Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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Guest favourite
A spacious open-plan interior features a handcrafted wooden bed against a backdrop of rustic walls. Two bedside lamps offer soft illumination, while a leather couch invites relaxation. A stone fireplace and large windows provide a connection to the surrounding nature.
Cottage in Bernhards Bay
4.95 out of 5 average rating, 42 reviews

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

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.

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

Top Guest favourite
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, 101 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 favourite
Apartment in Lowville
4.98 out of 5 average rating, 193 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 favourite
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
4.96 out of 5 average rating, 336 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.

Top Guest favourite
The charming lofted home is illuminated by string lights, reflecting beautifully in the nearby pond. Spacious outdoor decks are adorned with seating, while a welcoming interior can be glimpsed through open doors. Surrounding trees add a natural touch to this inviting retreat.
Treehouse in Mexico
5 out of 5 average rating, 39 reviews

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.

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.

Guest favourite
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, 225 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

Guest favourite
A cabin features a wooden exterior with a sloped roof and welcoming porch, illuminated softly by warm lights. Rocking chairs are positioned on the porch, surrounded by trees and greenery. A stone path leads to the entrance, enhancing the natural setting.
Cabin in Annsville
4.93 out of 5 average rating, 43 reviews

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.

Top Guest favourite
A wooden deck provides access to a spacious grassy area leading down to the river. A circular fire pit with seating is situated on the lawn, surrounded by trees and water, with distant houses visible across the estuary.
Home in Pulaski
4.95 out of 5 average rating, 204 reviews

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.

Guest favourite
A dining table is positioned near a large window, offering a view of the lake and a flag waving gently outside. Four light-colored chairs surround the table, which is adorned with a decorative piece. Natural light fills the space, enhancing a serene atmosphere.
Home in Bernhards Bay
4.84 out of 5 average rating, 164 reviews

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

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