Holiday houses in Osceola

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Osceola

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

%{current} / %{total}1 / 1
Guest favourite
A scenic view of a lodge surrounded by lush greenery and vibrant wildflowers. The house, featuring a white exterior, is positioned on a hillside, with trees in the background and a gentle slope leading down to a pond.
Home in Redfield
4.92 out of 5 average rating, 24 reviews

Fireball's Lodge at Redfield NY Great Outdoor Fun

Our Lodge sleeps up to 35 people with 3 large living rooms. Want to host a Wedding, Reunion, Family Get Away, or Corporate Event,This home can handle it! Great for Chefs who want to try out the Commercial Viking Stove,Sportsman and hiking.We have hundreds of acres.including our pond with Covered Bridge. Mountain biking, Cross Country Skiing Snowmobiling and ATVs and our Boat Swing Set for Kids Boating and Swimming in reservoir. Salmon fishing and Salmon river falls close by. Come join the Fun!!

Guest favourite
A newly built chalet stands amidst a blanket of snow, surrounded by tall, leafless trees. The structure features a sloped roof and large windows, which reflect the serene winter landscape. A clear path winds through the snow towards the entrance.
Home in Camden
4.86 out of 5 average rating, 91 reviews

'Into the Woods'-- Stunning New Tug Hill Retreat

This stunning, chalet is set on a ridge in 17 beautiful, private, wooded acres. Relax with friends & family on the front porch while taking in the summer & fall foliage. Come with your ATVs and snowmobiles. We have plenty of parking for your trailers. Enjoy an evening around the fire pit gazing at the Milky Way. Explore the natural beauty of nearby falls, & state forests, or hike the property & wade in the creek. Rainy day? Cozy up in the great room for movies or head upstairs to the game room.

Top Guest favourite
A charming cabin is set amidst lush greenery, featuring a sturdy wooden frame and a welcoming porch. Concrete steps lead to the entrance, while an outdoor seating area offers a comfortable spot to enjoy nature. The cabin's exterior is accentuated by natural wooden accents.
Cabin in Boonville
5 out of 5 average rating, 103 reviews

Canalside Cabin/Pet Friendly/On snowmobile trail

Relax and enjoy the outdoors at this unique and tranquil getaway. Located on the Black River Canal which offers trails for hiking, biking, canoeing, kayaking , and snowmobiling within steps from the cabin. Bring your side by side or snowmobiles and leave from the cabin to access miles of trails both locally and in the Tug Hill region. 3 mi. from the cabin is a superb 18 hole well maintained golf course. After a fun day of riding, hiking, biking or kayaking relax in the woods around a cozy fire.

Top Guest favourite
Apartment in Lowville
4.98 out of 5 average rating, 194 reviews

Old Jail at St. Drogo's

The Old Lewis County Jail at St. Drogo's house is part of a revitalization and repurposing of the county's old jail. In addition to this residence, St. Drogo's house has a coffee roastery / coffee bar as well as an artisanal bakery located on the first floor. Wake up to the smell of freshly baking croissants and espresso! Lowville is in the geographical center of Lewis County. We're a stone's throw from the Adirondacks, the Black River and the Tug Hill. Come Enjoy Lewis County all four seasons!

Top Guest favourite
A spacious interior of the tree house features wooden walls and a sloped glass roof, inviting natural light. A round table with two wooden chairs is set against a backdrop of large windows, providing a clear view of the surrounding greenery and the river.
Treehouse in Boonville
4.97 out of 5 average rating, 157 reviews

Amazing Tree House on Black River Near Old Forge

A rustic unique Tree House on the Black River was designed for adults only who are looking to be off the grid and connect with Mother Nature...Glamping at its best! The very private Tree House is perched on a hill overlooking the peaceful river. The quaint seven sided treehouse has five sides of glass and screens to view the river. This is built around trees but you enter from ground level. A power pack is available to charge cell phones and make coffee. Relax by a campfire at river's edge.

Guest favourite
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.96 out of 5 average rating, 339 reviews

๐ŸŒ™ Olde Salem A-Frame Cottage ๐Ÿ”ฎ near Lake Ontario

You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

Guest favourite
A rustic cabin is set against a backdrop of greenery. The wooden exterior features a metal roof, with a covered porch supported by wooden posts. Windows with green shutters complement the natural surroundings, providing a serene outdoor ambiance.
Cabin in Richland
4.94 out of 5 average rating, 329 reviews

Cozy Cabin near Salmon River Falls

Located near Salmon River Falls, Fish Hatchery, Salmon River and Reservoir. Easy access to Salmon and Steelhead fishing, ATV trails and Snowmobile trails. Video tour can be found at YouTube. Scan QR code in photos or search for Cozy Cabin Near the Salmon River. Additional guest fee of $45.00 per person will be applied during booking. Pet fee will be applied during booking process. Pet fee is $15.00 Additional charges may apply for additional guests and pets during booking process.

Top Guest favourite
The exterior of a charming two-story house features a light beige siding and a slanted gray roof. A welcoming porch with decorative white supports is visible, adorned with hanging plants. Well-maintained greenery and flower beds enhance the inviting appearance of the property.
Apartment in Vernon
4.98 out of 5 average rating, 220 reviews

Sleep in Comfort II /Price per person rate

This listing is on the second floor so there are about 15 stairs to climb.The Price is set per person. It is located a half mile from Dibbles Inn and 4.7 miles from Turning Stone Casino. This is a full apartment for guests to stay a day or a week. It has a full bath, full kitchen including refrigerator, stove, dishwasher, microwave, toaster, toaster oven, Coffee machine with coffee caddy. There is are two bedrooms with a queen and a full size bed. Both couches recline (4).

Superhost
The cabin features a rustic wooden exterior, framed by lush trees and well-maintained grass. A gravel driveway leads up to the entrance, where a vehicle is parked. The two-story structure has large windows and a front door, inviting exploration of the surroundings.
Cabin in Taberg
4.86 out of 5 average rating, 191 reviews

Knotting Pine Cabin

Knotting Pine Cabin is very spacious and can sleep 9 people. If you are looking for a great get away with friends and family you will love this cabin. Guests can enjoy walking the paths in the forest adjacent to the cabin, a game of horse shoes, canoe available for guests to take to the local ponds and reservoir. Enjoy camp fires and making s'mores at night. We are located on the Tug Hill Plateau with access from the cabin to the NYS snowmobile trail system.

Guest favourite
A charming house is set against a backdrop of greenery, featuring a covered front porch with steps leading up to the entrance. Well-maintained lawn space surrounds the home, complemented by flower beds. A small playset can be viewed to the side of the property.
Cabin in Williamstown
4.9 out of 5 average rating, 29 reviews

Redfield Retreat | Near Salmon River | Snowmobile

Cozy Upstate NY Getaway | Near Salmon River / Snowmobile Access Enjoy a relaxing stay in this cozy 2-bedroom, 1-bath home in beautiful Upstate New York, perfect for outdoor enthusiasts, families, fishing trips, or weekend getaways. Great Location for Outdoor Activities Salmon River Reservoir โ€“ 6 minutes (boating, fishing, kayaking, swimming) Salmon River โ€“ 20 minutes (world-famous fishing)Ride snowmobiles from the property, with trail access just ยฝ mile away.

Top Guest favourite
A rustic cabin is illuminated by string lights, inviting a cozy atmosphere. Stone steps lead to a sheltered porch, where seating is accessible. Surrounding trees enhance the natural ambiance, and gravel paths create a quaint outdoor setting shaded by greenery.
Cabin in Lorraine
4.99 out of 5 average rating, 524 reviews

Bear Hill One Room Cabin with Hot Tub

Unplug during your trip in the middle of the woods, tiny rustic one room cabin with hot tub sits in Little John Forest and borders the Boylston snowmobile trail system Perfect for snowmobiling and 4 wheeling. Acres of state land for hunting. Cabin is 22 miles from the Salmon River in Pulaski NY. Sleeps 4 with a sofa bed and a bunk bed that holds a queen and full mattress. Equipped with electricity, running water,WIFI. A bathroom with shower.

Guest favourite
Home in Henderson
4.98 out of 5 average rating, 160 reviews

Lakefront Cottage with Hot Tub

Escape to a boutique lakefront cottage on Lake Ontario, designed for a romantic retreat for two. This intimate space features a private hot tub with sunset views, direct lake access, and a cozy wood-burning fireplace. Enjoy luxurious details like an espresso/coffee bar and two king bedrooms. Perfect for couples seeking privacy, comfort, and connection in a refined, spa-like atmosphere.

Popular amenities for Osceola holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Lewis County
  5. Osceola