Holiday houses in Wheeler

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.

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.

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!

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.

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.

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!

Pleasant Valley Farmhouse

This recently remodeled farm house is located in Pleasant Valley, 5 minutes from downtown Hammondsport and Keuka lake. Originally built in 1920, this house now boasts a brand new open concept kitchen with high end utilities, up dated bathrooms with built in tile showers, three bedrooms, a dedicated laundry room, outdoor patio with picnic table and a fire pit. The property is secluded and private offering a quiet and relaxing atmosphere for your Keuka lake get away.

Seasoned Valley Homestead

Nestled in a quiet farming valley, our cozy rustic homestead offers the perfect countryside retreat. Escape the hustle of everyday life and slow down with fresh country air, wide open spaces, and plenty of room to relax. Whether you’re looking for a peaceful getaway or a taste of simple farm living, our homestead is the perfect place to unplug, unwind, and make lasting memories—whether for a weekend or a longer stay.

Cozy 2 bed 2 bath single wide near highway

This clean and cozy single wide trailer has two full bathrooms and two bedrooms. Newly updated throughout with new washer and dryer. Plenty of parking space outside with easy access to the highway in the heart of the Finger Lakes region. New, spacious and private porch off back entrance. Bonus 2000 sq ft building next to trailer with wrestling mats throughout for your use if you like!

The Barn at Graystones

The Barn at Graystones is a private spacious loft-style rental with a tennis-pickleball court and brand new amenities. Enjoy a relaxing stay with lake views, conveniently located in the heart of the Finger Lakes region. A perfect getaway for two.