Holiday rentals in Osceola

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Top-rated holiday rentals in Osceola

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Top guest favourite
A modern A-frame deck is featured, showcasing a spacious outdoor area with metal seating, a rectangular table, and a grill. Large glass doors reflect the surrounding landscape, enhancing the connection between indoor and outdoor spaces. Green hills loom in the background.
Cabin in Westfield
4.99 out of 5 average rating, 117 reviews

Aframe Stargazing

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

Guest favourite
Cabin in Woodhull
4.79 out of 5 average rating, 182 reviews

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.

Top guest favourite
The elevated treehouse is illuminated by soft lighting along the wrap-around deck, surrounded by trees in a nighttime setting. A gentle slope leads up to the entrance, providing accessibility. The structure features warm wood tones that complement the natural surroundings.
Treehouse in Horseheads
5 out of 5 average rating, 263 reviews

Falcon Nest - 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.

Top guest favourite
A bi-level home is nestled among tall trees, featuring a light green exterior and wooden details. A spacious deck extends from the upper level, overlooking a lush, grassy area. The entryway is framed by a charming wooden arch leading to a set of stairs.
Home in Corning
4.97 out of 5 average rating, 145 reviews

Corning Woodland Retreat

Recently remodeled bi-level home with lodge decor on a 9.5 acre wooded lot with beautiful 3/4 acre pond gives peaceful privacy and relaxation. While having an isolated feel, it has a/c, WiFi, dvd and firestick tv. Five miles from Corning's attractions, 20 min. to Elmira, and 35 min. from Watkins Glen and Finger Lakes. Spacious living/dining/kitchen area opens to a 12x28 deck overlooking the pond. Peaceful beauty, water, tall pines, maple trees and wildlife sightings make it hard to leave!

Top guest favourite
The cabin, illuminated by soft light from its windows, is positioned on a landscaped yard with a circular stone fire pit in the foreground. The peaceful setting is surrounded by trees, and an American flag gently waves in the evening breeze.
Cabin in Westfield
4.97 out of 5 average rating, 176 reviews

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

Top guest favourite
A bright sleeping area features a wooden bed adorned with a floral-patterned comforter. Two nightstands with lamps flank the bed, while windows with light curtains allow natural light to fill the room. A plant and framed artwork enhance the calming atmosphere.
Guest suite in Wellsboro
5 out of 5 average rating, 476 reviews

Tranquil Studio Apt Near Wellsboro PA Grand Canyon

Our place is a private studio apartment attached at a main house. Private entrance and deck. Close to the PA Grand Canyon, Pine Creek Rail Trail, and Leonard Harrison State Park. Close proximity to outdoor activities, hunting game lands, fishing, and the beautiful scenery. There is a queen bed with room for a twin air mattress/cot. Fridge, microwave, Keurig coffee maker, electric kettle, and all basic kitchen amenities are available in the kitchen. Private bathroom. All linens are provided.

Top guest favourite
Cabin in Coudersport
4.94 out of 5 average rating, 150 reviews

Potter County Family Retreat-Dark Sky Stargazing

Our fun hidden gem is just the retreat you need! Only 7 minutes from Downtown Coudersport for all your shopping and dining needs. 20 miles from Cherry Springs Star Gazing. Very close proximity to ATV trails/Pilot Program in season. Our retreat is part of an old 100 acre farm that has 3 ponds you can fish in, hiking trails and woods that you are more than welcome to explore. You will enjoy star gazing from the view of the front yard! An OFFSITE cabin to our Potter County Family Campground.

Top guest favourite
Cabin in Rexville
4.95 out of 5 average rating, 360 reviews

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.

Top guest favourite
A rustic cabin features a screened porch and circular turret adorned with large windows. Two red adirondack chairs are positioned on the grassy area in front of the cabin, inviting relaxation amidst the surrounding autumn foliage.
Cabin in Van Etten
4.95 out of 5 average rating, 133 reviews

Gorgeous Hilltop Paradise with epic views and pond

A beautiful slice of nature and unique cabin on 30 acres of land with modern ammenities. Enjoy distant views of hills through huge windows overlooking a swimming pond. It's a retreat for every season, featuring beautiful fall folliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

Guest favourite
A spacious living room with a high ceiling showcases a dramatic two-story wall of windows, allowing ample natural light. Two sofas are positioned around a central coffee table, with a modern armchair nearby. A decorative fireplace is set against a wooden feature wall.
Chalet in Mansfield
4.73 out of 5 average rating, 558 reviews

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!

Top guest favourite
A serene view of Lamoka Lake is framed by tall trees, showcasing a manicured lawn and a circular arrangement of rustic wooden chairs around a fire pit. The calm water reflects the surrounding greenery and distant hills under a clear blue sky.
Cottage in Bradford
4.98 out of 5 average rating, 132 reviews

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!

Top guest favourite
A charming, newly renovated house features a light gray exterior and a metal roof. A pathway leads to the front steps, flanked by a neatly maintained lawn. Mountains rise in the background under a partly cloudy sky, enhancing the serene setting.
Home in Wellsboro
4.95 out of 5 average rating, 113 reviews

Rail Trail Gem

Escape to our newly renovated oasis! This cozy house accommodates up to 5 guests with full amenities. Just seconds from the Pine Creek Rail Trail, it's a nature lover's dream. Backing up to Marsh Creek, fishing is a breeze. Explore numerous hiking and fishing spots within 10 miles. Perfect for a serene getaway!

Popular amenities for Osceola holiday rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Tioga County
  5. Osceola