Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Guest favourite
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
4.91 out of 5 average rating, 22 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!!

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
4.85 out of 5 average rating, 88 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, 248 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 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, 177 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 modern kitchen is showcased, featuring teal cabinetry and stainless steel appliances. Open shelving displays various dishware. A decorative area rug adds warmth to the floor, while pendant lighting hangs above the workspace, providing a well-lit atmosphere.
Apartment in Lowville
5 out of 5 average rating, 29 reviews

The Flour Loft above a bakery #1

Enjoy a unique experience at The Flour Loft, located above a quaint bakery and coffee shop and is walking distance to local shops and restaurants. This studio apartment has a king bed, fully stocked kitchen, workspace area and bathroom with shower. The building was renovated in 2024, but the historic charm remains! Lowville is located in the center of Lewis County and surrounded by the Adirondacks and Tug Hill. It offers everything you'll need for a quick overnight or longer stay!

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
4.96 out of 5 average rating, 27 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!

Top guest favourite
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, 21 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).

Top guest favourite
A rustic cabin is illuminated by string lights, inviting a cozy atmosphere. Stone steps lead to a sheltered porch, where seating is accessible. Surrounding trees enhance the natural ambiance, and gravel paths create a quaint outdoor setting shaded by greenery.
Cabin in Lorraine
4.99 out of 5 average rating, 501 reviews

Bear Hill One Room Cabin with Hot Tub

Unplug during your trip in the middle of the woods, tiny rustic one room cabin with hot tub sits in Little John Forest and borders the Boylston snowmobile trail system Perfect for snowmobiling and 4 wheeling. Acres of state land for hunting. Cabin is 22 miles from the Salmon River in Pulaski NY. Sleeps 4 with a sofa bed and a bunk bed that holds a queen and full mattress. Equipped with electricity, running water,WIFI. A bathroom with shower.

Superhost
The exterior of a cozy house is framed by lush green grass and shade trees. A red door adds a pop of color, while an American flag flutters gently in the breeze. The house features a combination of grey siding and a red accent wall, inviting visitors to explore.
Home in Camden
4.89 out of 5 average rating, 9 reviews

Welcome to Hawk Haven!

Come in! Kick off your shoes and relax! Hawk Haven is a cozy place to enjoy with family and friends, or a quiet retreat, if solitude is what you're looking for. We are located right behind Osceola Hotel. We kindly ask that you not bring pets with you for your stay. Close to fishing, atving, snowmobiling, hiking, cross-country skiing, and anything outdoors you can think of! We're out of the way, yet close to all of your necessities.

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, 248 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 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, 315 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.

Superhost
Apartment in Lowville
5 out of 5 average rating, 4 reviews

Collins Street Studio Apartment Pet Friendly

Collins street studio is just a stroll down the street to the center of town where you will find everything our small town has to offer. Favorite places to eat are just a walk away JEBS, Tony Harper’s Pizza and Clam Shack or Crumbs Bakery. The local vet clinic is 1.3 miles away with the nearest Walmart 1.5 miles away The Studio apartment is pet friendly (we love dogs)

Popular amenities for Osceola vacation rentals

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