Holiday rentals in Osceola

4.96 out of 5 average rating, 208 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

4.99 out of 5 average rating, 139 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, 16 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.

4.7 out of 5 average rating, 102 reviews

Cabin in Altmar

#4Let's Get Cozy,FishSwimKayak,Mins to SalmonRv

Welcome to our cozy cottage! This beautiful home has everything you need for a comfortable stay. Relax by the fireplace, read a book on the indoor hammock, or watch our smart tv. The bathroom has a large shower with many body sprays, very relaxing. Walk to Autumn Lake and use our boats, or head to Salmon River for exciting fishing just about 2mins away. Bring your ATV. In winter, we are on the C5 trail for snowmobiling. Come and get cozy in our lovely cottage!

4.99 out of 5 average rating, 456 reviews

Cabin in Lorraine

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.

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

5 out of 5 average rating, 9 reviews

Loft in Boonville

Trailside Lodge #1 – On the ATV Trails

TashaRating, 5 stars2 weeks ago

Modern, new, fun place to stay in Boonville. Our son will play for the Boonville Lumberjacks this summer, we were looking for a new modern Airbnb. Love the Brides Maids image in the bathroom. "Look away!" The kitchen was modern, had plenty of appliances/utensils. Beds were comfy. Sheets seemed clean. Bathroom was nice, the toilet is a low flow toilet, so you have to hold the handle down long to flush. Shower was pleasant, but there's no place to put toiletries, so you have to set your shower gear on the shower floor. Washer/dryer worked great. Option of garage is nice. Place is well lit at night. I suggest window coverings/modern blinds as the sun wakes you up pretty early and with no coverings, privacy lacks. I would stay again. For the price, it's kind of a bummer you have to start a load of laundry as part of the checkout process. No closets or a luggage rack, so I had to put my luggage on the floor and get my clothes, etc. from the floor. Wish bedrooms had TVs. Main TV works great.

5 out of 5 average rating, 37 reviews

Cabin in Lyons Falls

River Roost on the Black River

StefanRating, 5 stars1 month ago

Second time staying here and will definitely be booking again. Absolutely wonderful hosts!!!

4.9 out of 5 average rating, 30 reviews

Flat in Lowville

Pet Friendly, Village of Lowville Getaway

MarkRating, 5 stars3 weeks ago

Crystal and Daniel (and Ranger) are warm, lovely people (and dog) and their apartment is far more than what the photographs and description can convey. Greeted by music and ambient lighting, spotlessly clean,, every amenity and convenience well thought out and provided. A selection of coffees, snacks and everything you might need away from home. Comfy bedroom, great bathroom and a large yard for my pup to stretch her legs. Next time in the area, I would be disappointed to stay any where else. Thanks! Mark & Bowie

4.92 out of 5 average rating, 48 reviews

Holiday home in Turin

Chalet 51- next to Snow Ridge Ski Resort, Turin NY

HollyRating, 5 stars2 weeks ago

Great place to stay! It was spacious inside and had everything we needed for our weekend trip! Only 15ish minutes from Lowville (where we spent most of our time)! Felt right at home!

5 out of 5 average rating, 16 reviews

Tiny home in Parish

Grindstone Creek Getaway Off Grid Cabin II

KatelynneRating, 5 stars1 week ago

My dogs and I stayed in this cabin during my summer break. It was very peaceful, I felt safe, and the dogs had so much fun exploring! If you enjoy nature, privacy, and being off the grid I would absolutely recommend staying here! We went to many state parks during our stay as the cabin is 2-3 hours from really gorgeous waterfalls, gorges, and lakes. Whenever we needed something I drove to Syracuse (about 30 minutes) but all the necessities can be found closer. We had a great vacation here!

5 out of 5 average rating, 7 reviews

Tiny home in Camden

Deja Yu- Forest Glamping Getaway

KathyRating, 5 stars3 weeks ago

What a delightful place to stay, very calm and peaceful. It had everything you needed to be comfortable. Can’t wait to be able to stay there again. Definitely a five star experience and Savannah was awesome with communicating and giving instructions so it was easy check-in.

5 out of 5 average rating, 5 reviews

Home in Camden

Welcome to Hawk Haven!

JeanieRating, 5 stars2 weeks ago

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