
Family-friendly holiday rentals in Milo
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Top-rated family-friendly rentals in Milo
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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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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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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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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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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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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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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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Keuka Gully Cabin
Traveling small? inquire for discount! 10 Acres 2 Trails 4 Breweries and wineries within 5 min 1 Wood burning stove 2 Zone MrCool 4 Bedrooms 5 Lake views 1 washer/dryer 1 Superhost As you drive up the semi-private road, you'll wind through picturesque vineyards and serene woods, arriving at your quiet cabin. The property boasts a tranquil gully, perfect for relaxing, hiking, and simply enjoying nature. The charming Village of Penn Yan is just around the corner, waiting for you to explore.
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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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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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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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Popular amenities for Milo family-friendly rentals
Family-friendly home rentals with a hot tub

The Bar(n)- Cozy chalet with hot tub and campfire
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Lakefront House: Hot Tub, Kayaks & Fire Pit
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Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets
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Malthouse
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Private Waterfront Home Wine Trail Hot Tub Dock
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Railside Getaway.
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Cherry - Safari Tent with Queen Bed
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Grandpa-T’s Guest Cottage at Hawks Landing
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Family- and pet-friendly home rentals

Pet Friendly Keuka Yurt
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Retreat w/ panoramic lake views on wine trail!
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On Lake, Stunning Views, Sunrises, Pet Friendly!
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Wine Base Camp (Small dog friendly)
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Keuka Beach House - Glamping at its best!
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Lakefront &Wine Trails: Little Blue Cottage FLX
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The Tiny House on the Prairie - QKA
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1875 Renovated Schoolhouse with an Igloo!
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Family-friendly home rentals with a pool

The Green House
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Seneca Carriage House
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Turner Park Suite
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Comfy Ranch House with Pool 3BR/2BA
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Farmstay Scottland Yard-Hobbit House dogs welcome!
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Heated Pool, Hot tub, pickleball court.
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Downtown Ithaca New Build – Award-Winning Stay
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Elegant Historic Suite — Balcony & Fireplace
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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
- Watkins Glen International
- Chimney Bluffs State Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- 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
- Montezuma National Wildlife Refuge
- Ithaca College
- High Falls
- Six Mile Creek Vineyard





