Holiday rentals in Prattsburgh

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Top-rated holiday rentals in Prattsburgh

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Guest favourite
An aerial view captures the expansive green lawn surrounding a white house, with trees lining the property. A serene pond is visible at the bottom, reflecting clouds and trees, while a gravel road borders the scene, enhancing the rural setting.
Home in Naples

Peace Pond Acres in the Finger Lakes

Everyone is welcome at our secluded Cape Cod on 20 acres in the heart of the Finger Lakes region. 2.5 miles from the center of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, 15 min. to Bristol Mountain. Enjoy all the charm the Finger lakes has to offer from your centrally located homebase in Naples or make us your destination. Please note the base price is for 6 people & a fee for each extra person regardless of the # of days they stay.

4.94 out of 5 average rating, 110 reviews
Top guest favourite
A scenic view of Keuka Lake is captured from the deck, showcasing a spacious grassy area leading to the private lakefront dock. Boats are visible on the water, while the hillside is lined with trees under a clear blue sky.
Home in Hammondsport

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks

Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

4.96 out of 5 average rating, 138 reviews
Top guest favourite
A hilltop retreat is depicted from an elevated view, showcasing a contemporary two-story home with a dark roof. Lush green fields surround the property, leading to distant hills and the shimmering waters of Keuka Lake, creating a scenic backdrop.
Home in Hammondsport

Heard It View The Grapevine

Walking distance to Dr. Frank's Winery, Barrelhouse 6 Distillery, & Divided Sky Winery. A 6 minute or less drive to Point of the Bluff Winery & Concert venue, Keuka Brewing, Krooked Tusker Distillery, Steuben Brewing, Heron Hill Winery & Bully Hill Winery. Panoramic clear views boast from this hilltop hideaway. Perfect family vacation or couples getaway spot for the ultimate Finger Lakes retreat. Fiber Optic internet at the house. Rare for this area - better speeds and more reliable service.

4.97 out of 5 average rating, 301 reviews
Top guest favourite
A three-story cabin is surrounded by tall pine trees, featuring a spacious deck with seating. In the foreground, four adirondack chairs are arranged around a stone fire pit, with green grass dotted by yellow wildflowers. A grill is visible on the deck.
Chalet in Branchport

Perfect Retreat - Quiet Cabin in Finger Lakes

No Weddings or large parties. No bachelor or bachelorette parties. Maximum occupancy is 8 guests. 20 Minutes to Keuka or Canandaigua Lakes. 54 Acres of trails and large pond. Many wineries and microbreweries within 20 minutes. Just get away and enjoy the peace and quiet or the many outside activities including boating, fishing, hiking, golf. Absolutely no hunting or firearms allowed due to liability concerns. Due to insurance liability, no ATVs, UTVs, Motorcycles allowed on the property.

4.97 out of 5 average rating, 261 reviews
Guest favourite
A serene landscape is depicted at sunset, with soft purple and pink hues filling the sky. Lush greenery surrounds a grassy area, complementing the distant mountains that line the horizon. The tranquility of the natural setting is highlighted by the expansive view.
Tiny home in Prattsburgh

High Ridge Escape

This cozy bungalow features 180-degree views of the entire valley! The renovated cabin is situated on 34-acres, featuring hiking trails, magnificent views, and an abundance of wildlife and nature. The property is off of a private drive, making it the perfect place for a couple or small family to escape the hassles of life. The property also features an outdoor picnic area and firepit. Approximately 15-minutes from Naples (Canandaigua Lake) and 20-minutes from Hammondsport (Keuka Lake).

4.93 out of 5 average rating, 129 reviews
Top guest favourite
Home in Penn Yan

Guyanoga Getaway ~Peaceful~ 5 min. to Keuka Lake

Nature lovers! Ideal vacation home for a small family, couples getaway or girls/guys weekend. Nestled in the woods, this secluded cabin-like ranch home has a beautiful view of the Guyanoga Valley. Located only 2 miles from Keuka Lake State Park, and a short drive to Penn Yan, this 3-bedroom has all of the comforts of home. Enjoy a cup of coffee on the deck. Minutes away from the lake; breathtaking scenery, wineries and craft breweries. You'll find small-town hospitality in Yates County.

4.96 out of 5 average rating, 220 reviews
Top guest favourite
The estate is surrounded by lush greenery, with expansive landscaped grounds leading towards a charming two-story structure. A spacious deck can be seen at the back, offering views of the rolling hills and trees in the distance under a clear blue sky.
Home in Hammondsport

The Manor House Estate

The Manor House Estate is a premier 5,000 sf lake-view estate located directly on the Keuka Lake Wine Trail within proximity of over 100 Finger Lakes wineries, breweries and distilleries and a few miles from some amazing dining establishments, retail shops, museums and more. Nowhere can you find an affordable place this large and amazing! Boat, kayak and other rentals available within two miles! Perfect for weddings and other events! Inquire within for more details. 16 person maximum

4.96 out of 5 average rating, 114 reviews
Top guest favourite
A tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.
Home in Keuka Park

Mutual Fun Keuka Memories

If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

4.94 out of 5 average rating, 304 reviews
Top guest favourite
A panoramic view of rolling hills is captured during sunset, with vibrant orange and pink hues highlighted by clouds. Lush greenery surrounds the scene, creating a serene natural landscape that invites relaxation.
Guest suite in Naples

Naples Escape: Artistic & Serene w/ Magical Views

Escape to a peaceful, artistic haven surrounded by nature’s beauty! This 10-acre gem offers sweeping views, a tranquil pond, and leisurely strolls. Just 2 miles from the heart of Naples, explore waterfalls, wineries, charming shops, and local dining. Perfectly situated for seasonal adventures, with Bristol Mountain and Cummings Nature Center both under 20 minutes away. Whether unwinding or exploring, this cozy sanctuary offers a harmonious balance of comfort and creativity.

4.98 out of 5 average rating, 410 reviews
Top guest favourite
A comfortable living room features a light blue color scheme and various seating options. A cozy fireplace is positioned beneath a decorative mirror. Vibrant patterned rugs add warmth to the space, which includes a wooden dining chair and a side table with a lamp.
Home in Hammondsport

Hammy on a Rye 2 Hammondsport NY

There have been professional photos done by the Airbnb photographer, and they are finally here! This is the 2nd Hammy on a Rye right next door to the original Hammy on a Rye started almost 4 yrs ago. This is similar in size and layout as the other home. It has two king-size bedrooms, 2 full baths, a kitchen, a dining room, a living room, laundry, and central air. There is also plenty of off-street parking available. We are putting together the gas firepit and seating now

4.99 out of 5 average rating, 168 reviews
Guest favourite
Home in Hammondsport

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

4.91 out of 5 average rating, 103 reviews
Top guest favourite
Cabin in Prattsburgh

Log Cabin-8 acres w/Private Fishing Pond+ Fire Pit

Enjoy your own private fishing pond just steps from the log cabin… Nestled in the picturesque NY Fingers Lakes region the cabin sits on 8 acres of private wooded property situated between Keuka & Canandaigua Lake Countless wineries, breweries, distilleries, winter sports and hiking. Bristol Mountain Ski resort is a 25 min drive. Spectacular in the fall. Perfect for families & group getaways, Spacious layout for groups, Affordable per person when split.

4.96 out of 5 average rating, 52 reviews

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