Holiday rentals in Urbana

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Top-rated holiday rentals in Urbana

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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

Guest favourite
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.
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 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.
Guest house in Keuka Park
4.99 out of 5 average rating, 375 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 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.
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.

Top guest favourite
A cozy living area is furnished with two recliner chairs and a small table beside a stylish lamp. A television is mounted above an electric fireplace, providing a comfortable ambiance, while large windows allow for views of the surrounding woods.
Holiday home in Dundee
4.94 out of 5 average rating, 104 reviews

30ft Camper nestled in the woods of Dundee, NY

The Grapevine Getaway is a 30ft Modern Camper nestled in the woods. Sleeps 2 adults (Queen size bed) & 2-3 children (full size sleeper sofa) comfortably. Full deck, table, chairs & BBQ grill included. Relax around the campfire (firewood provided)or take in the views with our walking path. Plenty of off-road / private parking. Electric, Sewer, Central Air, Refrigerator, Stove, Microwave, Electric Fireplace & WiFi Incuded. A little piece of heaven centrally located between The Finger Lakes.

Top guest favourite
An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.
Home in Burdett
4.98 out of 5 average rating, 263 reviews

1800s Post Office Turned Luxury Couples Getaway

Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

Top guest favourite
Home in Keuka Park
4.94 out of 5 average rating, 290 reviews

Mutual Fun Keuka Memories

If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

Top guest favourite
A lush green lawn is bordered by a stone pathway leading to a tranquil pond, surrounded by trees. A cherry blossom tree adds a splash of color in the foreground, while a multi-level wooden structure is visible on the right, featuring a porch with seating.
Guest suite in Prattsburgh
4.99 out of 5 average rating, 215 reviews

Keuka Lake Loft Apartment Above Pottery Studio

This 2 bedroom loft apartment is located above our pottery studio tucked in the woods on 5 acres of land just 1 mile off of Keuka Lake. Nearby wineries, lakes, breweries and artist studios make this location perfect for a family get away. The space includes an outdoor deck, bathroom, small kitchen, living room and 2 bedrooms. The kitchen has a small fridge and microwave but does not have a stove. There is wireless access and a television; however no Cable TV. You can use Apple TV.

Top guest favourite
A bright living area features light orange walls and a mix of modern and traditional furnishings. A comfortable brown couch and an ornate patterned loveseat provide ample seating. A round wooden coffee table sits in the center, surrounded by natural light from windows dressed with sheer curtains.
Home in Hammondsport
4.97 out of 5 average rating, 347 reviews

Hammy on a Rye I Hammondsport Village

Enjoy a relaxing stay in this beautifully remodeled Hammondsport home, just 1½ blocks from the Village Square and 4½ blocks from Keuka Lake. The home features a king bedroom, queen bedroom, 1½ baths, laundry, Smart TVs, Wi-Fi, private outdoor seating, and off-street parking. Walk to restaurants, shops, parks, and the lake. Minutes from award-winning wineries, breweries, museums, and Keuka Water Sports. Dog-friendly and ideal for couples, families, and Finger Lakes adventures.

Top guest favourite
Home in Watkins Glen
4.9 out of 5 average rating, 147 reviews

Watkins Glen Country Living

Kick back and relax in this calm, stylish space located in the country setting of Watkins Glen, NY. The whole house is dedicated to your enjoyable guest experience with 3 king bedrooms and 2 full bathrooms, of which the master bath has both a shower and jetted tub. Come enjoy the peaceful setting surrounded by fields and beautiful views. The interior of the house was completely remodeled and painted in 2024.

Top guest favourite
The tiny house features charming architecture with a combination of wooden accents and white siding. A cozy front porch is accessible from the exterior, surrounded by greenery, while a decorative American flag adds a touch of character.
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
A spacious loft-style living area features vaulted wood-paneled ceilings and ample natural light. Comfortable seating is arranged around a central coffee table, complemented by a large area rug. A kitchenette is visible in the background, along with a dining space, enhancing the open layout.
Barn in Hammondsport
5 out of 5 average rating, 117 reviews

The Barn at Graystones

The Barn at Graystones is a private spacious loft-style rental with a tennis-pickleball court and brand new amenities. Enjoy a relaxing stay with lake views, conveniently located in the heart of the Finger Lakes region. A perfect getaway for two.

Popular amenities for Urbana holiday rentals

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