Vacation rentals in Milo

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Top-rated vacation rentals in Milo

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Chalet in Penn Yan
4.94 out of 5 average rating, 167 reviews

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

Guest favorite
Home in Penn Yan
4.92 out of 5 average rating, 36 reviews

Wine Trail | Game Room | Fire Pit | Sauna/Hot Tub

Make lasting memories in this cozy two-story farmhouse, ideally located just four miles from Penn Yan. Surrounded by peaceful natural beauty, this retreat offers a perfect balance—seclusion and serenity with convenient access to the stunning Finger Lakes region. Discover picturesque landscapes, renowned wineries, and the welcoming charm of nearby towns. Whether you’re looking to relax or explore, this farmhouse is your ideal home away from home. The open-concept kitchen is well-equipped for pre

Superhost
The living room features a comfortable seating arrangement with a leather sofa and a rocking chair. A stone fireplace is centered on the wall, above which a television is mounted. Soft natural light filters through sheer curtains, creating a warm ambiance.
Home in Penn Yan
4.99 out of 5 average rating, 254 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.

Top guest favorite
A pathway leads to a lakeside cottage bathed in the warm glow of a sunset. Lush greenery and colorful flowers frame the front, while the tranquil waters of the lake reflect the vibrant colors of the sky. A covered outdoor seating area is visible on the porch.
Cottage in Himrod
4.97 out of 5 average rating, 161 reviews

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.

Top guest favorite
A view of a lakefront property illustrating a well-maintained yard with green grass and a dock extending into clear water. An American flag gently flutters near the house, while several outdoor chairs and loungers are arranged for relaxation. Lush trees form a backdrop against a clear sky.
Home in Dundee
4.98 out of 5 average rating, 159 reviews

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your beautiful lakefront getaway! This year-round home on the FLX WINE TRAIL has 75' of LAKEFRONT and nice amenities. 3BR+sleeping loft/2BA+outdoor shower. The 4-SEASON covered PATIO/outdoor kitchen & dining enhances your experience any time of year! Enjoy the 4-person HOT TUB w/ TV. 60’ dock w/ electric BOAT LIFT, bar, seating area and fire pit. Steps to lake and ladder on dock. FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs/$25 each/night.

Top guest favorite
A single-story cottage is set among lush greenery, featuring a welcoming front entrance with a blue door. The well-maintained yard includes vibrant shrubs and trees surrounding the home, with a large garage visible to the right, adding to the property’s charm.
Cottage in Penn Yan
4.99 out of 5 average rating, 172 reviews

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.

Superhost
Home in Penn Yan
4.83 out of 5 average rating, 203 reviews

Retreat w/ panoramic lake views on wine trail!

Gather your crew & unwind at this peaceful, centrally located retreat - perfect for wine weekends, brewery tours & cozy nights in. With equal-sized bedrooms, a clean, stocked kitchen & a spacious deck made for group hangs, it has everything you need! ⭐ "Perfect home base for our wine trip - equal rooms, plenty of space, and so peaceful after a full day out!" ✓ Centrally located for wine & brewery hopping ✓ Equal-sized rooms & open group-friendly layout ✓ Deck for coffee, cocktails

Guest favorite
A serene lakeside view features soft clouds illuminated by warm sunset hues, reflecting on the calm water. Docks with boats are visible along the shoreline, framed by lush greenery and distant hills, creating a tranquil atmosphere.
Cottage in Penn Yan
4.91 out of 5 average rating, 107 reviews

Enjoy spectacular sunsets at The Chalet at Keuka!

The Chalet at Keuka is a lake lover's dream! Right on the water, you can enjoy panoramic views and beautiful sunsets on the spacious deck, or in one of two Florida rooms! You're in the heart of Finger Lakes, and a short drive from wineries, breweries, restaurants and parks. We allow up to two small breed dogs (up to 10 lbs), or one large breed dog. A couple of things to note: There are stairs leading to, and inside the cottage. Also, for guests over 6' 2", a few of the doorways are low.

Guest favorite
Home in Penn Yan
4.96 out of 5 average rating, 47 reviews

Seneca Lake | Lakefront | Hot Tub

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 water views and unbeatable access to the region’s best wineries. 2 BR, 1 BA | Hot Tub + Private Dock + Fire Pit + Paddle Boards + Kayaks Minutes to world-class wineries, breweries & cideries 25 min to Geneva + Watkins Glen | 14 min to Penn Yan

Top guest favorite
Apartment in Penn Yan
4.97 out of 5 average rating, 134 reviews

Route 54 Relic in Penn Yan.

1880's home now 3 units. Built when steam ships still piloted Keuka. Penn Yan can be accessed by sidewalk from here (approx 1 mile to center), steps from Red Jacket Park at Keuka Lake on one side, Seasons on Keuka Lake on the other. Close to Keuka Outlet Trail, on the Keuka Lake wine trail, and between Main Deck restaurant and Rt 54 (WE ARE NOT WATERFRONT). There is plenty to do between shopping in Penn Yan, hiking the Outlet, or going on a wine tour around Keuka and/or Seneca Lake.

Top guest favorite
The kitchen area features modern appliances, including a refrigerator and microwave, alongside a granite countertop. A wooden shelf displays dishware and cooking utensils, while a window allows natural light to fill the space. The rustic wood ceiling complements the white shiplap walls.
Guesthouse in Penn Yan
4.98 out of 5 average rating, 172 reviews

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!

Top guest favorite
A serene lakeside home is positioned on a gently sloping green hill, featuring a spacious deck that overlooks the water. Surrounding trees provide a natural setting. The structure showcases large windows, allowing for abundant natural light and expansive views of the lake.
Home in Penn Yan
4.98 out of 5 average rating, 291 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.

Popular amenities for Milo vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Milo?

    Stays in Milo are often recommended around the lakeside and in rural neighborhoods, where you can enjoy creekside views or vineyard settings. For a locally rooted experience, look for properties near the town center or among the surrounding farmland.

  • What are the best things to do in Milo with kids?

    Kids often enjoy outdoor play spaces, lakeside picnics, and guided nature walks in Milo. Fruit-picking, animal encounters at farms, and interactive local museums are frequently suggested family-friendly activities.

  • What are some of the best things to do in Milo?

    Explore winery tours, hike lakeside trails, and visit area museums or art spaces in Milo. Outdoor recreation, farmers’ markets, and community events are popular ways to experience the area's culture and scenery.

  • How is the weather in Milo?

    Milo experiences cold winters with temperatures ranging from 18 to 35°F (-8 to 1°C), while summers reach 60 to 83°F (16 to 28°C) with more rainfall. Spring and autumn have milder temperatures and are popular for outdoor activities.

  • When is the best time to visit Milo?

    Late spring through early autumn is often recommended for milder temperatures and vibrant outdoor scenery. Harvest festivals and winery events are popular in autumn, while summer features lush landscapes for lake activities.

  • What are the best places to visit in Milo?

    Explore area wineries, nature preserves, and local parks around Milo. Historic sites, lakeside trails, and seasonal farm markets are frequently suggested for visitors interested in regional culture and outdoor activities.

  • What are some hiking trails in Milo?

    Milo has wooded trails in area parks and along lake shores, with gentle paths suitable for all ages. You can also explore larger preserves just outside town for longer hikes among forests and rolling landscapes.

  • What are some family activities we can do in Milo?

    Families can explore lakeside parks, nature trails, and local farms for hands-on activities in Milo. Seasonal festivals, animal encounters, and outdoor picnics are frequently suggested, along with visits to nearby museums and arts centers.

  • What are some of the best day trip ideas from Milo?

    Day trips from Milo often include visiting the larger Finger Lakes for boating or touring additional wineries. Nearby historic towns, local museums, and scenic nature preserves are frequently suggested for a full day adventure.

  • Are there any pet friendly accommodations available in Milo?

    Milo has pet friendly stays, with many hosts welcoming travelers and their animals. You can often find rentals with access to outdoor spaces, making it easy for pets to enjoy the surroundings.

  • What are some local tips for visiting Milo?

    Locals suggest exploring small roads for hidden wineries, visiting farm stands for seasonal produce, and checking community boards for pop-up events. Layered clothing is wise, and it’s common for hosts to share area recommendations.

  • What is Milo known for?

    Milo is known for scenic landscapes, vineyards, and its location near the Finger Lakes. The area has agricultural traditions, locally rooted wineries, and outdoor activities centered around lakes and nature preserves.

  • What are the best hidden gems to explore in Milo?

    Discover quiet creekside paths, small local galleries, and family-run farms around Milo. Off-the-beaten-track wineries and historic rural churches add unique touches to the area’s landscape.

  • What are the best foods to try in Milo?

    Local cuisine in Milo frequently highlights farm-fresh produce, artisanal cheeses, and wines from nearby vineyards. Home-style baked goods and traditional Finger Lakes dishes are also commonly featured in area restaurants and markets.

  • What should I bring for a trip to Milo?

    Pack layers for shifting temperatures, as Milo has cooler winters and warm summers, plus comfortable walking shoes for outdoor explorations. A rain jacket can be helpful, especially during spring and autumn, along with sunscreen for sunny days.

  • What is the nightlife in Milo like?

    Nightlife in Milo is relaxed, with local taverns and wineries providing evening social spaces. Live music, tastings, and casual gatherings are often found in nearby venues and community spaces.

  • What are the most popular events or festivals in Milo?

    Milo and the surrounding Finger Lakes region often host wine tastings, harvest celebrations, and agricultural festivals during late summer and autumn. Seasonal markets and arts fairs are also commonly held throughout the year.

  • Are there family friendly vacation rentals in Milo?

    Milo has family friendly vacation rentals, with hosts frequently providing amenities like full kitchens, play areas, and outdoor spaces. Options range from lakeside properties to country homes near local farms.