Holiday rentals in Osceola

A Treehouse Secluded in Private Forest

A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional seasonal outdoor shower for the adventurous. Kitchen lacks nothing tucked conveniently in the great room.

Wild Tioga A-Frame

Welcome To Wild Tioga! ★ Modern A-Frame (Built In 2023) ★ Stunning Mtn View ★ 22 Secluded Acres ★ Large Deck ★ Breeo Smokeless Fire Pit & Adirondack Chairs ★ Lots of Wildlife ★ Game Room With Ping Pong & Air Hockey Tables ★ Kids Toys & Books ★ Kids Loft Hideout ★ Complimentary Coffee & Tea ★ Starlink High Speed Internet ★ TV W/ Disney+, Hulu, Netflix ★ Close to Wellsboro, PA Grand Canyon, Pine Creek Rail Trail, Cherry Springs State Park We look forward to welcoming you! Follow @WildTiogaAframe

Cabin with private pond, valley views, walk paths

Enjoy the secluded cabin with porch & log cabin style trailer on 10 acres of land with walking paths, valley views, pond, woodstove, fire pit, zip line, row boat, kayaks, tree swing. 14' x 28' cabin with pavilion overlooking pond & 12' x 55' trailer overlooking valley. Microwave, gas grill, toaster oven, small fridge, electric heater, indoor off the grid toilet, wood stove & pet friendly experience for the whole family. Close to local country stores. Trailer included for parties of 5 or more.

Valley View Farm Retreat

Stay at a barn with all the modern comforts. Kids born 3/25/24. Views in three directions. Watch the sun rise or view the stairs at night. Amish made cabinets with quartz counters. Kitchen stocked with pans, dishes and utensils. Sheets and towels provided. Located in the countryside yet still just 15 minutes to Watkins Glen or Corning. Downstairs we have a small herd of goats that you can visit. Join us for evening chores or arrange a time to meet the goats. Apartment 1.

Tioga County Base-Camp - "Black Bear Hollow"

Relax with the whole family at this peaceful cabin. Our cabin is ideal for a quiet get-away for hunting, hiking, shooting, snowmobiling, ATV/UTV riding, fishing & star gazing. The cabin is located in an area only accessible via dirt roads. It is about 1 mile to the northern boundary of the Tioga State Park; where exploring is wide open and snowmobiling is permitted in winter. If you want a quiet escape this is the place for you! We invite you to our cabin. Jan and Feb guest must have 4x4

Sky High Chalet! Gorgeous home with hot tub etc.

Sky High Chalet - on 10 acres, close to Wellsboro & PA Grand Canyon with private setting on top of a mountain with views for many miles in all directions! This 3 bed chalet sleeps 10 and features a hot tub, 800 sqft deck, is in excellent condition and has all amenities that you would want or need! No matter what you are into, Wellsboro offers it all - hiking, biking, kayaking, 60+ mile rail trail for riding bikes or cross country skiing, ski slopes, hunting/fishing, wine tasting and R&R.

Crows Nest, Pet-friendly, Private, Wooded Retreat

Pet friendly, air conditioned cabin with private fish pond (catch and release). Swimming is allowed (at your own risk). Miles of trails, and a million dollar view, total privacy, and glittering stars! Dark Sky area! Hiking, birding, x-country skiing, mt. biking. Near Genesee River. Fully furnished kitchen, deck with gas grill, H-Def TV/WiFi, campfire pit (wood provided). Sleeps eight. HUNTERS: 75 acres for deer & turkey hunting, 6 hunter max. Must sign waiver and check boundaries with us.

Hillside Haven

2 bedroom/full bathroom apartment with fully equipped kitchen. Front porch for relaxing. Within walking distance to all amenities this beautiful, historic town has to offer. Just a short drive to the famed Pennsylvania Grand Canyon, Pine Creek Gorge which offers world class trout fishing and a hiking/biking trail listed as one of the 10 best in the world by National Geographic. Just an hour drive to the New York Finger Lakes Region hosting some of the best wineries in the Northeast.

2Bed/2Bath, Cherry Springs, Night Sky, Wellsboro

The Pine Creek House is a beautifully remodeled 2 bed/2 bath home centrally located in an outdoors enthusiast’s paradise. The space: Spacious home with all amenities including washer/dryer, TVs in every room, 2 porches, and a large parking lot. Close by: Public access to Pine Creek, ATV/Snowmobile Roads, 10 minutes to PA Grand Canyon, 20 Minutes to Wellsboro, 20 Minutes to Cherry Springs State Park, 10 Minutes to Denton Hill State Park, 1 Minute to The Creekside Barn Wedding Venue.

The Country Cabin

Quiet, peaceful, and private cabin in the woods. Explore 4000 acres of State Land nearby. Hiking, nature walks, or birdwatching. Enjoy cross-country skiing on the nearby state land. Relax by the pond, fish, or take a refreshing swim. Tall Pines ATV Park (11 miles) offers off-road adventures. Hit the slopes at Swain Ski Resort (22 miles) for winter sports. Located near SUNY Alfred and AU (2 Miles), ideal for parents visiting. Perfect for a family vacation or a weekend getaway.

Spacious! Light & Lovely Chateau

This airy vintage home on the outskirts of the quaint town of Mansfield. The dream living room has a dramatic two story wall of windows! We normally ask for two nights- however, if you need one night ask & you can possibly snag this lovely place for one night! Light & Lovely Chateau is close to all of the favorite destinations in the northern tier of Pennsylvania including Mansfield University. We try to ensure guests have a wonderful experience!

Riesling Retreat - Waterfront Cottage, Lamoka Lake

Riesling Retreat is situated on scenic Lamoka Lake, in NY’s Finger Lakes Region, between Keuka and Seneca lakes. Our cottage is professionally cleaned after each visit and boasts an expansive covered porch, full kitchen with gas stove and island for cooking, manicured lawn with fire pit, dock, and launch for the kayaks or canoe. It is central to Watkins Glen, Hammondsport, and more than 250 wineries; you can’t go wrong!