Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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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, 90 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 rustic cabin exterior is shown, featuring a green metal roof and wooden siding. Two yellow rocking chairs are positioned on the porch, along with a small table. A BBQ grill is visible to the right, surrounded by lush greenery from the surrounding trees.
Cabin in Parish
4.96 out of 5 average rating, 257 reviews

Woodland Retreat, the perfect getaway from it all.

Private retreat on 45 acres, 5 miles from major highway. Salmon river 20 mins drive, snowmobile trails across the road. Private cozy cabin, queen size bed and futon. This is all one area with a private bathroom. Bathroom has full size shower, kitchen area a microwave, fridge, coffee maker and inside grill. Tea, coffee, water provided. BBQ on the front porch. Woodland trails, wildlife and privacy. No smoking or vaping in the cabin. Perfect for retreats or just being able to relax and breathe

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, 101 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, 192 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 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, 336 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.

Guest favourite
A wooden porch extends along the front of the cabin, featuring sturdy railings and steps leading to the entrance. Natural wood tones dominate the structure, with a mix of large windows and an exterior light fixture. Gravel surrounds the base, enhancing the rustic appeal.
Cabin in Redfield
5 out of 5 average rating, 19 reviews

Camp DeLong

Camp DeLong is ideal for families and friends who love the outdoors, seek outside adventure or just want to take in the Upstate NY scenery. All season located in the foothills of Tug Hill. Peaceful new construction cabin retreat sits on 7 acres less than a mile from the Salmon River Reservoir, directly off of snowmobile/ATV/UTV trails, and surrounded by Forever Wild NYS hunting land with panoramic views from the covered porch. Smart TV, high speed wifi, plenty of parking for trucks/trailers.

Top 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, 327 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 favourite
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, 225 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 favourite
Home in Adams Center
4.84 out of 5 average rating, 158 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 favourite
Two red snowmobiles are parked on a snowy area in front of a home. The house features a covered porch with brown wooden railings and multiple seating options visible. The clear blue sky complements the winter landscape.
Cabin in Williamstown
4.9 out of 5 average rating, 29 reviews

Redfield Retreat

Enjoy the summer hike to the Salmon River Waterfall 18 minute drive. Ride your snowmobile from the house, the trail is half mile away on Ryan Road. Ride your ATV, the Oswego County ATV Trails or Osceola ATV Club Trails right from the house. Bring your boat and take it out on the Salmon River Reservoir, perfect for swimming, fishing, kayaking, and only a 6 minute drive from the house with a nice boat launch and parking. About 20 minutes drive from the Salmon River.

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 favourite
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, 140 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.

Popular amenities for Osceola vacation rentals

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