
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

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.

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.

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.

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.

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.

Seneca Lake Creekside Cabin A1- Pet Friendly
Experience the best of the Finger Lakes! Our private cabin at Sunset on Seneca offers the perfect retreat for wine lovers and families. Located just 300 yards from Seneca Lake and Lodi State Park, you’ll enjoy a quiet escape with access to campground laundromat and a basketball court. Sleeps 4 with a private bedroom, bunks, and a futon. Features AC/Heat, Wi-Fi, and a Smart TV. Enjoy nightly free firewood and sometimes weekend live music! One dog is welcome. Your lakeside adventure awaits!

Buttonwood - Private 25 Acres on the Wine Trail
A place to get away, think about nothing, and collect your thoughts. This cabin is situated on 25 acres of secluded and private land. The kitchen is stocked. You'll find reading materials, a record player, and a telescope to relax. Enjoy the pond, a fire pit, and the grilling area. Hike the trails & explore the property. The cabin is 7 miles north of Watkins Glen, on the Wine Trail, enjoy a getaway steeped in rich history, offering delightful cuisine, unique shops, and scenic strolls.

Seneca Lake A-Frame w/Stunning Views, Beach & Dock
Located in the heart of the Finger Lakes on the west side of Seneca Lake, this charming A-Frame cabin is perfect for a lakeside getaway. This open & airy retreat is in a desirable location right on the Seneca Lake wine trail. You'll enjoy sweeping panoramic views from any room in the house. Offering plenty of space to get comfortable in, some of our amenities include a large deck overlooking the lake, a beach cabana and a brand new dock. Relax, unwind and make yourself at home.

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.
Popular amenities for Milo family-friendly rentals
Family-friendly home rentals with a hot tub

Malthouse

Railside Getaway.

Hawks Landing - Your Romantic Getaway! New Pricing

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Secluded, Hot Tub, Fire Pit, Deck, Grill, Pets

Private Waterfront Home Wine Trail Hot Tub Dock

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

Lakefront House: Hot Tub, Kayaks & Fire Pit
Family- and pet-friendly home rentals

A-Frame on Keuka Lake

Adventure Awaits A-Frame

Pet Friendly Keuka Yurt

On Lake, Stunning Views, Sunrises, Pet Friendly!

The Tiny House on the Prairie - QKA

Sunflower Lodge

Little Red Ranch House

Enjoy spectacular sunsets at The Chalet at Keuka!
Family-friendly home rentals with a pool

kline's Luxury Suite

Comfy Ranch House with Pool 3BR/2BA

Charming Pittsford Home-Indoor Pool-4 bedrooms

The Green House

Seneca Carriage House

Heated Pool, Hot tub, pickleball court.

Luxury lakefront apartment - and a private pool!

Farmstay Scottland Yard-Hobbit House dogs welcome!
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
- Finger Lakes
- Bristol Mountain
- The Strong National Museum of Play
- Taughannock Falls State Park
- Watkins Glen International
- Chimney Bluffs State Park
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Fox Run Vineyards
- Robert H Treman State park
- Cascadilla Gorge Trail
- Three Brothers Wineries and Estates
- University of Rochester
- Buttermilk Falls State Park
- Ithaca College
- Montezuma National Wildlife Refuge
- Six Mile Creek Vineyard
- Sciencenter
- Finger Lakes Welcome Center
- Ithaca Farmers Market





