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 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
4.97 out of 5 average rating, 263 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 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, 106 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, 199 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
4.95 out of 5 average rating, 344 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 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, 337 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 favorite
The exterior of the cabin is showcased with a charming blue facade and a triangular roof. A wooden deck features a propane grill and a dining table with four chairs, providing a cozy space for outdoor gatherings surrounded by nature.
Cabin in Redfield
4.98 out of 5 average rating, 50 reviews

Little John Tiny Cabin

Welcome to the Little John Tiny Cabin! This tiny cabin is located on Little John Drive, a plowed road AND part of the main snowmobile trail system on Tug Hill. The Tug Hill fun doesn’t stop when the snow melts. The ATV trails are plentiful, as well as the hiking, hunting, fishing and swimming opportunities! The Little John Tiny Cabin makes the perfect hub for your adventure. With WiFi, coffee, and linens included, all you’ll need to bring is some fresh clothes and a bite to eat!

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, 232 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

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, 192 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 favorite
The exterior of a cozy house is framed by lush green grass and shade trees. A red door adds a pop of color, while an American flag flutters gently in the breeze. The house features a combination of grey siding and a red accent wall, inviting visitors to explore.
Home in Camden
4.9 out of 5 average rating, 10 reviews

Welcome to Hawk Haven!

Come in! Kick off your shoes and relax! Hawk Haven is a cozy place to enjoy with family and friends, or a quiet retreat, if solitude is what you're looking for. We are located right behind Osceola Hotel. We kindly ask that you not bring pets with you for your stay. Close to fishing, atving, snowmobiling, hiking, cross-country skiing, and anything outdoors you can think of! We're out of the way, yet close to all of your necessities.

Top guest favorite
Home in Redfield
4.97 out of 5 average rating, 128 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

Top guest favorite
A welcoming living area is presented with wooden walls and floors, featuring a pair of rocking chairs positioned around a small table. A dark wooden cabinet is visible, while a large window allows natural light to illuminate the space, offering a view of the outside landscape.
Cabin in Constableville
4.92 out of 5 average rating, 260 reviews

Summer and winter paradise getaway

Quiet, private, on atv trail. With a large pond. Close to Snow ridge for skiing. Old forge a short drive away approximately 30 min. Steak and brew restaurant only miles away. Fishing , hiking also close.Beautiful perennial gardens. Large yard. Secluded on 5 acres. The cabin is approximately 150 ft from the rd. We are dog friendly. Come stay. You won't be disappointed.

Popular amenities for Osceola vacation rentals

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