House holiday rentals in Watkins Glen

4.97 out of 5 average rating, 137 reviews

Home in Montour Falls

Hilltop hideway for nature lovers w/3 waterfalls.

4 BR 3 BATH home. Relax, restore, rejuvenate or unwind at 1 of a kind retreat in the heart of the Finger Lakes! Perfectly situated on 20 acres, landscaped, surrounded by woods & waterfalls. Enjoy a glass of wine/drink & dine on the large patio while taking in the view of the surrounding vistas. May also view from inside from picture window in living and dining rms. Many types of wildlife visit! NO PETS ALLOWED. No late ck/outs unless arranged with host. Violations will incur fee of $75/ hr.

A charming two-story house is surrounded by vibrant orange flowers, enhancing its inviting appearance. A wooden staircase leads up to a spacious porch, which features a welcoming entryway. Lush greenery offers natural shade and adds to the peaceful setting.

4.85 out of 5 average rating, 131 reviews

Victorian in Watkins Glen

Our comfortable Village home is full of art, antiques, and summer blooms, with a view of Seneca Lake. Guests enjoy quiet & privacy. Walk to restaurants. Wineries, waterfalls, boating &hiking trails. WGI is nearby. 3 bedrooms share 2 full baths on second floor, 1/2 bath on first floor. This kitchen has modern appliances.Television can be used with your streaming accounts. Comfortable seating on the front porch . Outdoor patio with charcoal grill .Your host Maggie is an Artist and decorator.

Superhost

An expansive deck features multiple Adirondack chairs arranged for relaxation, alongside a dining table. Scenic lake views and a backdrop of rolling green hills are visible under a bright sky with scattered clouds.

4.82 out of 5 average rating, 148 reviews

Watkins Glen Lakeview Cottage w/ Waterfall!

Discover the unique beauty of the Finger Lakes region when you book a stay at this 3-bedroom, 2-bathroom vacation rental house! Spend your mornings sipping coffee on the expansive deck with panoramic Seneca Lake views or kick back in the hammock overlooking a private waterfall at this hideaway. When you're fueled up for the day, head out to places like Watkins Glen State Park or Shequaga Falls Park. After, look forward to playing board games and enjoying family time in the cozy living spaces.

An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.

4.98 out of 5 average rating, 262 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.

4.95 out of 5 average rating, 421 reviews

1875 Renovated Schoolhouse with an Igloo!

Explore the Finger Lakes and make this renovated schoolhouse with an outdoor igloo as your basecamp. Nestled in the countryside, you'll find absolutely stunning views with surroundings that are peaceful and quiet. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the gorgeous Watkins Glen State Park, and the renowned WG International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect for that too!

4.99 out of 5 average rating, 274 reviews

A wooden dock extends into the calm waters of Seneca Lake, featuring a ladder for easy access. Two chairs are positioned on the dock, inviting relaxation. The overcast sky reflects softly on the water's surface, creating a serene atmosphere.

Home in Penn Yan

Waterfront Escape in Seneca Lake Wine Country

A true refuge... peaceful, quiet and majestic. The house is right on the lake with gorgeous views of Seneca lake. Large windows overlook the lake from the living room and front bedroom. Single family detached home situated on a dead-end street limited to local traffic, this 2 bedroom, 1 1/2 bathroom year-round home will provide you with everything you need for your next getaway. The house is perfect for 2 couples or a family of four. Bonus room above the boathouse with a pull out sofa.

4.94 out of 5 average rating, 290 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!

An expansive grassy area is visible, featuring a set of red outdoor chairs arranged around a small table. A white picket fence outlines the property, with lush green trees and fields in the background. A rainbow arching over the scene completes the tranquil setting.

4.98 out of 5 average rating, 126 reviews

Spacious Wine Trail Home - "OurPlace" 3 bath/5 bed

Lovely Ranch House: 3 bedrooms with 3 FULL BATHS in Burdett,NY. Set up on a hill, with valley & partial views of beautiful Seneca Lake. * (We currently are only taking reservations from guests with reviews on Airbnb). Enjoy the peaceful & very private location. Beautiful,huge back yard & 3 decks. Sunrise, sunsets, stargazing, lawn games, hammock, and a gas fire pit. Conveniently located on scenic Seneca Wine Trail, just minutes from many restaurants, wineries and breweries.

4.84 out of 5 average rating, 171 reviews

A rustic bed frame made of logs supports a white quilted coverlet. A decorative throw blanket, featuring a pattern of greens and browns, is laid over the foot of the bed. A small bedside table with a lamp is positioned nearby, along with a pillow that adds a touch of comfort.

Home in Dundee

Country cottage

A cozy cottage located on a rural crossroad right in the heart of the finger lakes. Just off the wine trail with wineries close by. 15 min from watkins glenn and 5 min from dundee. The huose has 2 bedrooms upstairs, each with a queen sized bed and a recliner. Downstairs is a fully furnished kitchen including k-cup coffee maker, microwave and kitchen stove. A large bathroom with a bathtub and shower. Laundry room with washer and dryer. Living room with couch and recliners.

5 out of 5 average rating, 200 reviews

An inviting living area features large windows that allow natural light to fill the space. A neutral-toned sofa and seating chairs are arranged around a central area rug, while a stone fireplace adds a rustic touch. Greenery can be seen through the windows, connecting indoors and outdoors.

Home in Skaneateles

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

4.99 out of 5 average rating, 155 reviews

A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.

Home in Naples

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!

A modern home with a light grey exterior is surrounded by lush greenery and several well-maintained, symmetrical Christmas trees. The property features a large, vibrant lawn, with trees offering a natural backdrop, enhancing the tranquil setting.

4.99 out of 5 average rating, 115 reviews

Watkins Glen Luxury | 3 Kings & Scenic Views

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.

Popular amenities for Watkins Glen house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 190 reviews

The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.

Home in Lima

Fireplace, theater room, & fully equipped kitchen

4.98 out of 5 average rating, 212 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

4.96 out of 5 average rating, 216 reviews

A remodeled country home is situated amidst lush greenery, featuring a gravel driveway leading up to the house. A silver metal roof covers the attached garage, while a camper is parked beside the garage. Trees provide natural shade around the property.

Home in Ithaca

Haven Woods, quiet house, minutes to Ithaca w/ AC

Superhost

A brown wooden exterior of The Honeycrisp House is complemented by large windows reflecting natural light. A paved pathway leads to the entrance, flanked by lush greenery. The garage, attached to the main structure, features a gentle arch design.

Home in LaFayette

4.95 out of 5 average rating, 257 reviews

The Honeycrisp House at Beak & Skiff

4.88 out of 5 average rating, 140 reviews

A welcoming seating area is presented with two soft blue armchairs positioned on a decorative rug featuring floral patterns in shades of blue and cream. A small table with a lamp is situated between the chairs, and natural light enters through a large window overlooking a grill area.

Home in Pittsford

Charming Pittsford Home-Indoor Pool-4 bedrooms

5 out of 5 average rating, 121 reviews

A private rectangular pool is surrounded by a sleek gray concrete patio and secured with a black metal fence. A water slide curves into the pool, while lounge chairs are arranged nearby. Lush green trees provide a natural backdrop.

Home in Bloomfield

2 Bedroom pool house with Garage

4.94 out of 5 average rating, 177 reviews

A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.

Home in Elmira

Comfy Ranch House with Pool 3BR/2BA

4.96 out of 5 average rating, 157 reviews

Home in Beaver Dams

Heated Pool, Hot tub, pickleball court.

Weekly house rentals

5 out of 5 average rating, 37 reviews

A comfortable living area is highlighted by a brown leather sofa and two soft blue armchairs. A modern electric fireplace is mounted on the wall beneath a large television. Natural light filters through sheer curtains, illuminating a textured area rug and a woven coffee table.

Home in Hammondsport

Cozy Cottage in the village of Hammondsport

4.98 out of 5 average rating, 50 reviews

A spacious deck features several lounge chairs positioned to capture views of the sunset over Seneca Lake. Bare trees frame the horizon, with a serene landscape visible in the foreground and the shimmering water reflecting the evening sky.

Home in Dundee

Sunrise at the Sawmill - Couples Retreat!

An open-concept living area is highlighted, featuring a modern kitchen with white cabinetry and a wooden countertop. A cozy seating area is visible with a leather sofa, decorative pillows, and a patterned area rug. Natural light enters through a nearby window, enhancing the overall brightness.

4.9 out of 5 average rating, 87 reviews

Charming country home near Seneca Lake

4.96 out of 5 average rating, 26 reviews

Home in Lodi

*NEW* Wine Cottage w Sweeping Views of Seneca Lake

5 out of 5 average rating, 37 reviews

A gravel driveway winds through greenery, leading toward a wooden cabin that is partially obscured by trees. The setting is serene, with a soft twilight sky overhead and the lush foliage surrounding the path enhancing the natural ambiance.

Home in Montour Falls

The Honey Hut

4.88 out of 5 average rating, 49 reviews

A mirrored tiny house is surrounded by green grass and diverse plants, reflecting the clear blue sky and neighboring landscape. The structure's glass facade offers a modern look while blending into the natural surroundings. A quiet, peaceful setting highlights the home's rural charm.

Home in Hammondsport

Tiny Vineyard Mirror House with Sauna & Hot Tub

A bright living room is presented, featuring a gray sofa adorned with decorative pillows. Two yellow armchairs complement the furniture arrangement, while a wooden coffee table is positioned centrally. Natural light filters through large windows, enhancing the room's welcoming feel.

4.96 out of 5 average rating, 71 reviews

The Glen House

5 out of 5 average rating, 47 reviews

Home in Lodi

Top 1% Listing | Seneca Wine Trail | Firepit

Private house rentals

4.92 out of 5 average rating, 24 reviews

A stunning sunset is showcased over rolling hills, with hues of orange and pink reflecting against a cloudy sky. The green grass in the foreground leads to a modern home, while the expansive view of nature invites a sense of calm and tranquility.

Home in Beaver Dams

Countryside Get-a-way

4.97 out of 5 average rating, 36 reviews

The expansive farmhouse features white siding with dark trim and a welcoming entrance accented by red doors. Lush greenery surrounds the property, complemented by well-maintained flower beds and a stone pathway that leads to the side of the house.

Home in Rock Stream

Apollo's Praise Farmhouse - Vineyard Retreat

The dock stretches out over calm waters, with a covered gazebo providing shade. The sun reflects off the lake's surface, creating a shimmering effect. A gentle view of the hills across the water complements the serene setting.

4.93 out of 5 average rating, 30 reviews

Watkins Glen, Hot Tub Seneca Lake

5 out of 5 average rating, 10 reviews

The Grape Escape - Riesling - Wine Trail Luxury

A serene bedroom is presented with a spacious bed dressed in crisp white linens. Dark wood furniture, including a chest and nightstands, complements the high ceiling with exposed beams. A textured area rug enhances the floor space, while a painting adorns the dark accent wall.

4.98 out of 5 average rating, 44 reviews

Farmhouse in Watkins Glen

A two-story home features a welcoming wraparound porch with a wooden deck. Large windows provide natural light, and a well-maintained yard is surrounded by trees. The house is set against a blue sky with a few clouds, creating a serene atmosphere.

4.98 out of 5 average rating, 99 reviews

Watkins Glen / Seneca Lake Wine Trail Homestead

A spacious back deck is shown with two wooden chairs facing the serene views of Seneca Lake. Lush greenery and rolling hills are visible in the distance, under a bright sky filled with scattered clouds.

5 out of 5 average rating, 13 reviews

Watkins Glen, Seneca Lake Views, Wineries