
Holiday houses in Osceola
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Top-rated holiday rentals in Osceola
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'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.

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.

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.

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!

🌙 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.

Wilderness Maple Leaf Cabin on Private Lake
Goudy Pond offers a place to get away from it all. Located in CNY, our cabins offer an oasis from the demands of modern life. Its ranquil natural beauty provides a place to relax and recharge. Goudy Pond is a 22 acre private lake fed by natural springs and surrounded by wilderness and acres of a wetlands teaming with wildlife. Kayaks, canoes, a paddle boat are provided.Enjoy swimming, hiking, fishing. No electricity, however there are flush toilets, hot shower, propane for lights and cooking.

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.

Great space! - 3 bedrooms, 2 bath home
FRONT private entrance, front half of the house boasts 3 bedrooms and 2 full bathrooms. Well stocked kitchen and many extra amenities. Nice quiet neighborhood. Perfect location for cross country skiers, snowmobilers, boaters and fisherman. Snowmobile trails located 400ft away. Godfreys Point boat launch on Oneida Lake is 20 minutes away and Sylvan Beach is 15 minutes away. Just under an hour from Syracuse, Utica, and Turning Stone Casino. Osceola Ski and Sport Resort is 20 minutes away.

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!

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

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.

Redfield Retreat | Near Salmon River | Snowmobile
Cozy Upstate NY Getaway | Near Salmon River / Snowmobile Access Enjoy a relaxing stay in this cozy 2-bedroom, 1-bath home in beautiful Upstate New York, perfect for outdoor enthusiasts, families, fishing trips, or weekend getaways. Great Location for Outdoor Activities Salmon River Reservoir – 6 minutes (boating, fishing, kayaking, swimming) Salmon River – 20 minutes (world-famous fishing)Ride snowmobiles from the property, with trail access just ½ mile away.
Popular amenities for Osceola holiday rentals
Other great holiday rentals in Osceola

Henderson Harbor Hideaway

Recharge in a Cozy Boathouse on a Private Lake

The Perch!

Osceola Sportsman Lodge

Tug Hill Redfield Cabin on Snowmobile & ATV Trail

Cozy Lakeside Retreat

Spacious 3 bedroom home with a large great room.

Piper•Hollow•Enchanted•Treehouse
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