Vacation rentals in Urbana

5 out of 5 average rating, 110 reviews

A modern single-room cabin is nestled among trees, featuring large windows that offer natural light and views of the surrounding woods. A covered porch with seating invites relaxation, while a wooden railing adds to the cabin's rustic charm.

Cabin in Dundee

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

4.9 out of 5 average rating, 362 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! A peaceful retreat for couples, families & your four-legged friends Just 2 miles from Keuka Lake & minutes to the Village of Hammondsport, NY Minutes from wineries, breweries, NYS hunting land & Waneta / Lamoka Lakes ♿ Handicap accessible 🐾 $40 pet fee 🔥 Fire pit 📡 Wi-Fi 🍔 BBQ grill 📺 Premium DIRECTV + Sports Packages Top 5% rated Airbnb in region 20–30 mins to Watkins Glen, Penn Yan & Corning

Guesthouse 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.

4.95 out of 5 average rating, 117 reviews

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!

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, 265 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.

4.91 out of 5 average rating, 201 reviews

The cabin's interior features warm wooden walls and a cozy seating area with a sofa adorned with patterned cushions. A wooden dining table with matching chairs is positioned alongside a wood stove, while windows allow natural light to fill the space.

Cabin in Prattsburgh

Naples, wineries, breweries, hiking, Finger Lakes!

Get away in this cozy little cabin on 5 acres of mature forest. Just minutes away from the Finger Lakes wineries and breweries. Enjoy everything the Finger Lakes has to offer, kayaking, hiking, skiing -just minutes away. You will love the feel of this cabin and the warm wood stove as you relax in this quiet secluded home with full bath and great well water. Enjoy the nature trail, start a campfire, cook on the grill after the wineries and breweries. Only 8 miles to Point of Bluff Winery!

4.99 out of 5 average rating, 363 reviews

A single-story lake house is pictured, featuring a light yellow exterior with large windows and a spacious deck. The deck extends toward the water with a railing and seating area visible. Surrounding greenery enhances the natural ambiance of the lakeside setting.

Guesthouse in Keuka Park

Keuka Beach House - Glamping at its best!

My place is right on the lake and great for summer activities. The deck hangs out over the water overlooking the beach and dock. Outdoor opportunities include your own hiking trail, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Please note: a local occupancy tax of 4% is already included in the price you pay. As of 2025, New York State charges sales tax which is added to the amount you pay when booking the space.

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.

4.95 out of 5 average rating, 110 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

4.87 out of 5 average rating, 117 reviews

The view from the front of the bus showcases a green landscape with rolling hills and scattered bales of hay. Potted plants rest neatly on the dashboard, adding a touch of life to the rustic interior. Sunlight filters through the windshield, illuminating the inviting scene.

Camper/RV in Naples

Off Grid Bus at Bright Sky Farm

Unplug- and recharge- in our rustic converted school bus. Swim in the pond, meditate in the garden, pick raspberries and see some of the best night sky viewing around. Visit with the farm animals and tag along for chores if you want. This skoolie is far from the swanky, expensive ones you've seen on social media- this is a simple, rustic and very old bus that we were lucky enough to live in with our kids while we looked for our perfect farm, and now we're happy to share it with you!

4.99 out of 5 average rating, 511 reviews

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

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.

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, 127 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

Superhost

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.