Holiday rentals in Dundee

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Top-rated holiday rentals in Dundee

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Top guest favourite
A comfortable living area features a green sofa paired with a wooden rocking chair. A dark coffee table sits in front, with natural light illuminating the space through two windows. A dining table with four chairs is positioned nearby, creating a cozy gathering spot.
Flat in Penn Yan
4.97 out of 5 average rating, 559 reviews

Crows nest lake view flat

Crows Nest is located on the Keuka Lake wine trail. It is next to Red Jacket Park and Morgan Marine on one side, Seasons on Keuka Lake on the other. Very close to Penn Yan/Yates County Airport and between the Main Deck restaurant and Route 54. The property is NOT water front. Keuka Lake is accessible thru Red Jacket Park and visible from the property, but not directly on the water. There is a sidewalk from the property to town for Guests who prefer to walk, approximately 1 mile to Village center

Top guest favourite
An inviting outdoor space features a hot tub with blue lighting beside a fire pit. Two wicker chairs are positioned nearby, with a small table in between. Large windows provide a view into the indoor living area, enhancing the connection between the spaces.
Home in Dundee
4.98 out of 5 average rating, 144 reviews

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your beautiful lakefront getaway! Enjoy a warm winter escape in front of the fireplace or on the heated enclosed patio. This year-round home on the FLX WINE TRAIL has 75' of LAKEFRONT and nice amenities. 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. FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Dogs extra fee.

Guest favourite
A spacious covered deck features multiple seating areas with blue cushions. A hot tub is present, alongside a coffee table and additional seating, all positioned to enjoy views of the lake. The deck leads to the lawn and dock area.
Home in Dundee
4.94 out of 5 average rating, 104 reviews

Spectacular Lake Views + Hot Tub: Winedown Oasis

Welcome to our beautiful lake house on Seneca Lake! The spacious lake level oasis has spectacular views and outdoor space! We offer all the indoor and outdoor amenities you desire on a vacation. Relax on the covered deck or in the sunken hot tub. Enjoy lots of patio seating with built-in kitchen, sink, and outdoor refrigerator. The dock, 100' of level lawn, and canoe and kayaks make this your best vacation yet. Come experience a lake week near all the best wineries and breweries in the region!

Top guest favourite
A circular fire pit is surrounded by four red Adirondack chairs, creating a comfortable seating area. The horizon showcases a vibrant sunset with shades of orange and purple, while a grill sits nearby on a grassy area, offering a great spot for outdoor gatherings.
Cabin in Hector
5 out of 5 average rating, 128 reviews

Sunset Paradise, Hector NY. March Special Prices!

Come and enjoy the stunning sunsets and vista views from your private patio to “get away from it all”. ALL NEW CONSTRUCTION created from the ground up with every detail in mind. Enjoy the spacious 1 bedroom home with queen and additional queen sofa bed in the living room to allow for a more comfortable fit. Minutes to top winery’s and wonderful restaurants! Included is a stocked coffee bar for early mornings and a fire-pit for sunsets and late evenings. Great for 4 adults or a family getaway!

Top guest favourite
Home in Burdett
4.96 out of 5 average rating, 409 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!

Top guest favourite
Home in Dundee
4.99 out of 5 average rating, 80 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!

Guest favourite
An outdoor dining table is set with colorful plates and glasses, positioned on a spacious deck overlooking Keuka Lake. The table accommodates six chairs, and a grill is visible in the background among the bare trees lining the waterfront.
Chalet in Dundee
4.83 out of 5 average rating, 84 reviews

The Kingfisher: Amazing views & sunsets over Keuka

The Kingfisher Chalet is a cozy vacation home with incredible views of Keuka Lake. Located on 6 private, wooded acres on Keuka's east side halfway between Hammondsport and Penn Yan. Close to several top-notch wineries, restaurants, and all that the Finger Lakes region has to offer. You will love the spacious porch for a morning coffee, grilling and eating dinner, and sipping a glass of wine while watching the amazing sunsets. Guests of all backgrounds are welcome to enjoy our space.

Guest favourite
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
4.83 out of 5 average rating, 157 reviews

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.

Guest favourite
A serene lakeside view is depicted with four Adirondack chairs in varying colors positioned on a pebbled shore. A wooden dock extends into the water, surrounded by calm waves and lush green hills in the background, under a partly cloudy sky.
Chalet in Dundee
4.87 out of 5 average rating, 163 reviews

Private Keuka Lake-front Chalet | Stunning Views

This four-season get-a-away sits directly on the Keuka Lake Wine Trail and is ready for your weekend vineyard adventure. The 171' feet of private lakefront is the quintessential summer escape or fall foliage photo vista. The home features three bedrooms, two full bathrooms, and can easily sleep ten comfortably. The downstairs game room is designed with the kids in mind. The great room has a beautiful natural stone fireplace, perfect for relaxing after a great day on the Lake.

Top guest favourite
A spacious covered deck features a round wooden table surrounded by six folding chairs. Dappled sunlight casts patterns on the wooden floor, enhancing the natural atmosphere. The deck overlooks a serene view of the lake, framed by lush trees in the background.
Cottage in Dundee
4.99 out of 5 average rating, 522 reviews

Waneta Lakeside Cottage

Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

Guest favourite
A contemporary cabin features a wooden exterior with a sloped roof and large windows that allow natural light. Gravel serves as the driveway, while a picnic table is positioned in front of the cabin, surrounded by tall pine trees.
Cabin in Himrod
4.92 out of 5 average rating, 38 reviews

Rustic Elegance & Wooded Privacy

Kick back and relax in this calm, stylish space. Surrounded by 7 acres of woods, you are also central to fabulous Finger Lakes wineries, breweries, restaurants and lakes! This brand new property overlooks Seneca Lake and is .8 from shoreline with fine restaurants, live music, and a summer community of visitors. This property is off of Route 14 with nationally acclaimed wineries and notable restaurants. Contemporary design compliments your comfort.

Top guest favourite
A well-maintained entrance showcases a path leading to the screened-in porch. Lush green shrubs and colorful flower pots are placed along the sides. Natural sunlight illuminates the area, highlighting the inviting façade of the single-story home.
Home in Penn Yan
4.91 out of 5 average rating, 112 reviews

Squeaky clean private country setting

Pine Country Lodge is situated on a quiet country road and surrounded by woods and Mennonite farms, minutes away from world-class wineries, breweries and the beautiful Keuka Lake. Penn Yan is less than 5 miles away. Our 1 story home is ideal for a family of 6 or 3 couples. Enjoy a cup of coffee or a drink on the screened in porch and watch the abundant wildlife in the backyard. We have excellent Wi-fi but do not have a TV Sorry , no pets allowed

Popular amenities for Dundee holiday rentals

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