Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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

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Superhost

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

4.88 out of 5 average rating, 16 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!!

Superhost

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

4.87 out of 5 average rating, 84 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

4.96 out of 5 average rating, 223 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 studio apartment features a spacious bed dressed in light bedding with patterned accents. Soft curtains frame the windows, allowing natural light to illuminate the room. A cozy seating area includes a gray sofa, while a desk with a chair is positioned nearby.

Apartment in Lowville

4.99 out of 5 average rating, 156 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 favorite

A single-story home features a combination of wood and stone exteriors beneath a metal roof. The front is accentuated by a small porch, and a flag is displayed on the side. The surrounding landscape includes lush green trees and a spacious lawn.

Home in Constableville

5 out of 5 average rating, 18 reviews

L ‘n R Rider’s Retreat

Enjoy this riders paradise. We would love for you to enjoy our home away from home. This two bedroom, one bath home is directly on the atv trails and an easy ride to the snowmobile trails. Close to the ADK state park, fishing, hiking and both downhill and cross country skiing. Four beds and access to two single cots (upon request) makes it a great retreat for you and your riding group. Plenty of parking for your trailer and machines (garage not available for guest use).

Superhost

The exterior of a two-story home features a combination of red clapboard and wooden siding. A green lawn surrounds the house, with a gravel driveway visible. Steps lead to the front door, which is framed by a small porch area. A vehicle can be seen parked nearby.

Home in Osceola

4.76 out of 5 average rating, 38 reviews

Osceola Sportsman Lodge

Two bedroom 1st floor home, Bdrm 1- 1 Queen bed, 1 double bed, Bdrm 2- 1 Full bed and 1 queen bed, Full Kitchen, 1.5 Baths, laundry, porch and outdoor space with lots of parking for multiple vehicles and trailers located in the Tug Hill right across the street from the Osceola Hotel( Bar/restaurant)and Osceola Outpost(breakfast and lunch). The snowmobile trai is right out the front door and short trip to ATV trails. Close to The Osceola Ski Resort and Salmon river!!!

Guest favorite

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, 21 reviews

Redfield Retreat

Enjoy the summer hike to the Salmon River Waterfall 18 minute drive. 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. Ride your snowmobile from the house, the trail is half mile away on Ryan Road.

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

4.85 out of 5 average rating, 182 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

A rustic cabin with a green metal roof is surrounded by tall trees. The screened porch overlooks a gravel area, providing a sheltered space for relaxation. A cleared path leads from the porch into the surrounding woods, enhancing the cabin's secluded feel.

Cabin in Redfield

4.85 out of 5 average rating, 80 reviews

Escape to a Cozy Cabin Loft: Secluded and Serene

Relax with the whole family at this peaceful place to stay. Located on spacious lot, secluded from neighbors. Close to trails for snowmobiles, ATVs and hiking. Surrounded by state forests and just minutes from Salmon River. This area is perfect for hunting, fishing, hiking, kayaking, swimming and picnicking along the shoreline. Plenty of parking for vehicles and trailers. Bring your toys and escape to our beautiful cabin in the woods!

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, 122 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

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

4.91 out of 5 average rating, 239 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.

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, 295 reviews

Cozy Cabin near Salmon River Falls

Extra guest fee of $30.00 per person will be applied during booking. Pet fee will be applied during booking process. Pet fee is $15.00 Located near Salmon River Falls, Fish Hatchery, Salmon River and Reservoir. Easy access to Salmon and Steelhead fishing, ATV trails and Snowmobile trails. Additional charges may apply for additional guests and pets during booking process.