Vacation rentals 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

2br Chalet with Hot Tub on a 30+ acre vineyard

Welcome to Whispering Pines, an immaculate 2 bedroom, 1.5 bath chalet on a vineyard overlooking Keuka Lake. Relax on a large, private deck equipped with a year-round hot tub while taking in the beauty of the surrounding vistas. At night, you will be treated to breathtaking panoramas of the celestial bodies above. Located within 10 miles from many wineries, breweries, restaurants, wedding & event venues and local attractions. Truly a unique place to enjoy all that the Finger Lakes has to offer.

FLX Wineries | Hot Tub | Fire Pit | 12 Guests

Make unforgettable memories at this inviting two-story farmhouse, located just four miles from the charming village of Penn Yan. Surrounded by serene countryside and peaceful natural beauty, this retreat offers the perfect blend of seclusion and convenience—ideal for those looking to relax, reconnect, and explore everything the Finger Lakes region has to offer. Spend your days discovering scenic hiking trails, visiting award-winning wineries, or exploring the nearby lakes and picturesque small

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.

Seneca Lake | Hot Tub | Lakefront

Escape to the Finger Lakes and experience your own private slice of lakefront heaven. Perfect for romantic getaways, girls’ wine weekends, or peaceful small family retreats, this thoughtfully renovated two-bedroom cottage pairs cozy charm with panoramic water views and unbeatable access to the region’s best wineries. 2 BR, 1 BA | Hot Tub + Private Dock + Fire Pit + Paddle Board + Kayak Minutes to world-class wineries, breweries & cideries 25 min to Geneva + Watkins Glen | 14 min to Penn Yan

30ft Camper nestled in the woods of Dundee, NY

The Grapevine Getaway is a 30ft Modern Camper nestled in the woods. Sleeps 2 adults (Queen size bed) & 2-3 children (full size sleeper sofa) comfortably. Full deck, table, chairs & BBQ grill included. Relax around the campfire (firewood provided)or take in the views with our walking path. Plenty of off-road / private parking. Electric, Sewer, Central Air, Refrigerator, Stove, Microwave, Electric Fireplace & WiFi Incuded. A little piece of heaven centrally located between The Finger Lakes.

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.

Artisan Earth Haven with Sunset Vistas

Step off-grid and into the Earth. Perched on the rolling Finger Lakes hills with sweeping sunset vistas this hand-sculpted marvel offers a rare kind of serenity. With clay walls, a living roof, and log frame, this cabin is a return to the elements. The artisan interior features a custom Murphy bed for a versatile daytime space and cozy nightly nest. Whether enjoying birdsong across 10 private acres of paths or stargazing from bed through the sky dome, this is a true nature lover’s haven.

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.

Squeaky clean private country setting

Pine Country Lodge is situated on a quiet country road and surrounded by woods and Mennonite farms, minutes away from world-class wineries, breweries and the beautiful Keuka Lake. Penn Yan is less than 5 miles away. Our 1 story home is ideal for a family of 6 or 3 couples. Enjoy a cup of coffee or a drink on the screened in porch and watch the abundant wildlife in the backyard. We have excellent Wi-fi but do not have a TV Sorry , no pets allowed