Holiday rentals in Wheeler

The Pulteney Place

You’ll treasure your time at this memorable place. *Guests must be 25 years of age or older to book *2 day minimum stay *No events unless approved 20 ppl maximum *Cornhole boards not allowed inside *Sorry no pets Located in the Finger Lakes Region this 6300 sq. ft. Airbnb is close distance to Hammondsport and beautiful Keuka Lake, historic Market Street in Corning, and Watkins Glen. Minutes from wineries, breweries and distilleries, and walking distance to breweries and pubs. See our reviews!

Location · Family · Bathroom

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.

Location · Family · Sleep quality

*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.

Value · Location · Comfort

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.

Value · Location · Comfort

School House Retreat at Hemlock Ridge Farm

Enjoy stellar sunrises and sunsets, farm fresh food from the Hemlock Ridge Farm Store, featuring organic eggs from our free-range hens, maple syrup, grass fed beef, plus a full stock of organic bulk foods, including your morning coffee beans! There's a firepit and picnic table for an evening bonfire, perfect for watching the sunset and stargazing. Fully equipped kitchen, newly renovated bathroom, washer and dryer. Crisp cotton sheets on antique bedframes welcome you for a restful night!

Location · Family · Outdoor spaces

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

Location · Value · Quiet

Visions on Keuka Lake-Waterfront!

VISIONS ON KEUKA -NEW DOCK, Outdoor shower -Waterfront cottage -1/2 mile from Downtown Hammondsport -3 bed/2 bath (Sleeps 8 W/ 1 King, 1 Queen, Twin Bunks & Loft with Twin/Full) -12 wineries/breweries in 10 mile radius & great restaurants! -40+ stairs from the road to the house. -Parking is limited. -There is a $325 cleaning/septic fee. If you have more then 6 people and pets you must contact host first b/c there are additional fees ($50/person per day & $50 dog/per-day)

Value · Location · Back garden

Hammy on a Rye 2 Hammondsport NY

There have been professional photos done by the Airbnb photographer, and they are finally here! This is the 2nd Hammy on a Rye right next door to the original Hammy on a Rye started almost 4 yrs ago. This is similar in size and layout as the other home. It has two king-size bedrooms, 2 full baths, a kitchen, a dining room, a living room, laundry, and central air. There is also plenty of off-street parking available. We are putting together the gas firepit and seating now

Value · Location · Check-in

Family & Dog Friendly Retreat | 2mi to Keuka Lake

Private 3-acre retreat minutes from Hammondsport and Keuka Lake. Perfect for families and dog lovers, featuring a large yard, fire pit (wood included), covered deck, and outdoor games like disc golf and cornhole. Sleeps 5 with a king bedroom, bunk room, and futon. Enjoy a full kitchen, laundry, and dedicated office space. Peaceful and secluded, yet close to wineries, breweries, museums, and the Finger Lakes Trail. 30 minutes to Watkins Glen, Naples, Corning, & Penn Yan.

Location · Family · Comfort

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.

Value · Location · Access

Finger Lakes Get-Away

This charming getaway offers a perfect blend of comfort, fun, and relaxation making it the ideal spot to reconnect with nature and each other. Featuring a fully equppied kitchen for family-style meals, a game room for a little friendly competition, plus Starlink internet, a private hot tub, and a fire pit. Whether you're looking to stay in or explore the Finger Lakes, this country retreat has everything you need for a memorable stay.

Family · Location · Grill

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.

Location · Family · Cleanliness