Holiday rentals in Milo

4.97 out of 5 average rating, 518 reviews

Flat in Penn Yan

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

4.99 out of 5 average rating, 225 reviews

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.

4.95 out of 5 average rating, 183 reviews

Guest suite in Penn Yan

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.

4.98 out of 5 average rating, 126 reviews

Cottage in Penn Yan

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.

4.86 out of 5 average rating, 174 reviews

Tiny home in Penn Yan

Hollow Hills Tiny Home

Brand new double lofted Tiny Home on wheels located upon a private country hillside. Overlooking the hills of Keuka Lake, guests can enjoy radiant sunrises, knowing they are just minutes from the local wine trail/ breweries, Crispin Hill Wedding Venue, Apple/ Grape picking, the list goes on! While enjoying a cup of coffee, guests can take in a quiet and tranquil morning, all while being just a half mile from the Village of Penn Yan. Stay connected with our wifi, or just relax by the fire!

5 out of 5 average rating, 239 reviews

Guest suite in Dresden

Finger Lakes Wine Country Suite

Beautifully restored 1875 village home 2 blocks from Seneca Lake, in the heart of wine country. Our quaint village is centrally located on Seneca Lake where over 50 wineries/breweries await you. Keuka outlet trail is a few blocks away- use our bikes to explore gorgeous waterfalls and trails. Your spacious private suite has a separate entrance and porch all to yourself with mini frig,microwave and Keurig. along with an en suite bathroom. The Copper Barn next door has additional lodging.

4.7 out of 5 average rating, 187 reviews

Flat in Penn Yan

2nd Fl. Studio Walkable In town no cleaning fee

1870 Historic Victorian 2nd floor studio with separate kitchen. No smoking or vaping inside of the unit please. No parties. Guests need to climb deck stairs and inside staircase to access apartment. Steps from downtown, near wineries, breweries, restaurants. Locally owned family home with pets. Stove, microwave, blender, toaster, refrigerator, coffeemaker. Propane BBQ grill Queen, single day bed trundle underneath (all beds in the same room) Free wifi, Netflix, Roku tv, YouTube tv

4.89 out of 5 average rating, 238 reviews

Country Corner Cotttage Inviting and Cozy

GREAT opportunity to lock in your preferred dates. Book Early! Don't miss out. Escape the madness. Enjoy FINGER LAKES WINE COUNTRY. Great home base. Spacious inside /Out . FIRE PIT w/ WOOD . Great bIking . Many activities nearby. Watkins Glen State Park- Hike the Glen, Nascar Events, Corning Museum, National Women's Hall of Fame, Curtis Museum of Aviation , Pottery Trail, Niagara Falls wineries, breweriesand distilleries. STRICT cleaning protocol ALWAYS.

4.92 out of 5 average rating, 233 reviews

Cabin in Penn Yan

Penn Yan/Keuka Lake/Wine Trail, Outlet Trail Cabin

2016 Cabin borders the Keuka Lake Outlet/Trail. The Keuka Lake Outlet is the waterway that runs from Keuka Lake to Seneca Lake. The Outlet trail is a 6+ mile walking/biking trail with great views, waterfalls, etc. Cabin has heat/A.C, microwave, refrigerator, coffee pot, USB charging outlets for cell phones. Outdoor cook grill and fire pits for campfires. If more sleeping capacity is needed let us know ahead and we can park our camper there for you (added fee)

4.97 out of 5 average rating, 108 reviews

Guest house in Penn Yan

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!

4.98 out of 5 average rating, 224 reviews

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.

4.9 out of 5 average rating, 136 reviews

Cottage in 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.

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Other great holiday rentals in Milo

4.97 out of 5 average rating, 36 reviews

Cozy Village of Penn Yan Home, Near Keuka Lake

McKaylaRating, 5 stars5 months ago

We stayed at Jeremiah’s place for a birthday and New Years Eve trip. The place was perfect for our group and my pup loved it too! It was very spacious and had everything we needed. Plenty of towels too which was a huge plus and the washer and dryer was great for a muddy mishap There’s so much to do in town and great options for eating and Amity for coffee is a must! There are a bunch of local parks I was able to take my dog too as well that he loved. We really enjoyed our time on Lake Keuka!

5 out of 5 average rating, 18 reviews

Escape to Heart of Finger Lakes!

AnnaRating, 5 stars7 months ago

Clean house with comfy beds and couch. Perfect location, only a couple mins from all the bars and restaurants. We would def recommend! Benjamin was super helpful and responded to my texts very quickly.

4.97 out of 5 average rating, 71 reviews

Cabin in Rock Stream

Buttonwood - Private 25 Acres on the Wine Trail

Ryan 33Rating, 5 stars1 week ago

This has been one of the best experiences that my wife and I have ever had. Edgar was very proactive and thorough in his directions and instructions. The cabin is very peaceful and cozy. We could have stayed forever just reading on the porch or at the table inside by the window. Just about everything you would need is provided or available on the property. We look forward to returning in the future!

5 out of 5 average rating, 36 reviews

Home in Himrod

Lake Liv’n Ultimate Lake Escape

RebeccaRating, 5 stars2 weeks ago

Although we only stayed for a short while, we loved spending time with our infant at the lake house. Very beautiful view, many nearby hiking trails. We also enjoyed the campfire and some of the local restaurants

4.89 out of 5 average rating, 64 reviews

Cottage in Himrod

Brand New 2 Bedroom Cottage on Seneca Lake

ShannonRating, 5 stars2 days ago

We had a great girls weekend Jessie’s place. It was clean, comfortable and decorated nicely. There was more than enough room for 5 of us. The kitchen area was large and functional - we brought our own food cooked our own meals each night. It was just a short walk down to the lake… bonus was the lakefront restaurant / bar with a big outdoor deck and live entertainment. It was an easy drive to many local wineries. I would love to return and would highly recommend.

4.97 out of 5 average rating, 75 reviews

Home in Jerusalem

The Best Getaway on the Keuka Lake Wine Trail

AdamRating, 5 stars6 days ago

We very much enjoyed our stay at David’s home. The interior is fully renovated with all amenities as described- a rare find for multi-family space requirements and lake-front access.

5 out of 5 average rating, 53 reviews

Stunning Keuka Lake Home! Kayak, SUP, Fish, Swim

MattRating, 5 stars4 weeks ago

The stay started with walking into an amazing open living room with large windows that looks out into the water. The feel, the space, and the view is even better than what the pictures try to capture. We had dinner right in town and it was just over 5 minutes away. The kiddos really enjoyed the paddle boards and littke kayaks, we went everyday, sometimes twice. Beautiful place, great getaway. Grateful for this stay, and would come back again!