Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Guest favorite
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 favorite
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 favorite
Apartment in Lowville
4.98 out of 5 average rating, 196 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!

Guest favorite
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, 341 reviews

🌙 Olde Salem A-Frame Cottage 🔮 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.

Top guest favorite
An open kitchen area is shown, featuring wooden beams overhead and tropical leaf wallpaper. A countertop with three bar stools provides seating. A dining table is seen in the foreground, accompanied by a potted plant, creating a cozy dining space.
Apartment in Richland
4.96 out of 5 average rating, 199 reviews

Backwoods BNB•pet friendly•on trail•large parking

Backwoods BNB is the ideal location for outdoorsmen & families alike. We are located on the ATV & snowmobile trail, directly across from a gas station, with a pull through parking lot large enough for easy trailer parking. Unload your recreational vehicle, fill up with gas & hit the trail all from our location. A playground is just a 1 minute walk down the street. We are minutes from Lake Ontario beaches, the Salmon River in Pulaski & Altmar, Salmon River Falls, & the Salmon River Resevoir.

Top guest favorite
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, 332 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.

Guest favorite
A two-story house is nestled among lush trees, featuring multiple outdoor seating areas and a firepit on a spacious green lawn. A covered balcony extends from the upper level, providing additional space for relaxation. The quiet, wooded surroundings contribute to a serene setting.
Home in Pulaski
4.95 out of 5 average rating, 227 reviews

The northern woods

Fisherman,snowmobilers and all outdoor fanatics welcome, and yes pets as well ( additional charge).The famous Salmon river access right across the streat. Public snowmobile trails minutes away or a trail crossing right around the corner from house as well as state parks and lake Ontario . or just a quiet weekend away from the hustle and bustle of the everyday. full amenities and some fun extras as well. special request always welcome and guide serves upon request due to available

Guest favorite
Home in Adams Center
4.84 out of 5 average rating, 169 reviews

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

Guest favorite
A gentle river flows over smooth rocks, surrounded by lush greenery and trees. Two colorful chairs are positioned on the rocks, inviting relaxation and enjoyment of the natural scenery. The sky is partially covered by clouds, enhancing the vibrant colors of the foliage.
Cabin in Glenfield
4.97 out of 5 average rating, 188 reviews

Mountain River Cabin on Waterfalls/ Natural Pool

Getaway from it all at 'Otter Creek Falls Cabin,' a beautiful Glenfield vacation rental home! This 2-bedroom + loft, 1-bathroom property is newly-built and fully furnished to suit up to 6 guests. Enjoy the comforts of home and the location you desire, hidden away in the New York woodlands. Stunning waterfalls, gentle rapids, and a picture-perfect swimming hole come together to create a little piece of heaven unique to Otter Creek - you won't find a getaway greater than this!

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.

Top guest favorite
A single-story house features a blue metal roof and large windows, surrounded by a grassy area. A wooden deck leads to a private outdoor space with blue chairs and a fire pit, while trees provide natural shade near the water's edge.
Home in Sandy Creek
4.98 out of 5 average rating, 142 reviews

The Henderson House

Welcome to our house. We offer 2 bedrooms both with queen size beds. The property is located within 5 miles of two marinas, along with The Elms Golf Club and is located on Lindsey Creek, that has access to North and South Sandy Pond, as well as Lake Ontario via canoe or kayak. Amenities include: washer, dryer , fully equipped kitchen, bedding, towels, wood . A great multi season property. We offer a one canoe for use. We also have wi fi and tv.

Top guest favorite
A log cabin-style home is presented with a metal roof and large windows. The front porch is accessible with wooden railings, and a grassy area is visible alongside gravel leading to the driveway. Surrounding trees provide a natural backdrop.
Home in Redfield
4.97 out of 5 average rating, 127 reviews

Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK!

Welcome to our custom-designed Tug Hill home, perfect for a vacation getaway. - 3 bedrooms with a log cabin feel - Approximately 1100 sqft of living space - Full bathroom with in-floor radiant heat - Large kitchen with stainless appliances - Hi Speed Wi/Fi internet - 50' wide screen TV and DVD player - Large covered porch with gas grill - Wood stove and propane heater - Large driveway for trailers and vehicles

Popular amenities for Osceola vacation rentals

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