and dryer. Living room with couch and recliners.

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Quiet Guesthouse near Keuka Lake and Penn Yan!

Welcome to our cozy guesthouse! Nestled in the Fingerlakes Region of New York, it's the perfect place to rest after a day spent exploring our beautiful lakes, wineries, hiking trails, and so much more. Our guesthouse is located 2 minutes away from the Keuka Outlet Trail, 5 minutes from Penn Yan and Keuka Lake, and just minutes away from several local wineries. In the winter, we love to visit Bristol Mountain Ski Resort, 45 minutes from us! We can't wait to host you!

Beautiful Keuka Lake home close to Penn Yan.

Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.

Heart of the Fingerlakes Wine Country

Our special place sits upon 5 quiet acres on the majestic Seneca Lake. With the large wrap around porch, you will get lost in this beautiful setting while sipping on a glass of wine from many of our local Wineries. On the inside the first thing you will notice is the open floor plan, granite counter tops, and wall to wall windows with views for days. This property sleeps up to 6 guest, has 2 bedrooms up stairs and a large day room that can act as a 3rd.

The Onyx Chalet by Keuka Lake

Keep it simple at this peaceful and centrally-located place. Our Chalet is a newly remodeled house on the edge of Penn Yan within sight of Keuka Lake. Seasonal lake views and beautiful sunset skies. A stones throw from Morgan Marine and Red Jacket park. Walking distance from restaurants and a public beach. Master bedroom on main floor with queen bed and access to bathroom. Two bedrooms upstairs and large bathroom. Comfortably sleeps 6-8 people.