Holiday rentals in Urbana

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Top-rated holiday rentals in Urbana

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Hammondsport
4.91 out of 5 average rating, 411 reviews

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

Guest favourite
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
4.94 out of 5 average rating, 89 reviews

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!

Guest favourite
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
4.89 out of 5 average rating, 61 reviews

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

Top guest favourite
A spacious chalet is nestled on a verdant hilltop, surrounded by a variety of trees. The wide deck extends from the building, providing an inviting outdoor space. Fluffy clouds float above a vibrant blue sky, enhancing the natural beauty of the scenic vineyard landscape.
Chalet in Prattsburgh
4.99 out of 5 average rating, 106 reviews

2br Chalet with Hot Tub on a 30+ acre vineyard

Welcome to Whispering Pines, an immaculate 2 bedroom, 1.5 bath chalet on a vineyard overlooking Keuka Lake. Relax on a large, private deck equipped with a year-round hot tub while taking in the beauty of the surrounding vistas. At night, you will be treated to breathtaking panoramas of the celestial bodies above. Located within 10 miles from many wineries, breweries, restaurants, wedding & event venues and local attractions. Truly a unique place to enjoy all that the Finger Lakes has to offer.

Guest favourite
A wooden balcony with flower boxes filled with white and vibrant blooms overlooks the waterfront. Below, a dock extends toward the water, surrounded by lush greenery and colorful potted plants, creating a serene environment for outdoor enjoyment.
Guest house in Hammondsport
4.95 out of 5 average rating, 120 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!

Top guest favourite
A charming lakeside house is positioned above the water, surrounded by lush greenery. A spacious deck extends over the lake, providing views through large windows. The exterior is painted in soft yellow, complemented by a blue awning, enhancing the cozy lakeside ambiance.
Guest house in Keuka Park
4.99 out of 5 average rating, 374 reviews

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 on five acres of land behind the house, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Currently, New York State charges 8% sales tax and Yates County charges 4% Occupancy Tax which is added to the amount you pay when booking the space. Sorry.

Top guest favourite
A spacious great room featuring gleaming hardwood floors and large picture windows that provide panoramic views of the surrounding hills. A kitchen island stands prominently in the center, accompanied by a dining table with multiple chairs, creating an inviting space for gathering.
Home in Hammondsport
4.97 out of 5 average rating, 287 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.

Superhost
The tiny cabin features a rustic wooden porch with two black chairs positioned beside the entrance. A white door with glass paneling provides a welcoming entry. Surrounding gravel creates a natural setting, with outdoor seating and a campfire area visible nearby, framed by trees.
Tiny home in Hammondsport
4.86 out of 5 average rating, 29 reviews

40 Acre Silsbee Falls Tiny Cabin

Peaceful and private tiny cabin on 40 beautiful acres filled with wild life, waterfalls, and lake views. The property does have various trails/two-track "roads" that guests are welcome (and encouraged) to hike. The main trail-way ends at a spectacularly unique late 1700's cemetery, situated at the top of the southern waterfall-filled ravine - lost to the woods for hundreds of years. Guests can observe graves of the early settlers in the area, including numerous members of the Silsbee family.

Top guest favourite
Home in Hammondsport
4.92 out of 5 average rating, 13 reviews

Lakeview House near Wineries & Wedding Venue

Wake up to your own front-row seat to the ever-changing vista on Keuka Lake — your view, 24/7. The Petalstone House is a boutique-style home hotel in Hammondsport’s Finger Lakes wine country, welcoming up to 8 guests. All main living areas are on one floor — comfortable for elderly guests and convenient for families. Between Bully Hill and Heron Hill Wineries, minutes from Living Roots, and across from the Manor House Estate — ideal for wedding guests.

Guest favourite
Home in Hammondsport
4.74 out of 5 average rating, 27 reviews

Charming 3 bedroom cottage on Keuka lake

Discover East lakeside bliss in this charming 3-bedroom cottage equipped with 1 boat slip, just 4 miles North of the Village of Hammondsport. Enjoy a fully equipped kitchen, cozy family room, and a spacious deck perfect for sunsets. With a private yard, fire pit, canoe, and it's right on the wine trail! With close proximity to local restaurants, wineries, distilleries, and breweries, relaxation and adventure await on Keuka Lake!

Top guest favourite
A scenic lakeside view features a wooden dock extending into Keuka Lake, surrounded by gentle waves and distant hills. The image highlights the clear blue sky and partly cloudy backdrop, offering a tranquil atmosphere. A small structure is visible in the foreground, providing access to the lake.
Tiny home in Hammondsport
4.97 out of 5 average rating, 217 reviews

Shalestone Landing (Lakeside Tiny House)

As the name suggests, Shalestone Landing sits nestled in at the bottom of our home vineyard, atop layers and layers of hidden shale.....perfect for growing grapes! This quaint and comfortable tiny house is located on the west side of Keuka Lake offering lakeside views of gorgeous Keuka Lake. Shalestone Landing is perfect for a couple or small family (up to 4) looking to get away!

Top guest favourite
An outdoor patio features hexagonal stone flooring with a long wooden table and several Adirondack chairs arranged around a gas firepit. Large glass doors provide access to the interior, framed by sleek black windows, with an evening sky in the background.
Home in Hammondsport
5 out of 5 average rating, 44 reviews

The Factory at Sable Estate

NEW and AMAZING 4,500sf five bedroom Finger Lakes 'factory' home! Gorgeous, panoramic lake-view, 5 bdrm House, chef's kitchen, large entertaining area, fireplace, unlimited parking, fire pit, hot tub, grill and more! Very near to numerous wineries, breweries, restaurants, shopping, lake activities, boat rentals and more! 14 guest maximum (doesn't include children until 2).

Popular amenities for Urbana holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Steuben County
  5. Urbana