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

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

FamilyLocationBathroom

4.99 out of 5 average rating, 146 reviews
Top guest favourite
A spacious living area features a large sectional sofa with a throw blanket and a decorative pillow. A dining table with wooden chairs is visible in the background, alongside an updated kitchen with dark appliances and white cabinetry. Natural light fills the room.
Home in Westfield

Music House | In Town | 1-Level | Crew Friendly

La Stanza Getaway is a GUEST FAVORITE for family visits and crew-friendly for teams working in the area! Centrally located in Westfield, it's the perfect home base for exploring Potter and Tioga Counties. This ground-level home is a short drive to Wellsboro, Mansfield, Corning, Galeton, and Coudersport, and within walking distance to town conveniences and restaurants. It features 3 music-themed bedrooms, a large accessible shower, updated eat-in kitchen, comfy reclining sectional, and 3 HD TVs.

FamilyValueParks

4.99 out of 5 average rating, 83 reviews
Top guest favourite
A single-story retreat is nestled in a green landscape, featuring a red metal roof and white exterior. A covered deck extends from the main entrance, offering a view of the surrounding wooded area. The lawn is well-maintained, with a pathway leading to the house.
Home in Lindley

The Rustic Roost

Escape to tranquility at our private country retreat in Lindley, NY. Surrounded by nature, this quiet getaway is perfect for relaxation or remote work. Spacious with 2 cozy bedrooms and 2 full bathrooms. Dedicated workstation where you can stay productive or just forget your work life! Start mornings with a fresh cup of coffee on the covered deck. for work, a weekend retreat, or a extended stay, our peaceful country home offers the perfect balance of comfort and seclusion. Book your stay today!

ValueLocationLong stay

5.0 out of 5 average rating, 37 reviews
Guest favourite
A variety of watercraft is arranged on the grassy bank of a serene pond. An orange kayak, a yellow kayak, and two green inflatable tubes are positioned near the water's edge, with a blue rowboat visible on the calm surface of the pond in the background.
Cabin in Woodhull

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, fire pit, zip line, row boat, kayaks, woodstove, tree swing. 14' x 28' cabin with porch 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.

FamilyValueParking

4.79 out of 5 average rating, 203 reviews
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

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

FamilyLocationDecor

4.96 out of 5 average rating, 205 reviews
Top guest favourite
The cabin features a wooden exterior, elevated deck, and a spacious entryway. Surrounding greenery includes tall trees and lush grass. Outdoor seating is available on the deck, inviting guests to enjoy the natural setting.
Cottage in Rexville

Crow’s Nest Cabin—Nature Lover & Pet’s Paradise!

Pet friendly, air conditioned, comfortable cabin on spectacular wooded property. Private fish pond (catch and release). Miles of trails. Million dollar view. Privacy. Glittering stars! (Dark Sky area.) Hiking, wildlife viewing, birding, X-country skiing. Near Genesee River. Fully furnished kitchen, deck with gas grill, H-Def TV/WiFi, campfire pit (wood provided). Sleeps eight. HUNTERS: 75 wooded acres for deer & turkey hunting, 6 hunter max. Must sign waiver and check boundaries with us.

FamilyValueBiking

4.95 out of 5 average rating, 375 reviews
Top guest favourite
A spacious chalet sits on a lush green lawn, surrounded by rolling hills. Large panoramic windows reflect the sky, and a wide deck extends from the home, offering scenic views of the landscape. A hot tub is positioned nearby, contributing to the inviting outdoor space.
Chalet in Wellsboro

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.

ValueFamilyHot tub

4.96 out of 5 average rating, 205 reviews
Top guest favourite
A modern cabin is nestled among trees, with wooden siding and a covered porch. The structure features multiple windows, allowing natural light to filter inside. A pathway of stones leads towards the entrance, framed by vibrant foliage, suggesting a serene outdoor atmosphere.
Cabin in Galeton

3 BR Black Bear Lodge on Pine Creek w/ Hot Tub

Escape to the tranquility of nature in our spacious 3-bedroom, 2-bathroom cabin nestled right on the banks of picturesque Pine Creek. Black Bear Lodge offers a cozy yet expansive haven for up to 10 guests, making it the ideal setting for the whole family. Guests have direct access to Pine Creek. The cabin also has a hot tub with a perfect view of the Creek. Black Bear Lodge is strategically situated- 15 miles to the PA Grand Canyon, 2 miles to downtown Galeton, and 20 miles to Wellsboro.

LocationFamilyHospitality

4.92 out of 5 average rating, 105 reviews
Top guest favourite
A front view of a two-story house is presented, featuring a light-colored exterior with a covered porch. A manicured lawn leads to the entrance, and two evergreen trees border the walkway. Snow remnants are visible on the ground, indicating recent winter weather.
Flat in Wellsboro

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.

FamilyLocationSleep quality

4.97 out of 5 average rating, 395 reviews
Guest favourite
A scenic view from the cabin features vibrant pink flowers in the foreground, with a grassy lawn stretching into the distance. Several trees dot the landscape, and an American flag stands upright among the open fields and rolling hills beyond.
Cabin in Middlebury Center

Newly renovated: Million Dollar Mountain View!

Look no further for your getaway stay! You will be close to everything at this centrally-located place, tucked away in the mountains but a short drive to everything and with the comforts of home. Close to several family friendly activities like the PA Grand Canyon, Corning Museum of Glass, Cherry Springs State Park, New York Finger Lakes, Tioga-Hammond lake and Federal park, horseback riding, clay-shooting, Pennsylvania wineries, food and groceries/gas. See my guidebook for specific.

FamilyValueCheck-in

4.9 out of 5 average rating, 39 reviews
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

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!

LocationFamilyHospitality

4.74 out of 5 average rating, 591 reviews
Guest favourite
A spacious cabin is surrounded by lush green trees, showcasing a large porch with seating and an American flag. The well-maintained lawn offers an open area in front, and the natural setting invites outdoor activities.
Cabin in Westfield

Mountain Views and Nighttime Stars!

This 8-acre property offers an incredible porch view of mountains and stars with quick access to countless outdoor activities! 10 miles or less from PA Grand Canyon, restaurants and gas stations, 18 miles to the town of Wellsboro & 21 miles to Cherry Springs State Park! Nearby state game land and trails for hiking, star gazing, hunting, four-wheeling, cross country skiing, fishing, rock climbing and more! Detached cabin included.

ValueLocationQuiet

4.94 out of 5 average rating, 111 reviews

Popular amenities for Osceola holiday rentals