Holiday rentals in Prattsburgh

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Top-rated holiday rentals in Prattsburgh

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

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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

4.94 out of 5 average rating, 108 reviews

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.

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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

4.96 out of 5 average rating, 136 reviews

*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.

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Superhost

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

4.97 out of 5 average rating, 295 reviews

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.

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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

4.94 out of 5 average rating, 126 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).

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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

4.96 out of 5 average rating, 114 reviews

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

ValueFamilyHiking

Top guest favourite

Cabin in Branchport

4.98 out of 5 average rating, 164 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.

ValueLocationPets

Top guest favourite

Home in Hammondsport

4.92 out of 5 average rating, 100 reviews

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.

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Top guest favourite

A rustic cabin features a warm wooden facade and a sloping roof. A stone pathway leads through well-manicured grass and bordered flower beds, connecting to the entrance. Lush greenery surrounds the property, and a clear blue sky complements the peaceful setting.

Cabin in Branchport

4.97 out of 5 average rating, 322 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.

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Superhost

Cabin in Prattsburgh

4.96 out of 5 average rating, 50 reviews

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.

LocationFamilyKitchen

Top guest favourite

A charming log cabin with a blue metal roof is situated amid lush greenery. The wooden exterior features multiple windows and a welcoming front door, complemented by a pathway lined with grass. Two chairs can be seen near the entrance, offering a place to relax.

Cabin in Naples

4.87 out of 5 average rating, 624 reviews

Hi-Tor Hideaway. The Cure for Cabin Fever.

A beautiful log cabin in the woods with an incredible view, that sleeps 5. There is a queen bed downstairs, a double in loft and then a roll-away twin in living room. Peace and quiet, discovering nature and resetting yourself. Life has been a challenge and it is good to step back sometimes. Our peaceful retreat is centrally located near many parks and waterfalls. Located between beautiful Canandaigua, Keuka and Seneca Lakes.

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Top guest favourite

A spacious deck offers a scenic view of rolling hills and lush greenery. A round table and a single chair are positioned on the deck, accompanied by American flags gently waving in the breeze. Tall trees provide a natural backdrop against a cloudy sky.

Home in Prattsburgh

5.0 out of 5 average rating, 46 reviews

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.

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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, 529 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.

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