Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top 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

4.93 out of 5 average rating, 28 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!!

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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, 92 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.

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Top Guest favourite

A cabin with a wooden exterior features a covered porch supported by logs. Two chairs with decorative cushions are positioned on the porch. A front door with a window is centered, adding a welcoming touch to the entrance.

Cabin in Boonville

5 out of 5 average rating, 112 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.

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Guest favourite

A wooden porch extends along the front of the cabin, featuring sturdy railings and steps leading to the entrance. Natural wood tones dominate the structure, with a mix of large windows and an exterior light fixture. Gravel surrounds the base, enhancing the rustic appeal.

Cabin in Redfield

5 out of 5 average rating, 19 reviews

Camp DeLong

Camp DeLong is ideal for families and friends who love the outdoors, seek outside adventure or just want to take in the Upstate NY scenery. All season located in the foothills of Tug Hill. Peaceful new construction cabin retreat sits on 7 acres less than a mile from the Salmon River Reservoir, directly off of snowmobile/ATV/UTV trails, and surrounded by Forever Wild NYS hunting land with panoramic views from the covered porch. Smart TV, high speed wifi, plenty of parking for trucks/trailers.

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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, 341 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.

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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, 52 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!

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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, 236 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

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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

4.97 out of 5 average rating, 29 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).

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Superhost

The cabin features a rustic wooden exterior, framed by lush trees and well-maintained grass. A gravel driveway leads up to the entrance, where a vehicle is parked. The two-story structure has large windows and a front door, inviting exploration of the surroundings.

Cabin in Taberg

4.86 out of 5 average rating, 195 reviews

Knotting Pine Cabin

Knotting Pine Cabin is very spacious and can sleep 9 people. If you are looking for a great get away with friends and family you will love this cabin. Guests can enjoy walking the paths in the forest adjacent to the cabin, a game of horse shoes, canoe available for guests to take to the local ponds and reservoir. Enjoy camp fires and making s'mores at night. We are located on the Tug Hill Plateau with access from the cabin to the NYS snowmobile trail system.

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Guest favourite

A charming house is set against a backdrop of greenery, featuring a covered front porch with steps leading up to the entrance. Well-maintained lawn space surrounds the home, complemented by flower beds. A small playset can be viewed to the side of the property.

Cabin in Williamstown

4.9 out of 5 average rating, 29 reviews

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.

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Guest favourite

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

4.9 out of 5 average rating, 10 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.

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Guest favourite

A log cabin-style home is presented with a metal roof and large windows. The front porch is accessible with wooden railings, and a grassy area is visible alongside gravel leading to the driveway. Surrounding trees provide a natural backdrop.

Home in Redfield

4.97 out of 5 average rating, 128 reviews

Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK!

Welcome to our custom-designed Tug Hill home, perfect for a vacation getaway. - 3 bedrooms with a log cabin feel - Approximately 1100 sqft of living space - Full bathroom with in-floor radiant heat - Large kitchen with stainless appliances - Hi Speed Wi/Fi internet - 50' wide screen TV and DVD player - Large covered porch with gas grill - Wood stove and propane heater - Large driveway for trailers and vehicles

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