Holiday rentals with a pool in Steuben County

Walk to Eats: Mtn-View Hammondsport Hideaway!

National Historic Keuka Lake Landmark | ‘Coachman’s 2nd-Floor Queen Apt’ | Shared Pool (Seasonal) Nestled in the heart of Hammondsport, this luxuriously restored 1-bed, 1-bath vacation rental apartment offers easy access to restaurants, shops, wineries, breweries, and outdoor adventures! Start your morning with a hearty breakfast, then check out the Glenn H Curtiss Museum or spend time by the water at Watkins Glen State Park. Ready to relax? Cozy up by the fire and enjoy a local refreshment.

Near Keuka Lake: Walkable Paradise!

Shared Pool (Seasonal) | National Historic Landmark | Electric Fireplace | Scenic Mountain Views | Close to Wineries & Breweries Situated in the historic town of Hammondsport, this luxuriously restored 1-bath studio vacation rental puts local attractions and Keuka Lake adventures within easy reach! Sip your morning coffee on the patio, then gear up for a day on the water or take a trip to Watkins Glen State Park. As evening approaches, return to 'Coachman’s Quarters' for a BBQ on the deck.

Sky House- private sanctuary in the clouds

Float among the clouds at Sky House, where a crackling wood stove and sweeping views of Keuka Lake will leave you feeling at peace and in awe. Sky House is perfect for special celebrations, romantic getaways, personal creative retreats, or a WFH change of scenery. We are located on the Bluff with 20 acres over looking the west side of the lake. Just five minutes from Keuka Lake State Park! We’re so excited to share this slice of heaven with you! *Four wheel drive needed for winter months*

Walkable Studio on Historic Hammondsport Property!

National Historic Keuka Lake Landmark | Close to Wineries & Breweries | Shared Pool (Seasonal) | In-Unit Laundry Surrounded by small-town charm, vineyards, and outdoor activities, this luxuriously restored Finger Lakes vacation rental — a 1-bath studio — is the perfect spot for a couple’s getaway. Start the day with a walk to Village Square, then explore Watkins Glen State Park or go kayaking on Keuka Lake. Ready for some quiet? Cozy up in the ‘Ernie & Doris King Suite’ for a movie night.

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. 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 7-late Sept and hot tub highlight this home that stuns all year. Pets permitted. 5 day minimum July/Aug

Hornby Heaven WITH POOL & Hot Tub

This property is ready for you to come make memories! A ranch house surrounded by 150 acres of private trails for you to explore. This home features a private, heated indoor pool as well as a hot tub, sauna and much more. Your family will be close to everything when you stay at our centrally-located home. Located conveniently in between all that our area has to offer! • 10 minutes to downtown Corning • 20 minutes to Watkins Glen • 20 minutes to Elmira Corning Regional Airport

Country Artist's Loft

This artist's loft space is an apartment above the barn shaped garage. The space offers the peaceful sounds of the Amish buggies clip clopping by, beautiful views of rolling farm land, and paths through flower gardens. An actual artist lives in the main house and her art decorates the walls of the loft. (She offers painting class Experiences!) A perfect spot for time of retreat and refreshing but not too far from attractions like museums, Amish markets, lakes and hiking areas.

Finger Lakes Wine Trails Lakeview Entire Home

Welcome to the Petalstone House, a sumptuous 4-bedroom retreat in the breathtaking Finger Lakes wine region of NY. Overlooking the serene Keuka Lake, this boutique-styled home offers tranquility and elegance for up to 8 guests. Enjoy modern amenities and a swimming pool. Ideal for families and groups, though not suitable for pets. Experience refined comfort amidst stunning natural beauty in this 2500 sq. ft. sanctuary, perfect for creating unforgettable memories.

Finger Lakes Home w/ Private Pool & Lake Views!

Private Acreage | 8 Mi to Champlin Beach (Keuka Lake) | Fire Pit Immerse yourself in an unparalleled escape at this 3-bedroom, 2-bath vacation rental situated in the heart of Hammondsport wine country! This vacation rental features an updated interior complete with everything you need for a perfect getaway. Voted ‘Coolest Small Town in America,’ Hammondsport offers incredible scenery and wines, year-round outdoor fun, and holiday markets!

Tranquil Airstream Nature Escape

Escape to the Finger Lakes and experience the charm of Airstream living! Our Airstream Bambi is a peaceful retreat designed for relaxation, adventure, and reconnection with nature. Whether you're sipping coffee by the fire pit, exploring local wineries, or stargazing beneath the open sky, this unique stay offers the perfect blend of comfort and simplicity. Ideal for nature lovers—and pets are always welcome!

Creekside Glamping Retreat

Unplug and unwind in this luxurious creekside glamping tent, nestled in nature at our peaceful campground. Located right on the creek, you'll fall asleep to the sounds of flowing water and wake up surrounded by trees. Enjoy a comfy bed, cozy seating, and the great outdoors, just steps from your door. Perfect for a romantic getaway or a solo retreat. Escape the everyday and reconnect with nature!

Rustic Cabin - Sun Valley Campsites

Relax with the whole family at Sun Valley Campsites in Arkport, NY! Cozy rustic cabins amidst 85 scenic acres. Family-friendly fun, pool, playground, events.