Holiday rentals in Urbana

4.94 out of 5 average rating, 101 reviews

An outdoor seating area is presented with a circular antique wine barrel fire pit surrounded by modern bar stools. The deck features wooden flooring and offers a view of the lake, with a dining set visible in the background and trees lining the perimeter.

Barn in Hammondsport

The Barn On Keuka-HotTub-LakeView-WineTrail

Experience a picturesque lakeside retreat at our newly built modern barn on the Keuka Lake. Restored wood from the original barn accent the home, adding a touch of rustic charm to the modern design. Nestled in the heart of wine country, this stunning property offers the perfect blend of luxury and relaxation. Not only can you enjoy the tranquility of a lakeview home, but a HOT TUB, antique barrel firepit, SHUFFLEBOARD, and grill are provided to offer you the type of stay you've been dreaming of!

4.91 out of 5 average rating, 435 reviews

A cozy cottage is set amidst greenery, featuring a wheelchair-accessible ramp leading to a wooden deck. A round table with an umbrella is positioned beside the deck, surrounded by a manicured lawn and tall trees in the background.

Cottage in Hammondsport

A Wise Getaway / Farm Cottage Near Keuka Lake

Welcome to A Wise Getaway Amish-Built 800 Sq Ft Cottage on 50-Acre Farm No Cleaning Fee Upfront - All-In Pricing *One-time $50 pet fee A peaceful retreat for couples, families & your four-legged friends 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $50 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

4.96 out of 5 average rating, 83 reviews

A modern lakefront cottage is positioned among vibrant autumn foliage, featuring multiple windows that reflect the warm colors of the season. The exterior showcases a wrap-around deck on the second level and a lower patio area, with kayaks neatly stored by the water's edge.

Cottage in Hammondsport

Keuka Cottage ✧ Handcrafted Beauty on Lake's Shore

Experience this beautifully handcrafted lakefront cottage, mere steps from water’s edge on Keuka's southeast shore, with lake views from all three bedrooms! Just 5 miles north of downtown Hammondsport and minutes away from some of Keuka's best wineries, the cottage is ideally located for exploring top local attractions while enjoying a special haven of relaxation. Keuka Cottage has it all— use our three kayaks, paddle board, outdoor kitchen + dining set, fire pit, and enjoy SPECTACULAR sunsets!

Guest house in Hammondsport

A deck area is shown, featuring several outdoor chairs arranged around a small table. Natural light is visible through large windows of the cottage, while a serene view of trees and sky enhances the space.

Waterfront Cottage with moorage on Keuka Lake

Charming cottage on the waterfront with a beautiful view of the lake. Direct access that’s mere steps to the water with large dock/mooring for swimming/watersport fun. Fully furnished with a great kitchen, outdoor grill and a comfy queen sized bed. It's only 5 miles to the town square with lots of cute shops & quaint restaurants. Close to a variety of wineries, craft breweries & hiking/biking trails. A short drive to the Glenn H. Curtiss Museum and just over the hill from Watkins Glenn raceway!

4.95 out of 5 average rating, 124 reviews

4.87 out of 5 average rating, 68 reviews

A spacious outdoor seating area features comfortable furniture, surrounded by greenery. Sunlight filters through trees, highlighting panoramic lake views. An inviting atmosphere is created with a soft rug underfoot and decorative lanterns placed on the table.

Cabin in Hammondsport

Lake View with Balcony- Private 2 bedroom chalet

Hidden and what a view! Private 1900' drive leads to custom built private chalet overlooking Keuka Lake. Forget your worries in this serene space while enjoying the indoor great rooms' panoramic views or outdoor wrap around balcony. Paths meander the acreage for you to explore. Located in the heart of wine country. Keuka boat/jet ski rentals within minutes. Bristol mountain and Watkins Glen State Park 35 minutes away. 8 min drive to town for restaurants & shopping. Keuka State Park 22 min away

A hilltop retreat is depicted from an elevated view, showcasing a contemporary two-story home with a dark roof. Lush green fields surround the property, leading to distant hills and the shimmering waters of Keuka Lake, creating a scenic backdrop.

4.97 out of 5 average rating, 302 reviews

Heard It View The Grapevine

Walking distance to Dr. Frank's Winery, Barrelhouse 6 Distillery, & Divided Sky Winery. A 6 minute or less drive to Point of the Bluff Winery & Concert venue, Keuka Brewing, Krooked Tusker Distillery, Steuben Brewing, Heron Hill Winery & Bully Hill Winery. Panoramic clear views boast from this hilltop hideaway. Perfect family vacation or couples getaway spot for the ultimate Finger Lakes retreat. Fiber Optic internet at the house. Rare for this area - better speeds and more reliable service.

The estate is surrounded by lush greenery, with expansive landscaped grounds leading towards a charming two-story structure. A spacious deck can be seen at the back, offering views of the rolling hills and trees in the distance under a clear blue sky.

4.96 out of 5 average rating, 114 reviews

The Manor House Estate

The Manor House Estate is a premier 5,000 sf lake-view estate located directly on the Keuka Lake Wine Trail within proximity of over 100 Finger Lakes wineries, breweries and distilleries and a few miles from some amazing dining establishments, retail shops, museums and more. Nowhere can you find an affordable place this large and amazing! Boat, kayak and other rentals available within two miles! Perfect for weddings and other events! Inquire within for more details. 16 person maximum

4.99 out of 5 average rating, 105 reviews

The image showcases a small cabin nestled in a natural setting, featuring a porch with a railing. An American flag is displayed prominently, with green grass and trees visible in the background under a partly cloudy sky.

Cabin in Hammondsport

Wildflower Cabin at Butterball Pond

A peaceful stay in the desirable Keuka Hillside neighborhood. It’s not big, but the memories here will be. Come stay at “Butterball Pond” and try your luck at catching Big Bob the Bass. You’ll find your draw to the Finger Lakes the same way-catch, release, come back for more. A small cabin with one queen bed on the ground floor and two beds, full and twin, in the loft. Good for a family of four or a couple. A wrap around deck with numerous places to sit and connect…or disconnect.

A comfortable living room features a light blue color scheme and various seating options. A cozy fireplace is positioned beneath a decorative mirror. Vibrant patterned rugs add warmth to the space, which includes a wooden dining chair and a side table with a lamp.

4.99 out of 5 average rating, 170 reviews

Hammy on a Rye 2 Hammondsport NY

There have been professional photos done by the Airbnb photographer, and they are finally here! This is the 2nd Hammy on a Rye right next door to the original Hammy on a Rye started almost 4 yrs ago. This is similar in size and layout as the other home. It has two king-size bedrooms, 2 full baths, a kitchen, a dining room, a living room, laundry, and central air. There is also plenty of off-street parking available. We are putting together the gas firepit and seating now

4.85 out of 5 average rating, 118 reviews

A spacious outdoor deck offers serene views of the calm lake, framed by lush green hills in the distance. Comfortable seating arrangements and a glass table invite relaxation, while a newly installed dock extends into the water, providing additional access to the waterfront.

Cottage in Hammondsport

Visions on Keuka Lake-Waterfront!

VISIONS ON KEUKA -NEW DOCK, Outdoor shower -Waterfront cottage -1/2 mile from Downtown Hammondsport -3 bed/2 bath (Sleeps 8 W/ 1 King, 1 Queen, Twin Bunks & Loft with Twin/Full) -12 wineries/breweries in 10 mile radius & great restaurants! -40+ stairs from the road to the house. -Parking is limited. -There is a $325 cleaning/septic fee. If you have more then 6 people and pets you must contact host first b/c there are additional fees ($50/person per day & $50 dog/per-day)

4.91 out of 5 average rating, 105 reviews

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

Two wooden Adirondack chairs are positioned on a dock, facing a vast, calm lake. The water reflects the clear blue sky, with gentle ripples created by a soft breeze. In the distance, sloping hills are visible, accented by patches of colorful foliage.