House holiday rentals in Watkins Glen

4.99 out of 5 average rating, 119 reviews

Home in Burdett

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.

4.93 out of 5 average rating, 162 reviews

Home in Rock Stream

Lakefront Living on Seneca | Dock, Firepit & Sunri

Open the sliding doors and step directly onto the dock, where sunrise mornings and quiet lake views set the tone for your stay. Spend your days exploring the nearby wine trail, hiking scenic trails, or simply enjoying time on the water, then come home to unwind by the lake with a glass of your favorite find. Gather around the firepit, soak in the fresh air, or relax inside with central A/C, heating, and high-speed internet. This lakefront retreat offers both peaceful escape and everyday ease—jus

The exterior view of the farmhouse displays a two-story white structure surrounded by vibrant autumn foliage. Large windows reflect the seasonal colors, while a covered porch invites relaxation. A spacious lawn lays before the house, with scattered leaves adding to the tranquil ambiance.

4.74 out of 5 average rating, 121 reviews

Farmhouse at Fulkerson Winery

An 1856 farmhouse re-finished to accommodate up to 10 people. 4 queen beds. Full kitchen, Living and Dining. Enjoy the beauty of Seneca Lake from the porch with your favorite Finger Lakes wine! Direct access to the Seneca Lake Wine Trail, lake access within 8 miles. Best view on the lake! 6 wineries within 2 miles. The outbuildings have a "working farm charm", and may be a little messy due to storage of articles from past generations. The house does sit on NY 14 and can have some road noise.

A clear stream flows over smooth stones, with sunlight filtering through trees in the background. The tranquil water glistens as it meanders past a stone-lined bank, adjacent to a fenced area that leads to a cottage structure. The natural setting offers a serene ambiance.

4.97 out of 5 average rating, 126 reviews

Malthouse

Relax with the whole family at this peaceful place to stay. This creatively furnished cottage located just off ny state rte 14 which is seneca lake wine trail. It is only minutes from many wineries and only 15 minutes from watkins glen. The house has a full kitchen with cooking basics and a k-cup coffee maker 3 bedrooms with king size beds. A stream flowing right through the back yard. There are toys and games and a hot tub. There's some noise from the traffic on rte 14 but peaceful otherwise.

A view of a lakefront property illustrating a well-maintained yard with green grass and a dock extending into clear water. An American flag gently flutters near the house, while several outdoor chairs and loungers are arranged for relaxation. Lush trees form a backdrop against a clear sky.

4.98 out of 5 average rating, 160 reviews

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your beautiful lakefront getaway! This year-round home on the FLX WINE TRAIL has 75' of LAKEFRONT and nice amenities. 3BR+sleeping loft/2BA+outdoor shower. The 4-SEASON covered PATIO/outdoor kitchen & dining enhances your experience any time of year! Enjoy the 4-person HOT TUB w/ TV. 60’ dock w/ electric BOAT LIFT, bar, seating area and fire pit. Steps to lake and ladder on dock. FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs/$25 each/night.

4.93 out of 5 average rating, 132 reviews

Private Country Cozy home with Hot Tub

Located minutes from downtown Watkins Glen and Watkins International, our home can become your place to stay and relax. Relax with your family and friends out on our oversized deck or out by the fire pit surrounded by woodland. Newly Installed Hot tub. First Floor: Livingroom . Kitchen . Dining area . Half Bath . Laundry room . Queen Bedroom Second Floor: King Bedroom with attached private bathroom . Queen bedroom . Double Bedroom . Full bathroom Basement is not accessible for guests.

4.94 out of 5 average rating, 193 reviews

A simple dining area is highlighted by a rustic wooden table beneath a woven pendant light. Natural light filters through a large window, illuminating a potted plant and a bowl of fruit at the center, while two dark chairs are positioned on either side.

Home in Hector

Finger Lakes Winery Farmhouse

Experience the heart of Hector's wine country in our large, charming 3 bed, 2 bath farmhouse adjacent to Damiani Wine vineyards and an active wine production barn. This historic, 100+ year old home features a renovated kitchen and 2 full baths, with thoughtfully curated, eclectic modern farmhouse decor. Great for families or groups of friends, this cozy, well stocked home lets you catch a glimpse of the wine-making and grape growing process next door. Easy lake access is just down the road.

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, 108 reviews

Watkins Glen / Seneca Lake Wine Trail Homestead

Gather with your friends and family in this spacious 4-bedroom 2 bath home in a private setting right on the Seneca Lake Wine Trail mere minutes from the village, State Park, Seneca Harbor & much more. You don't have to sacrifice the perfect vista or location in order to accommodate everyone. Sip your morning coffee or evening wine in the sunroom, open deck or in the central air conditioned home. On the grounds you will find lots of room to roam with a fire pit and cornhole ready to play.

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.

4.88 out of 5 average rating, 102 reviews

Charming country home near Seneca Lake

Your home is a 5 minute drive to the famous Seneca Lake Wine Trail, Watkins Glen State Park, and 10 minute drive to Watkins Glen International Racetrack. You'll have access to over 60 renowned wineries, breweries, and distilleries. Experience breathtaking vineyard views, indulge in wine tastings, and enjoy gourmet dining. Outdoor enthusiasts will love our proximity to Watkins Glen State Park. For motorsport fans, the Watkins Glen International Racetrack is just a stone's throw away.

4.99 out of 5 average rating, 101 reviews

2 King Beds, Wineries + Watkins Glen at VineHaus

VineHaus is a bright, historic lake house with vineyard views, two king bedrooms, and an unbeatable location near Watkins Glen and the Seneca Lake Wine Trail. Spend your days tasting at nearby wineries, breweries, and distilleries, hiking the gorges and waterfalls at Watkins Glen State Park, and visiting the Windmill. End the day with a farm to table dinner and Finger Lakes wine on the deck. Relaxed, comfortable, and ideal for a couples getaway or friends weekend, April through December!

An aerial view captures a spacious living and dining area with elegant furnishings. A large window allows natural light to illuminate the room, featuring a wooden dining table, comfortable seating in shades of gray, and decorative accents such as plants and artwork.

4.9 out of 5 average rating, 126 reviews

4BR w/ Game room & just min. from WGI & Wine Trail

The whole group will enjoy easy access to everything from this centrally located place. Equipped w 4 large bedrooms, 2 Living rooms & a very unique game room. You will have plenty of space stretch your legs. The 4-acre grounds make for peace & privacy. Head outside on the large deck to enjoy the fresh air and do some grilling. This beautifully decorated home comes equipped with plenty of amenities. If you have a larger group, book our sister property next door too, Gracie's House.

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, 121 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

4.98 out of 5 average rating, 222 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 Hamlet

Camp S’mores- Modern A-Frame with Pool

4.92 out of 5 average rating, 100 reviews

Home in Hammondsport

Modern Lakeside Villa with Pool and Hot Tub

4.96 out of 5 average rating, 162 reviews

Home in Beaver Dams

Sleeps 10 Heated Pool, Hot tub, pickleball court.

4.95 out of 5 average rating, 201 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, 228 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

4.96 out of 5 average rating, 216 reviews

Home in Sayre

Beemans home on the hill.

5.0 out of 5 average rating, 112 reviews

The exterior showcases a modern wooden facade with large windows that invite natural light. A landscaped area with gravel and wooden fencing creates a welcoming entrance, framed by tall trees against a clear blue sky.

Home in Ithaca

Downtown Ithaca New Build – Award-Winning Stay

4.99 out of 5 average rating, 137 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

Weekly house rentals

4.97 out of 5 average rating, 105 reviews

The image features a well-maintained walkway leading to a two-story farmhouse, illuminated by clear blue skies. Colorful fall foliage and blooming flowers line the path, while a pet walks towards the entrance, inviting a sense of welcome and accessibility.

Home in Hector

Scenic Wine Country Getaway: Family & Pet-Friendly

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.

4.86 out of 5 average rating, 141 reviews

Victorian in Watkins Glen

4.99 out of 5 average rating, 168 reviews

A comfortable living area is highlighted by a plush, light-colored sofa and a decorative coffee table. Soft lighting is provided by a table lamp and ceiling fixtures. The open layout connects to a well-equipped kitchen, visible in the background, promoting a welcoming space for gathering.

Home in Montour Falls

Catharine Valley Place * 4 miles from Watkins Glen

A newly renovated cape-style house features a light brown exterior with welcoming white trim. The front door is centered and flanked by large windows, providing ample natural light. A carport offers sheltered parking space beside the home, which is surrounded by a well-maintained yard.

4.99 out of 5 average rating, 145 reviews

Cozy cape, walking distance to everything

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.

4.98 out of 5 average rating, 175 reviews

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

4.96 out of 5 average rating, 491 reviews

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.

Home in Burdett

Burdett Home with a View. Perfect location.

4.94 out of 5 average rating, 142 reviews

A spacious property is set in a lush green landscape, showcasing a well-maintained yard. The home features a unique architectural design with a large driveway, framed by trees, and a panoramic view of Seneca Lake in the background under a cloudy sky.

Home in Burdett

Wine country chateau - adjacent to Seneca Lake and wineries

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.

4.84 out of 5 average rating, 159 reviews

Watkins Glen Lakeview Cottage w/ Waterfall!

Private house rentals

4.92 out of 5 average rating, 101 reviews

A calm lakeside scene features a wooden dock with two Adirondack chairs, inviting guests to relax. In the background, a charming house with large windows and a well-maintained lawn is visible, along with green trees surrounding the property and a small boat visible on the water.

Home in Alpine

Beautiful Lakefront Property

4.98 out of 5 average rating, 108 reviews

A bright living area features floor-to-ceiling windows offering views of the lake. A round dining table accommodates four, while a cozy seating arrangement includes a gray couch and two chairs. Natural light floods the space, enhanced by high vaulted ceilings and wood accents.

Home in Jerusalem

The Best Getaway on the Keuka Lake Wine Trail

4.83 out of 5 average rating, 204 reviews

Home in Penn Yan

Retreat w/ panoramic lake views on wine trail!

The image captures a spacious deck featuring wooden railings overlooking a lush green yard. The clear blue sky and scattered clouds enhance the serene outdoor ambiance. This peaceful setting invites relaxation and enjoyment of the natural surroundings.

4.95 out of 5 average rating, 172 reviews

2Mn From WGI Racetrack & Central to FLX Wine Trail

4.94 out of 5 average rating, 308 reviews

Home in Geneva

Lakefront House: Hot Tub, Kayaks & Fire Pit

5.0 out of 5 average rating, 95 reviews

Watkins Glen Luxury Escape on Seneca Wine Trail

5.0 out of 5 average rating, 23 reviews

Sugar Hill Hideaway