House vacation rentals in Watkins Glen

4.97 out of 5 average rating, 189 reviews

The interior of the A-frame features high wooden ceilings and an open layout. A spacious seating area is arranged with a large sofa and matching chairs, while a dining table sits beneath decorative wall art. A staircase leads to a lofted sleeping area with a railing.

Home in Newfield

Camp S’mores- Modern A-Frame with Pool

Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

4.98 out of 5 average rating, 451 reviews

Charming home with Infrared Sauna & Hot Tub

The home is perfectly located. Explore wine country, local shops, the State Park with beautiful trails and gorges, Seneca Lake, and restaurants. Then come back and relax in your own private infrared sauna and NEW hot tub. Delicious local coffee, jam, truffles and eggs added to the listing. Please read "Where you'll be" section for additional information. TV-no cable. BED is a double vintage bed and is high up, step stools are provided. HALO (SALT) BOOTH AND HAND/FOOT DOMES-Additional fees.

A spacious patio area is shown, featuring bright yellow Adirondack chairs overlooking a lush green lawn. A hot tub is positioned to the side, with expansive views of the water and trees in the background, under a clear blue sky.

4.97 out of 5 average rating, 435 reviews

Burdett Home with a View. Perfect location.

Walking distance to Grist Iron, JR Dill and Two Goats Brewing. 6 miles from downtown Watkins Glen which offers boat launches, beach, kayak rentals and many other things. Very Clean. Parking for 6 cars. Large carport. Central air. Large, well equipped kitchen including Keurig and cone filter coffee makers, ice maker, blender, toaster oven, dishwasher. Large shower and closet in master bath. Bathtub in second bath. Hot Tub and fire pit. High speed/wireless internet , DVD player. 3 TV's.

Superhost

A bright living area is enhanced by natural light from sliding glass doors that open to the deck. A comfortable gray couch sits with a small side table, creating a cozy spot for relaxation. Wood-paneled ceilings add warmth to the space.

Home in Penn Yan

4.86 out of 5 average rating, 171 reviews

The Carlin Cottage on Keuka Lake

The Carlin Cottage sits on the private, beautiful, and picturesque East Bluff of Keuka Lake — it's the absolute perfect getaway for a couple, small group of friends, or a family! Our adorable cozy cottage sits right on the lake and has all you need for an amazing time — a fireplace, a sun porch overlooking the lake, a deck for lounging or outdoor meals, a bonfire pit, grill, kayak, and more! The lake also has amazing restaurants, wineries, and breweries all around, so you'll never get bored!

4.98 out of 5 average rating, 201 reviews

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.

A bright dining area features a light wood table surrounded by four white chairs. Natural light streams through a window framed in wood, highlighting simple decor elements such as a centerpiece with dishes and green accents. The space is complemented by a warm wooden side table and modern wall decor.

4.96 out of 5 average rating, 388 reviews

1875 Renovated Schoolhouse in the Finger Lakes!

Explore the Finger Lakes and make this renovated schoolhouse as your basecamp. Nestled atop a hill on 2.5 acres, with absolutely stunning views with surroundings that are peaceful and private. A perfect escape for couples and friends, you're within minutes of the Seneca Lake Wine Trail, the famously gorgeous Watkins Glen State Park, and the renowned Watkins Glen International Racetrack. Want to simply relax and rejuvenate at the FLX Schoolhouse? It's the perfect retreat to do that too!

4.93 out of 5 average rating, 274 reviews

A tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.

Home in Keuka Park

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!

4.99 out of 5 average rating, 103 reviews

Home in Watkins Glen

Luxury on Seneca Wine Trail, 3 King Beds and View

Welcome to Wineview Acres! This 24 acre former Christmas tree farm is complete with a newer 2000 sq. ft 3 bedroom home with amazing views and private waterfalls. Located at the start of the Seneca Wine Trail and just a short drive to the village of Watkins Glen, we are in the perfect location to enjoy the best of what the Finger Lakes can offer. If you prefer wine tasting, hiking, fishing, or a day at the race track you will be perfectly positioned to enjoy it all.

4.98 out of 5 average rating, 138 reviews

A steaming white cup sits on a wooden railing, overlooking a manicured green lawn. In the background, trees frame a colorful sunset, with hues of orange and yellow illuminating the sky. A circular stone firepit is visible on the grass.

Home in Watkins Glen

The Sugar Shack (Pets stay free, NO added fees!)

Escape to this secluded 2-bedroom ranch in historic Watkins Glen, NY. Just 3 miles from town, it offers the perfect mix of privacy and convenience, surrounded by wineries, coffee shops, bars, and restaurants. Only 10 minutes from Watkins Glen International and next to the original Grand Prix road course, every drive feels scenic and special. With breathtaking views all around, this cozy retreat invites you to relax, explore, and savor the best of the Finger Lakes.

Superhost

The exterior of the restored 19th-century Greek Revival church is shown with classic white siding. Two red doors are framed by four columns, while a bench is situated on the porch. Expansive green lawn and trees in the background complement the building's inviting presence.

Home in Trumansburg

4.83 out of 5 average rating, 376 reviews

Artists' Paradise: Waterburg Chapel

Retreat to the country in this beautifully restored 19th c. Greek Revival church located in the quaint hamlet of Waterburg, a 5-minute drive from the Village of Trumansburg and a 12-minute drive to Ithaca in the heart of Finger Lakes wine country. I prefer a 3 night stay but on certain dates could do 2 nights - never hurts to ask! Subletting the church from November 1, 2025 to May 1, 2026, any or all of this time.$1350 per month. message me for details.

4.9 out of 5 average rating, 346 reviews

A snowy landscape surrounds a historic farmhouse with a welcoming porch. The front yard features a rustic wooden bench, large stones, and vintage wheels. Dark, leafless trees create a natural border while a distant view of the lake can be seen through the misty atmosphere.

Home in Hector

Seneca Grand View

You will enjoy the entire first floor of this 200 year old farm house which has an open floor plan with a large country kitchen and a wood burning fireplace . There is a modern bathroom, a separate media room for TV, two porches and two large, air-conditioned bedrooms.. An ideal place for couples travelling in groups, we provide a clean, comfortable stay with stunning lake and vineyard views. We are dog and child friendly.