
Holiday rentals in Prattsburgh
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Top-rated holiday rentals in Prattsburgh
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Timber View At Timber Trails
Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games
Relax & unwind to a backdrop of Canandaigua Lake! This rustic chalet on a private setting has that cozy cabin feel with modern styling and luxurious amenities including a gas stove fireplace, hot tub, nostalgic games, library, outdoor fire pit & more! Amenities Include: Hot Tub with Lake View Gas Stove/Fireplace Fire Pit BBQ Grill Foosball Table Board Games A/C in Loft BR Heat Parking: 4 Spaces High-Speed Internet/Wifi Smart TV/Cable Library Desk Alexa Speaker Telescope STR Permit #: 2023-0073

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.

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.

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.

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).

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.

The Tiny House on the Prairie - QKA
A little slice of calm and contentment in this rustic well appointed tiny house on wheels. IT'S GETAWAY TIME! Perfect for a couple. Stunning views of Keuka Lake. Fully furnished kitchen, deck with patio furniture & propane gas grill. Fire pit with adirondack chairs. Enjoy the symphony of the night time under the stars with s'mores. Great location to the wineries, breweries & restaurants. 3 minutes to Keuka Lake State Park. Almost everything we have is made in the USA.

A-Frame on Keuka Lake
This house has a suite with a king bed, mini-kitchen, and a full bath (shower). There is a second bedroom with a queen bed and a separate bath (tub/shower). There is a large living room, a full eat-in kitchen and an outdoor grill. Extra seating including a dining table and picnic table is available on the deck overlooking the lake. There is a separate rental unit (Keuka Beach House) along the lake that shares the beach and dock, just a one-minute walk down the hill.

Hawks Landing - Your Romantic Getaway! New Pricing
Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

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.

Cozy Mountain Getaway Sleeps 7
Come enjoy your cozy peaceful getaway located in the fingerlakes at 6110 cook school road, Prattsburgh, NY and relax with the whole family. This beautiful property sit’s on 5.6 acres and is minutes away from wineries, ski resorts and attractions. The house comfortably sleeps 8 guests. The house is 3 bedrooms and 2 bathrooms with a large backyard and a beautiful view of the mountains and is complete with a handicap accessible ramp.
Popular amenities for Prattsburgh holiday rentals
Other great holiday rentals in Prattsburgh

Edson House-Hunt, Golf, Hike, Wineries and more.

Lake's End Lodge

Wine Country Farmhouse

Cozy Cabin on Wells with pond- close to Keuka!

Naples Earley Bird Air BnB Cozy Cabin

Saxon Run

Tiny Vineyard Mirror House with Sauna & Hot Tub

Keuka's Wine Barrel
Destinations to explore
- New York City Holiday rentals
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- Detroit Holiday rentals
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- Mississauga Holiday rentals
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- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Finger Lakes
- Bristol Mountain
- Taughannock Falls State Park
- The Strong National Museum of Play
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Rochester Institute of Technology
- Robert H Treman State park
- Fox Run Vineyards
- University of Rochester
- Three Brothers Wineries and Estates
- Memorial Art Gallery
- Cascadilla Gorge Trail
- Buttermilk Falls State Park
- Ithaca College
- Genesee Country Village and Museum
- Montezuma National Wildlife Refuge
- High Falls
- Del Lago Resort & Casino





