Holiday houses in Finger Lakes

Waterfront Home with Sauna on Seneca Lake FLX

Unwind at Red Oak Retreat, a private waterfront home located in the heart of Finger Lakes wine country! This Seneca Lake escape features an expansive deck with magnificent sunset lake views, 100ft of lakeside lawn with a fire pit and kayaks. The property also boasts a two-story seasonal lakeside boathouse with bedroom and game area. Enjoy more than 15 vineyards within a 5 minute drive, with Watkins Glen State Park, "The Glen" Race Track, and Finger Lakes National Forest are only 15 minutes away.

Location · Family · Parks

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Location · Family · Kitchen

FLX 3- Lake View Wine Country Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

Family · Location · Sleep quality

Grandpa-T’s Guest Cottage at Hawks Landing

Welcome to Grandpa-T’s Guest Cottage at Hawks Landing… 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 cottage!

Family · Value · Long stay

Keuka lake on the water

Come enjoy this beautiful, peaceful Keuka lake home right on the water close to the village of Penn Yan. This home features 3 bedrooms (2 king bedrooms and 1 queen bedroom) and 2 full bathrooms. The kitchen is stocked with cookware and dishes. The bedrooms have linens and bathrooms stocked with towels and soaps and toilet paper. A beautiful enclosed front porch surrounded with picture windows provides amazing views. A dock and kayaks are provided during the summer months to enjoy the lake.

Value · Family · Outdoor spaces

1800s Post Office Turned Luxury Couples Getaway

Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

Value · Location · Sleep quality

Modern Villa Vineyard Stay on Historic Property

Enjoy a beautiful new small home in the heart of the Fingerlakes- minutes from downtown Watkins Glen! This home - Villa Sage - is located on a historic property that was once a winery. The villa sits on a small vineyard and offers beautiful indoor and outdoor spaces. Inside offers high ceilings, a huge shower with a rainfall showerhead, a Japanese joinery bed, plush linens, a well appointed kitchen, a convertible sofa, & much more. Outside offers a private firepit/lounge space & vineyard.

Location · Outdoor spaces · Hiking

Buttonwood - Private 25 Acres on the Wine Trail

A place to get away, think about nothing, and collect your thoughts. This cabin is situated on 25 acres of secluded and private land. The kitchen is stocked. You'll find reading materials, a record player, and a telescope to relax. Enjoy the pond, a fire pit, and the grilling area. Hike the trails & explore the property. The cabin is 7 miles north of Watkins Glen, on the Wine Trail, enjoy a getaway steeped in rich history, offering delightful cuisine, unique shops, and scenic strolls.

Family · Location · Amenities

Hot tub under the stars at cozy cabin in the FLX

Nestled in a grove of Norway spruce, your peaceful cabin getaway rests in the heart of the Finger Lakes. Built by a local carpenter (with help from his dog Indiana), the cabin has enough coziness and charm to make any stay special. Hike down to Mill Creek (on the property), grill up some burgers on the gas grill, or lounge in a hot tub beneath the stars. The cabin is 15 minutes to Ithaca / Cornell, has a living room with a Switch + BluRay + Netflix, and has satellite wifi (30+ MBPS).

Family · Location · Sleep quality

Finger Lakes Hilltop Chalet Relax, Unwind & Renew

This log cabin chalet tucked back in the woods invites you to kick back and relax, with a cozy fireplace, hot tub, and rejuvenating sauna adding to the luxurious atmosphere. Nestled in the woods on 9 acres, the property provides a tranquil haven, complete with walking trails that allow you to connect with nature. Whether you're enjoying the warmth of the fireplace or strolling through the peaceful surroundings, this home offers the perfect blend of comfort and tranquility.

Family · Location · Nearby

Luxury Finger Lakes Retreat - Hot Tub & Fire Pit

🏡 Luxury Cayuga Lakefront Retreat | Hot Tub & Private Dock Escape to a stunning Cayuga Lake retreat with 360 feet of private shoreline, a hot tub, fire pit, and breathtaking views. Enjoy a brand-new kitchen (2025), cozy bedrooms, and a loft for extra space. Relax on the spacious deck, explore wineries, hike scenic trails, or kayak on the lake. Perfect for families, couples, or groups seeking an unforgettable getaway year-round. 📅 Book your Finger Lakes escape today!

Location · Family · Barbecue

Serene Tiny House at Osmote Wine

Unwind in this stylish, eco-conscious tiny container home nestled right on the grounds of Osmote Winery, overlooking the stunning waters of Seneca Lake. Whether you're here to sip wine, explore the Finger Lakes, or simply relax in nature, this unique retreat offers a peaceful and memorable escape. Brand new in 2025. No families displaced for short term rental. Insta photos @stayatosmote for more pics

Location · Bathroom · Cleanliness