Holiday houses in Osceola

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Top-rated holiday 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.

Guest favourite
A rustic cabin is nestled among tall trees, with a welcoming front porch featuring wooden steps and a seating area. An American flag gently flutters at the entrance, while two bright windows allow light to enter, framing the structure in a natural, wooded setting.
Cabin in Camden
4.85 out of 5 average rating, 33 reviews

Empeyville Escape Peaceful Wooded Camp

Enjoy a peaceful, relaxing getaway at this rustic, cozy, 2 bedroom cabin situated on 14 beautiful acres of wooded land. If you love nature, four wheeling, fishing, snowmobiling, C41 trail, hunting or just kicking back by a campfire, listening to the quiet and star gazing, this is the place to do all that, and more. Empeyville Escape is centrally located to the snowmobile and ATV trails, Tug Hill and the Adirondacks, also some of the finest fishing in upstate NY. Family-friendly and pet friendly.

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

Superhost
A charming cabin exterior is set amidst a landscaped yard, featuring vibrant flowers and a decorative border. A porch is adorned with seating and festive lights. Nearby, a grill is placed for outdoor cooking, complemented by lush greenery that surrounds the area.
Cabin in Mexico
4.71 out of 5 average rating, 399 reviews

Home away from Home

In between Lake Ontario, Lake Oneida n the Salmon River,5 minutes from 81 in Parish NY,very quiet backroad,.i try my best to make the cabin as homey as possible and keep everything stocked so you dont need much but if you ever need me imatext away and things will be taken care of immedietly.Thank you for looking and i hope youll give My lil cabin a chance❤Sometimes check in times change, to clean from last guest!Also only shower in warm months as its outside,accomadationssometimesfor longerstays

Top Guest favourite
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
4.98 out of 5 average rating, 191 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 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.

Top Guest favourite
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, 46 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 favourite
A well-lit living area showcases a comfortable sofa beside a large window offering views of the river. A sleek kitchenette is visible, featuring a minimalist design with light wood countertops and modern fixtures. A cozy armchair and stylish waste bin complete the inviting space.
Guesthouse in Pulaski
4.96 out of 5 average rating, 162 reviews

The RiverView Suite

Welcome to our serene Riverview Suite, where the estuary of the Salmon River flows right past your large picture window offering uninterrupted views of nature’s artwork. A perfect place to enjoy the year round beauty and adventures of Pulaski. Anglers will find themselves in the heart of salmon and trout territory. Drive 200 yards across the Route 3 Bridge to hop on the snowmobile trails or hike Selkirk State Park, or a few miles north to find yourself golfing near Sandy Pond.

Top Guest favourite
A two-story building is situated in a snowy landscape, featuring a contrasting wooden façade and stone accents. A black door serves as the entrance, framed by two dark windows. Snow covers the ground, and surrounding trees are bare, indicating winter conditions.
Home in Constableville
5 out of 5 average rating, 25 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).

Guest favourite
The exterior of a cozy country cottage is shown, featuring gray siding and a welcoming front porch. Large windows provide natural light, and the porch is equipped with an ample seating area. Surrounding greenery adds to the serene environment.
Cabin in Boonville
4.87 out of 5 average rating, 180 reviews

Boonville outdoor getaway!

Looking for Relaxation? That is just what you'll find in this cozy country cottage. You will enjoy your stay at this newly constructed country cottage. Whether your looking for just a getaway or a family trip the amenities nearby will entice everyone. From hiking, four wheeling, area events, local attractions and eateries. Awesome place for cookouts and camping. Come and make your own memories! :) has great WiFi if you have work to get done or just to browse the web.

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.

Top Guest favourite
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, 257 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 holiday rentals

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