Holiday rentals in Osceola

4.86 out of 5 average rating, 81 reviews

Home in Camden

'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.

4.96 out of 5 average rating, 211 reviews

Cabin in Parish

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

4.72 out of 5 average rating, 355 reviews

Cabin in Mexico

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

4.99 out of 5 average rating, 142 reviews

Flat in Lowville

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!

4.95 out of 5 average rating, 170 reviews

Flat in Richland

Backwoods BNB•pet friendly•on trail•large parking

Backwoods BNB is the ideal location for outdoorsmen & families alike. We are located on the ATV & snowmobile trail, directly across from a gas station, with a pull through parking lot large enough for easy trailer parking. Unload your recreational vehicle, fill up with gas & hit the trail all from our location. A playground is just a 1 minute walk down the street. We are minutes from Lake Ontario beaches, the Salmon River in Pulaski & Altmar, Salmon River Falls, & the Salmon River Resevoir.

4.94 out of 5 average rating, 18 reviews

Cabin in Williamstown

Redfield Retreat

Enjoy the summer hike to the Salmon River Waterfall 18 minute drive. 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. Ride your snowmobile from the house, the trail is 1 mile away Fox Road. State land all around for hunting.

4.94 out of 5 average rating, 17 reviews

Cabin in Redfield

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!

4.97 out of 5 average rating, 133 reviews

Guest house in Pulaski

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.

4.81 out of 5 average rating, 37 reviews

Home in Osceola

Osceola Sportsman Lodge

Two bedroom 1st floor home, Bdrm 1- 1 Queen bed, 1 double bed, Bdrm 2- 1 Full bed and 1 queen bed, Full Kitchen, 1.5 Baths, laundry, porch and outdoor space with lots of parking for multiple vehicles and trailers located in the Tug Hill right across the street from the Osceola Hotel( Bar/restaurant)and Osceola Outpost(breakfast and lunch). The snowmobile trai is right out the front door and short trip to ATV trails. Close to The Osceola Ski Resort and Salmon river!!!

4.86 out of 5 average rating, 174 reviews

Cabin in Taberg

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.

4.88 out of 5 average rating, 72 reviews

Cabin in Redfield

Escape to a Cozy Cabin Loft: Secluded and Serene

Relax with the whole family at this peaceful place to stay. Located on spacious lot, secluded from neighbors. Close to trails for snowmobiles, ATVs and hiking. Surrounded by state forests and just minutes from Salmon River. This area is perfect for hunting, fishing, hiking, kayaking, swimming and picnicking along the shoreline. Plenty of parking for vehicles and trailers. Bring your toys and escape to our beautiful cabin in the woods!

4.9 out of 5 average rating, 231 reviews

Cabin in Constableville

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.

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Other great holiday rentals in Osceola

4.91 out of 5 average rating, 58 reviews

Flat in Pulaski

Riverview Room 3

JanRating, 5 stars3 weeks ago

We absolutely loved everything about our stay! The location was very convenient for visiting our family and you can walk to everything in the little downtown. The added bonus was the river right there - just lovely! Thank you!

5 out of 5 average rating, 5 reviews

Home in Camden

Welcome to Hawk Haven!

JeanieRating, 5 stars3 weeks ago

Clean and well equipped, perfect location for our needs. Great communication. Will def stay again.

4.96 out of 5 average rating, 68 reviews

Home in Watertown

Whole House Hosted By Lisa

MichelleRating, 5 stars6 days ago

This is the second time I stayed at Lisa’s place. It’s so comfortable! Easy peasy entry. The home has always bern sparkling cjean, the furniture is comfortable, kitchen well supplied, beds are great and a very nice bathroom with hot water for showers. There are front and back porches to enjoy too. Thank you so much for allowing me to stay in your home.

5 out of 5 average rating, 12 reviews

Home in Lacona

Tug Hill snowmobiling, 3 bedroom house- Downstairs

JesseRating, 5 stars3 months ago

Great space. Well appointed with Kitchen and washer and dryer. Spacious areas and comfy beds. Minutes from 3 of the best trailheads to XC ski Winona. Dog friendly to boot. Would 100% book again.

4.92 out of 5 average rating, 12 reviews

Cabin in Redfield

Cabin Fever Cottages - Cabin 3

PatrickRating, 5 stars3 months ago

If you are in the upstate, New York area, looking for a place to stay near Lake Ontario, look no further. Aside from the location and accommodations of the airbnb, Mike and Judy are world class hosts. They go above and beyond to make sure you feel welcome, and at home, they have plenty of great insight about the area and even helped me get out of a jam I created for myself when I got stuck in a spot I shouldn’t have driven. We will absolutely be staying with them again and anyone looking in this area would be lucky to stay in one of their facilities.

5 out of 5 average rating, 66 reviews

Holiday home in Camden

Bonnies rest

ShannonRating, 5 stars2 weeks ago

This cabin was the perfect get away to unplug and unwind for a weekend. Cute and cozy cabin, was extremely peaceful and relaxing there. Sat outside at the firepit the majority of the stay just taking in the creek and the nature sounds. Yonco was a wonderful host and made us feel right at home! Will book again!

4.97 out of 5 average rating, 33 reviews

Cabin in Camden

Cozy Cabin Retreat

JessicaRating, 5 stars1 week ago

Karen's cabin was great, clean and had everything we needed for a restful evening. The property was beautiful and we wish we had more time to stay in the area for enjoy the outdoors a bit more. We will definitely stay here at a future date.