
Family-friendly vacation rentals in Milo
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Top-rated family-friendly rentals in Milo
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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.
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FLX 3- Lake View Wine Country Tiny Cabin
Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!
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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
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HUGE Covered Porch ON LAKE-Kayaks/Bikes/Air Hockey
ON THE BEACH offers all the comforts of home! No steps to entry! Right on the water! Dock, boat hoist, kayaks, and bikes! With 3 bedrooms and 2 baths, laundry, a fully stocked kitchen, WIFI, and big screen TV's, you'll feel comfortable immediately. The game room has an XBOX 360, Big Screen TV, & Air Hockey, plus a cozy fireplace. This year round home offers A/C plus ceiling fans in the summer and gas heat in the winter. Close to town, restaurants, wineries, breweries, distilleries, and skiing
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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.
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Experience Finger Lakes at The Best of Both Abode
Nestled on the main road just inside Penn Yan, Best of Both Abode is a split-level home in the heart of the Finger Lakes. About 30 minutes to Watkins Glen, Geneva, or Canandaigua. Dozens of wineries, amazing state parks, beautiful lakes, waterfalls, farms, breweries, shopping, and so much more all close by. The perfect place for couples, families, groups of friends, and traveling workers. Enjoy our spacious lawn and deck, or cozy up inside. We invite you to come make yourself feel at home.
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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.
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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.
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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.
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Kline's Cottage
Welcome to our Guest house.(Klines Cottage) Our Guest House is the perfect place for 2 or a family of 4. If your 2 adults looking to explore the Finger Lakes. This is the place to stay. With the wine trail at your finger tips. If your a family of 4(5 with an infant) look no futher this is the place to stay we have a Queen sofa bed that is located in the open kitchen living room.(with a prviate bathroom and laundry area) your kids won't want to leave after you check out the backyard.
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Winery Cabin- Sunset Lakeview
Experience comfort and convenience catered to your needs. This property was built specifically to mirror the requests of past guests. We want families to have plenty of space to relax and take in the stunning views of Seneca Lake. You will be located right on the Seneca Lake wine trail. Whether you are interested in outdoor activities like hiking, or you want to try local beer, wine, cheeses, or eateries, our unique location makes it easy for you!! We look forward to your stay with us!!!
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Charming Keuka Lake Home Away from Home
Enjoy the Finger Lakes region from this quaint Cape Cod style home located just steps from Keuka Lake. Fondly nicknamed the Blue Iris Inn, this private home offers plenty of living space, a very large kitchen, comfortable private bedrooms, spotless bathrooms, on-site laundry and abounding outdoor space complete with a patio and gas grill. We are in the heart of the Keuka and Seneca Lake Wine & Beer trails and the State Park with beach access is just around the corner. Adventure awaits!
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Popular amenities for Milo family-friendly rentals
Family-friendly home rentals with a hot tub

Bristol Hills Cabin
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Private Waterfront Home Wine Trail Hot Tub Dock
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Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets
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Railside Getaway.
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Lakefront House: Hot Tub, Kayaks & Fire Pit
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Finger Lakes Hilltop Chalet Relax, Unwind & Renew
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The Bar(n)- Cozy chalet with hot tub and campfire
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Grandpa-T’s Guest Cottage at Hawks Landing
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Family- and pet-friendly home rentals

1875 Renovated Schoolhouse with an Igloo!
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Scenic Wine Country Getaway: Family & Pet-Friendly
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Retreat w/ panoramic lake views on wine trail!
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Retreat @ Keuka Cabin
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Keuka Beach House - Glamping at its best!
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The Tiny House on the Prairie - QKA
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Lakefront &Wine Trails: Little Blue Cottage FLX
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Enjoy spectacular sunsets at The Chalet at Keuka!
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Family-friendly home rentals with a pool

Haven Woods, quiet house, minutes to Ithaca w/ AC
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Charming Pittsford Home-Indoor Pool-4 bedrooms
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Heated Pool, Hot tub, pickleball court.
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Comfy Ranch House with Pool 3BR/2BA
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Downtown Ithaca New Build – Award-Winning Stay
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Luxury lakefront apartment - and a private pool!
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Elegant Historic Suite — Balcony & Fireplace
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Turner Park Suite
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Destinations to explore
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- Family-friendly rentals Yates County
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- Family-friendly rentals United States
- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- Bristol Mountain
- Taughannock Falls State Park
- The Strong National Museum of Play
- Chimney Bluffs State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Rochester Institute of Technology
- Robert H Treman State park
- Fox Run Vineyards
- University of Rochester
- Three Brothers Wineries and Estates
- Memorial Art Gallery
- Cascadilla Gorge Trail
- Buttermilk Falls State Park
- Ithaca College
- Montezuma National Wildlife Refuge
- High Falls





