House holiday rentals in Watkins Glen

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Top-rated house rentals in Watkins Glen

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Top guest favourite

Home in Newfield

4.97 out of 5 average rating, 188 reviews

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

Top guest favourite

Home in Burdett

4.98 out of 5 average rating, 450 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.

Superhost

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!

Guest favourite

Home in Burdett

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.

Guest favourite

Home in Burdett

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!

Guest favourite

Home in Keuka Park

4.93 out of 5 average rating, 274 reviews

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!

Top guest favourite

Home in Naples

4.99 out of 5 average rating, 145 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

Top guest favourite

Home in Watkins Glen

4.99 out of 5 average rating, 103 reviews

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.

Superhost

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.

Top guest favourite

Home in Watkins Glen

4.9 out of 5 average rating, 112 reviews

Watkins Glen Country Living

Kick back and relax in this calm, stylish space located in the country setting of Watkins Glen, NY. The whole house is dedicated to your enjoyable guest experience with 3 king bedrooms and 2 full bathrooms, of which the master bath has both a shower and jetted tub. Come enjoy the peaceful setting surrounded by fields and beautiful views. The interior of the house was completely remodeled and painted in 2024.

Top guest favourite

Home in Beaver Dams

4.98 out of 5 average rating, 120 reviews

Cozy cottage sleeps 4 near Watkins Glen Racetrack!

Conveniently located (~9 miles) Watkins Glen, ~13 Corning, ~22 Hammondsport. Enjoy access to hiking trails, state forests, & both Seneca & Cayuga Lake wine Trails. All the amenities of home in a beautiful rural setting. Covered front porch, outdoor furniture, grill, fire pit with complementary firewood. Up to 2 dogs welcome.

Top guest favourite

Home in Hector

4.95 out of 5 average rating, 165 reviews

The Riesling Ranch | Vineyard | Wine Trail

The Riesling Ranch is located along the Seneca Lake Wine Trail, with numerous wineries, breweries and restaurants within a few miles. The house borders a block of Riesling vineyards from the winery next door. Just a few minutes from lake access, national forrest hiking, and a quick drive to Cayuga Lake or Keuka Lake.