
Holiday houses in Osceola
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Top-rated holiday rentals in Osceola
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Escape to a renovated 130 y.o. cabin on 850 acres.
Escape to another world in a uniquely restored 130 yr old lodge that blends modern comfort with primitive origins. Perched on a hill overlooking a private lake you will feel time slow while you enjoy every hand-crafted detail that reveals a connection to the natural world outside. While at Vanderkamp you will borrow 850 acres of privately managed natural habitat with 9 miles of hiking trails and tons of outdoor amenities. You won't want to leave this ultimate escape. Book direct, VanderkampNY

'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.

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

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.

Piper•Hollow•Enchanted•Treehouse
Feel the magic & wonder of life again at Piper Hollow. Unwind & take in all of the sights & sounds of the birds chirping, fireflies dancing at night, the frogs in the pond, & laughter with friends. Curl up with a book in our beautiful lofted library. Take an afternoon nap & feel the breeze on one of our outdoor hammocks. Fall asleep in a dragon cave, a fairy glen, or under the night sky. Piper Hollow is full of magic & whimsy & combines the best mix of rustic elements with fairytale charm.

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.

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

Tubbs’ Country Cabin
A Cabin in the Woods! Your get away from the everyday stresses. Come and relax in our 2 Bedroom and 1 bathroom home. Tucked back off the road and nestled on 40acres. In the warmer months enjoy sitting out on the covered porch, go fishing on Fish Creek, make s’mores over the campfire, have a bbq with your family or just enjoy star gazing. In the winter months enjoy our Cabin for cozy nights by the wood stove, winter scenery and snowmobiling.

Tern Lodge on the Salmon River
Fish, relax, and recharge directly on the great Salmon River! Swim, kayak, and cast off the dock. Riverfront location with panoramic estuary views! Enjoy the 50' deck, large yard, fire pit, and steps down to the dock and 109' of riverfront. Dock your boat & use the kayaks available to guests. Prime location minutes from top fishing spots, 1 minute drive to DSR, 1 minute drive to Lake Ontario, beaches, Pulaski, & snow mobile trails.

2 bedroom lake front camp, sleeps up to 12!
Cozy, fully furnished, lake front cottage located on Oneida Lake. With a first floor bedroom and a huge upstairs loft style bedroom, you can sleep up to 10 people comfortably. Just a few steps away from swimming, fishing, and boating! Access to a basketball court and field on the other side of the house as well! Steps away from a blueberry farm and a path for walking, biking or taking out a quad.
Popular amenities for Osceola holiday rentals
Other great holiday rentals in Osceola

L ‘n R Rider’s Retreat

Tulip Tree Ridge Guesthouse

River Roost on the Black River

Escape to a Cozy Cabin Loft: Secluded and Serene

Lakefront Cabin • Firepit • Near Salmon River

Lakefront Cabin w/ Dock - Sand & Fish Haven

The River Retreat

Paradise Island escape waterfront in Clay, NY
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