Holiday rentals in Prattsburgh

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.

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.

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.

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).

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.

Hammy on a Rye I Hammondsport Village

Enjoy a relaxing stay in this beautifully remodeled Hammondsport home, just 1½ blocks from the Village Square and 4½ blocks from Keuka Lake. The home features a king bedroom, queen bedroom, 1½ baths, laundry, Smart TVs, Wi-Fi, private outdoor seating, and off-street parking. Walk to restaurants, shops, parks, and the lake. Minutes from award-winning wineries, breweries, museums, and Keuka Water Sports. Dog-friendly and ideal for couples, families, and Finger Lakes adventures.

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.

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.

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.

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.

Finger Lakes Escape • FLX Chalet + Private Pond

Cozy FLX Chalet tucked in the woods between Keuka Lake and Naples. Enjoy evenings around the outdoor fire pit or dinner on the deck overlooking a peaceful pond. Warm, open-concept space perfect for relaxing with friends or family and sleeps 8 comfortably. Minutes to Keuka Lake and the Wine Trail, 15 minutes to Naples, and 20 minutes to Bristol Mountain.

Saxon Run

Relax with the whole family at this secluded, serene country home on 100 acres in the foothills of the Finger Lakes region. Enjoy a perfect setting for hiking, cross country skiing and outdoor relaxation while in close proximity to the Keuka Wine Trail, Naples Village and Bristol Mountain. This is a place to get away about 1 hour from Rochester.