Holiday rentals in Osceola

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Top-rated holiday rentals in Osceola

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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.

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.
Flat in Lowville
4.98 out of 5 average rating, 189 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, 326 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 modern kitchen area is highlighted with a green cabinetry and white tiled backsplash. A wooden island with seating is positioned at the center. Black metal chairs are arranged at a small dining space, while warm light fixtures hang from the ceiling, contributing to a cozy ambiance.
Flat in Lowville
5 out of 5 average rating, 8 reviews

The Flour Loft above a bakery #2

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 queen 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
4.98 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.
Guest house in Pulaski
4.96 out of 5 average rating, 160 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 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, 24 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
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
4.89 out of 5 average rating, 28 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.

Guest favourite
Flat in Lowville
4.74 out of 5 average rating, 19 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)

Top guest favourite
A spacious two-story house is presented, featuring a light-colored exterior with a metal roof. A well-kept lawn surrounds the property, and a stone pathway leads to a welcoming entrance. Various satellite dishes are visible along one side of the home.
Guest suite in Boonville
4.97 out of 5 average rating, 76 reviews

Farmhouse Stay on Tug Hill

Perfect for those weekend trips to Tug Hill for snowmobiling or skiing! Enjoy a private 1 bedroom space with a 3/4 bathroom, kitchen, living and dining area. We have a large driveway with plenty of space for parking. Be weary of weather and plan your stay accordingly as this is an area that averages 194 inches of snowfall each year!

Popular amenities for Osceola holiday rentals

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