Holiday houses in Urbana

Guesthouse in Hammondsport

4.95 out of 5 average rating, 108 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!

4.97 out of 5 average rating, 252 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.

Guesthouse in Hammondsport

4.89 out of 5 average rating, 338 reviews

A Wise Getaway AirBnB

Simple Amish-Built Cottage on 50-Acre Farm near Keuka Lake 800 sq ft cozy, Pet-Friendly escape just 2 miles from Keuka Lake & minutes to Village of Hammondsport, NY & award winning wineries & breweries. Handicap accessible Includes Wi-Fi, fire pit, bbq grill Premium DIRECTV (HBO, Starz + Various Sports Packages) 5 mins to Waneta / Lamoka Lakes & NYS hunting land. 20-30 mins to Watkins Glen, Penn Yan & Corning. Not the Ritz—just peaceful country living Top 5% rated Airbnb in our region

4.91 out of 5 average rating, 184 reviews

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!

4.95 out of 5 average rating, 109 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

4.86 out of 5 average rating, 101 reviews

Campervan/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, 494 reviews

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.

Superhost

4.73 out of 5 average rating, 111 reviews

Keuka Lake Getaway

Secluded getaway for a stay/work-cation. Travel & stay as a group or separate! Winterized house has 4 br, 2 kitchs , 2 living rms & 2 baths. 2nd floor closes off for two separate living areas w/ 2 br each, or keep it open as a 4 br house. Cozy sunroom- enjoy the sunrise. Huge deck & fireplace at house, or enjoy a fire on the private 80ft lakefront across the street & down stairs. Boat whips on dock. Kayaks, SUPs & canoe for use! Docks/deck to spread out.

4.99 out of 5 average rating, 342 reviews

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 on the property, 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.

Tiny home in Hammondsport

4.97 out of 5 average rating, 199 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!

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Other great holiday rentals in Urbana

5 out of 5 average rating, 22 reviews

Cottage in Hammondsport

Checkered Duck on Waneta Lake

CollinRating, 5 stars8 months ago

The house was exactly as described, not a speck of dirt could have been found upon arrival. We had an amazing time and are looking forward to returning!

4.94 out of 5 average rating, 90 reviews

Cabin in Bath

The Cabin

SusanRating, 5 stars2 weeks ago

Mitchell’s cabin is better than describe. As a fellow five star super host Mitchell does an amazing job. My wife and I had a small family issue that we needed to take care of and Mitchell was very understanding with us. I cannot say enough about the place and the host you want to stay here.

Superhost

Cottage in Hammondsport

4.82 out of 5 average rating, 79 reviews

Visions on Keuka Lake-Waterfront!

StaceyRating, 5 stars3 weeks ago

We had a terrific stay! Phillip was proactive and responsive. Check-in and check-out were easy . There were personal touches, snacks and wine awaiting us upon arrival! The house is beautifully located on the lake with great sunrises and views. Close to Hammondsport and many great wineries. Highly recommend!

4.97 out of 5 average rating, 59 reviews

Tent in Hammondsport

Birdsong Retreat

RobertRating, 5 stars3 days ago

The Birdsong retreat was just what we needed. It’s exactly what you would expect based on Joe’s description. This place is very much off the grid, as described- so be ready for it! Joe makes it extremely easy to navigate all the amenities provided. The place is laid out very well with instructions on how to operate just about everything. We would definitely stay here again if we ever needed another off-the-grid retreat!

Apartment in Hammondsport

4.99 out of 5 average rating, 73 reviews

Keuka Gem

MaxRating, 5 stars1 week ago

Our stay here was fantastic. Joan was an amazing host and had plenty of recommendations on things to do based on what we liked. Could not have been a better experience, the apartment was clean and comfortable, and overall it was such a lovely spot. Waking up to the calm of the area and being so close to so many fantastic local places made this trip one or the best we've ever had. Went for my partner's birthday this all made it truly special.

4.91 out of 5 average rating, 88 reviews

Home in Watkins Glen

Watkins Glen Country Living

AnneRating, 5 stars2 weeks ago

Casey's place is clean and beautifully decorated. The deck was a lovely place to eat a meal and just relax. It was nice to be away from people and noise but only about a 15 min drive to everything we needed. Casey is friendly and very responsive. We would definitely stay there again if we're ever in the area. And just a note to fellow travelers: the beds are soft, not firm.

4.93 out of 5 average rating, 15 reviews

Private Lakefront Cottage on Keuka Lake

JolieRating, 5 stars7 months ago

This Airbnb was the perfect fall getaway! We visited the lake to soak in the autumn vibes, and this spot exceeded our expectations. There was plenty of room for our group of five, and the host’s recommendations made our trip even better. While the area is known for summer fun, I think fall might be the best time to visit. We had an amazing time exploring the charming shops, cozy restaurants, and stunning waterfront spots, plus the nearby vineyards are a must-see. Can’t wait to return next year when the leaves are changing again—absolutely loved our stay!