Holiday rentals in Osceola Township

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Top-rated holiday rentals in Osceola Township

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

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Guest favourite

Home in Hammondsport

5 out of 5 average rating, 27 reviews

Point of View at Keuka Lake, NY

Nestled in the trees on the banks of Keuka Lake, this newly decorated cozy cottage awaits your arrival. Located 1/2 mile from Champlain Beach where you will relax, swim and picnic, and one mile from the Village Square in Hammondsport where you will enjoy boutique and antique shops, as well as amazing local restaurants for the foodie in you. There are plenty of award winning wineries, breweries and distilleries within a 10 mile radius. Come and visit us in the "Coolest Small Town in America".

Superhost

Home in Watkins Glen

4.83 out of 5 average rating, 6 reviews

Walk to Parks, Dining & Lake! Game Room + Hot Tub!

Enjoy our Large country style home in the heart of the Finger Lakes and just 4 miles to the Watkins Glen Race Track! 1.5 miles to Seneca Lake & the start of the Wine Trails! Walk to Watkins Glen State park, dining, and shops. Have a blast in the game room that adults will enjoy just as much as the kids! There is also a relaxing hot tub, bikes, grill, and fire pit! Cook your favorite meals in our newly renovated and full stocked kitchen! Stream your favorite shows or relax on the front porch!

Guest favourite

Home in Odessa

4.87 out of 5 average rating, 77 reviews

Close to Watkins Glen. House w/ hot tub+game room

Bring your friends to the Finger Lakes. Lots of room for fun, 3-4 couples easily can enjoy their stay in our spacious house with hot tub. 2 night minimum year round. Gather with friends or family. Enjoy hiking, wineries, and breweries. Go swim at Seneca Lake Park, a splash pad, ice skating or relaxing after a day at the Watkins Glen races. Just 30 minute drive away from Watkins Glen is Corning Museum of Glass, Cornell University, or Ithaca College. Plenty of places to shop, dine and more!

Guest favourite

Guest house in Hammondsport

4.9 out of 5 average rating, 297 reviews

A Wise Getaway AirBnB

800 Sq Ft Amish Built Cottage offering simple, cozy getaway for family & outdoor enthusiasts. Just minutes from the Village of Hammondsport & Award Winning Wineries & Breweries! ***Whole House is Handicap Accessible*** DIRECT TV- HBO, Showtime, Cinemax, Starz, MLB, NBA & NFL Sports Packages WIFI Pet Friendly Fire pit & grill 2 miles to Keuka Lake 5 min to Waneta & Lamoka lake 5 min to NY State Hunting Grounds 20 Minutes to Watkins Glen, NY 25 Minutes to Penn Yan, NY 30 Minutes to Corning, NY

Guest favourite

Home in Campbell

4.91 out of 5 average rating, 191 reviews

Close to Corning, Watkins Glen, Finger Lakes

All the comforts of home; Perfect for couples, families, solo, or business travelers. Superior accommodations close to I 86. Wi-Fi, internet, parking, full kitchen, TV – with ROKU, private setting. Vaulted ceilings, with large windows, river views, from large deck with 2-person hot tub just outside screen tent with gas fire pit and deck furniture. 10 minutes from Corning and ½ hour from Finger Lakes and Wine Country. We DO NOT accept local bookings without our prior approval. Please inquire.

Guest favourite

Chalet in Wellsboro

4.96 out of 5 average rating, 166 reviews

Sky High Chalet! Gorgeous home with hot tub etc.

Sky High Chalet - on 10 acres, close to Wellsboro & PA Grand Canyon with private setting on top of a mountain with views for many miles in all directions! This 3 bed chalet sleeps 10 and features a hot tub, 800 sqft deck, is in excellent condition and has all amenities that you would want or need! No matter what you are into, Wellsboro offers it all - hiking, biking, kayaking, 60+ mile rail trail for riding bikes or cross country skiing, ski slopes, hunting/fishing, wine tasting and R&R.

Guest favourite

Home in Wellsville

5 out of 5 average rating, 27 reviews

Sparkling New Village Retreat

Welcome to our newly remodeled two-bedroom cozy village retreat. As you step inside, you're greeted by a warm and inviting living area, designed to make you feel right at home. Located on a peaceful street just minutes from downtown restaurant & shops. Both bedrooms boast premium Beautyrest mattresses with comfy linens. The fully equipped kitchen is ready for meal preparation or fun family gatherings. Whether you are traveling for work or relaxation we look forward to serving you.

Guest favourite

Cabin in Burdett

4.94 out of 5 average rating, 188 reviews

FLX Cabin Cottage

Nestled on the East side of Seneca Lake is a AUTHENTIC cozy cabin style cottage with a private shale beach five miles from Watkins Glen. There are four lounge chairs on the beach that are perfect for sunbathing along with a dock, diving board. There is a privacy fence around the property with a 4 person hot tub. Renters also have access to three kayaks, 18 foot canoe ,boat lift, fire pit, outdoor grill and a perfect view of the evening sunsets. I air conditioners installed July 2024

Guest favourite

Cottage in Dundee

4.99 out of 5 average rating, 474 reviews

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.

Guest favourite

Home in Canton

5 out of 5 average rating, 19 reviews

Beautiful Mountain View Home

Escape to a peaceful and picturesque retreat with stunning mountain views and a serene pond at our remote Airbnb property. Our spacious and comfortable four-bedroom, two-bathroom home provides ample space for families, couples, and groups of friends to relax and enjoy the natural beauty of the area. Wake up each morning to the breathtaking sight of the mountains and enjoy your coffee on the wraparound deck while listening to the sounds of nature.

Guest favourite

Cottage in Dundee

4.96 out of 5 average rating, 74 reviews

Lakefront cottage on Waneta Lake!

Charming Waneta Lake cottage sleeps six. Perfect for a family, couples, or friends getaway! Situated on the east side of Waneta Lake just 15 minutes from Hammondsport and 20 minutes from Watkins Glen. Enjoy fishing, swimming, and kayaking right from the back door, or venture out to numerous hiking spots, wineries, and breweries that make the Finger Lakes famous. Central location to enjoy the best of everything the Finger Lakes area has to offer!

Superhost

Cabin in Gaines

4.74 out of 5 average rating, 43 reviews

Escape to Pine Creek & PA Grand Canyon at

Aspen Rental is located at 2460 Rt 6 Gaines PA 16921. This rental was remodeled in December 2022. All new furniture in every room, new paint, bathroom and kitchen. Aspen Rental sleeps 4 guests comfortably. Open living space with two private bedrooms, one bath and an open concept living and kitchen area. First floor unit with stand up shower and ramp to the front door. This unit has 36'' doors from outside and inside.