Holiday rentals in Prattsburgh

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Top-rated holiday rentals in Prattsburgh

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Top guest favourite
Aerial view of the Whispering Pines property showcasing vibrant autumn foliage framing the expansive vineyard and lush green fields. Keuka Lake glimmers in the background, providing a serene backdrop to the meticulously maintained landscapes and nearby tree lines.
Chalet in Prattsburgh
4.99 out of 5 average rating, 106 reviews

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.

Top guest favourite
A single-story lake house is pictured, featuring a light yellow exterior with large windows and a spacious deck. The deck extends toward the water with a railing and seating area visible. Surrounding greenery enhances the natural ambiance of the lakeside setting.
Guest house in Keuka Park
4.99 out of 5 average rating, 370 reviews

Keuka Beach House - Glamping at its best!

My place is right on the lake and great for summer activities. The deck hangs out over the water overlooking the beach and dock. Outdoor opportunities include your own hiking trail on five acres of land behind the house, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Currently, New York State charges 8% sales tax and Yates County charges 4% Occupancy Tax which is added to the amount you pay when booking the space. Sorry.

Top guest favourite
A cozy cabin is positioned amidst a serene forest setting, illuminated by string lights. In the foreground, two bright red Adirondack chairs are arranged around a fire pit, while a private hot tub is discreetly located on the deck, inviting relaxation.
Cabin in Branchport
4.99 out of 5 average rating, 182 reviews

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

Escape to the Black Birch Cabin – a stylish, romantic hideaway designed for couples. Tucked away in the heart of the woods, this cozy cabin offers ultimate seclusion w/ a private hot tub, a crackling fire pit, and serene forest surroundings. Perfect for unwinding together, whether stargazing by the fire, playing board games, enjoying the peaceful ambiance, or simply reconnecting. The Black Birch cabin invites you to relax, recharge, and create unforgettable memories in a truly magical setting.

Top 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
4.95 out of 5 average rating, 117 reviews

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).

Top guest favourite
The exterior of the apartment is displayed, featuring a well-maintained garden bed with vibrant flowers. The entrance is marked by a white facade, adorned with floral arrangements under the windows. A brick pathway leads to the entrance, flanked by neat hedges.
Flat in Naples
4.98 out of 5 average rating, 178 reviews

Suite Dreams

The entrance to the apartment has mats for shoes or boots and hooks for coats and backpacks. The bedroom has a queen size bed and full bath with a tub and shower attached. There has been a smart tv added to the bedroom wall since the pictures were taken. On the garment rack there are extra pillows, linens and a fleece blanket for your convenience. The living room has a half bath, air mattress and furniture to relax or watch tv. The kitchen is small and equipped to prepare simple meals.

Top guest favourite
Home in Keuka Park
4.94 out of 5 average rating, 289 reviews

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!

Top guest favourite
Cabin in Branchport
4.97 out of 5 average rating, 138 reviews

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

Discover Creekside Hideaway – the perfect romantic getaway. Nestled by a tranquil creek, this cozy retreat features a private hot tub, a crackling fire pit, and a gas fireplace for ultimate relaxation. Surrounded by nature, it’s ideal for unwinding together, exploring nearby trails, or simply savoring peaceful moments. Whether reconnecting over a fire or soaking under the stars, Creekside Hideaway offers a serene escape to create lasting memories in a secluded, scenic setting.

Top guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 154 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

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
4.98 out of 5 average rating, 400 reviews

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.

Guest favourite
A cozy dining area features a round table surrounded by four wooden chairs. Two windows allow natural light to illuminate the space, accented by indoor plants and a small bookshelf in the corner. Warm wood flooring adds a welcoming touch.
Flat in Pulteney
4.93 out of 5 average rating, 308 reviews

Pulteney Pleasure

Beautiful renovated apartment. Fully equipped kitchen for those who love to cook. Located on Keuka Wine Trail, on the west side of Keuka Lake, 3 min. from Point of Bluff Concert Venue. Close to Dr. Konstantin Frank Winery, 1886 Tasting Room, 3 distilleries and Steuben Brewing Co. 10 min. to Hammondsport and 15 min. to Penn Yan. Host is next door and offers farm to table dining options for guests. EV charger new in 2024. Also Pulteney Garden Escape for second option.

Top guest favourite
Cabin in Branchport
4.97 out of 5 average rating, 312 reviews

Cabin in the Finger Lakes

No Weddings or large parties. No bachelor or bachelorette parties. Maximum guests of 8. Quiet remote cabin in the Finger Lakes. 20 Minutes to Keuka or Canandaigua Lakes. Many wineries and microbreweries within 20 minutes. This listing is a main cabin and an apartment over the garage that we rent together. Absolutely no hunting or firearms allowed due to liability concerns. No ATVS, UTVS, Motorcycles allowed on trails due to insurance liability. No Parking on grass.

Top guest favourite
A serene bedroom featuring soft blue walls and ample natural light from two large windows. A spacious bed with light bedding is centered in the room, flanked by wooden nightstands with lamps. A comfortable chair and a fan are positioned nearby, completing the inviting space.
Flat in Naples
4.98 out of 5 average rating, 504 reviews

Acorns Away

Wine country secluded escape. 2 bedroom, 1 bath full spacious (1100 sq ft.) clean & sanitized 2nd floor home on 10 acres bordered with wooded hedgerows. Deck with eating area overlooking fire pit & woods. 55" Roku TV that has some of your favorite channels & music. So much located within 1/2 hour. See below. Great area to bring your bike, hiking gear or boat.

Popular amenities for Prattsburgh holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Steuben County
  5. Prattsburgh