Holiday houses 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, 126 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

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
5 out of 5 average rating, 28 reviews

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!

Guest favourite
The cabin exterior is constructed from natural wood, featuring a peaked roof and large front doors that lead to the interior. Windows adorned with simple trim illuminate the space, while a wooden bench invites relaxation on the porch. Surrounding greenery enhances the secluded atmosphere.
Cabin in Lindley
4.91 out of 5 average rating, 125 reviews

Cozy Cabin in the woods with pool table!

This secluded cabin in the woods is the perfect place to relax and enjoy your time being in the country with no worries. Take a walk through the woods where you might surprise a deer or other wildlife, or curl up by the fire. If you are up for an experience, the solitude and peace you will find here are well worth it! Being so secluded, you will find cell reception is minimal until you connect to the WiFi, which makes this place where you want to go to disconnect from the busy everyday life!

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
4.96 out of 5 average rating, 189 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
The house is framed by lush green trees, with a welcoming facade showcasing a wooden balcony. A gravel driveway leads to the entrance, bordered by vibrant flower beds. Natural light enhances the inviting atmosphere of this peaceful retreat in a wooded setting.
Home in Alfred
4.97 out of 5 average rating, 393 reviews

Perfect choice for Alfred Univ./A. State visitors!

(IMPORTANT INFO: THE HOUSE LOWER LEVEL IS ENTIRELY YOURS: however, we are upstairs; no shared spaces; NO KITCHEN. PET POLICY: see details under “The space”) Nestled on 3 acres of woods, our house is quiet, spacious, cozy, private. Convenience is an understatement. "Downtown" Alfred, Alfred State & Alfred University are within easy walking distance. Finger Lakes wine region is 40 minutes away, Letchworth State Park (the “Grand Canyon of the East”) is about an hour, Watkins Glen is 2 hours.

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
4.95 out of 5 average rating, 366 reviews

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.

Top Guest favourite
A charming retreat is set against a backdrop of lush greenery, with a well-maintained lawn leading to the entrance. The two-story structure features a covered porch with multiple rocking chairs and a sloped roof. Large windows allow natural light to fill the interior.
Cabin in Coudersport
4.94 out of 5 average rating, 161 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
The cabin is illuminated at night, with warm lights highlighting the exterior and deck. A well-lit pathway leads to the entrance, surrounded by a grassy area and decorated trees adorned with soft, white lights.
Cabin in Woodhull
4.94 out of 5 average rating, 64 reviews

The getaway of all “ getaways”!

Pack up your fav food, ingredients n bevs for your friends n family. A new huge kitchen w/ all u would ever need to cook some great meals awaits you. A beautiful deck surrounds 1/2 the cabin/chalet and have the table set or cook on the grill while enjoying the sunset down on the NY /PA mountains. In the evening put a few logs in the wood burning stove and relax to the variety of streaming options on TV. I've made sure to have all the comforts of home here! Note ** Shed on prop is private

Guest favourite
Cottage in Wellsboro
4.91 out of 5 average rating, 53 reviews

Cottage on the Crick-Sits right on Pine Creek

Cottage on the Crick is nestled between Pine Creek and Route 6. Located approximately 12 miles outside of the historic small town of Wellsboro, PA and just 10 miles away from the Pennsylvania Grand Canyon. Within walking distance of the Log Cabin Inn and Canyon Cruise where you can rent rafts, kayaks, canoes, and bicycles. Plenty of tourist attractions and things to do within a short drive. Or even just relax and enjoy Pine Creek right from the yard on the porch swing or hammock.

Guest favourite
Cabin in Canisteo
4.98 out of 5 average rating, 51 reviews

Sunset cabins

Nestled in the rolling hills of Jasper NY, is this cozy cabin. The perfect place to find rest and solitude. The cabin and pavilion were built from logs harvested from our own property and sawn on our saw mill. The pavilion is perfect for get togethers, with lights and outlets. Near by is an Amish community with local shops. also near tall pines atv park. Sit and relax on our front porch, enjoy nature, sunsets, and stargazing. Get a good nights rest under our homemade quilts.

Guest favourite
A rustic wooden cabin featuring a welcoming front porch, is framed by tall trees. The exterior showcases warm wooden siding with multiple windows allowing natural light to brighten the space.
Cabin in Jasper
4.96 out of 5 average rating, 73 reviews

Glenwood Cabin B

For your next getaway consider our Glenwood Cabin situated far enough from the road to offer you a retreat from everyday life. This cabin has 2 bedrooms, a full kitchen, a full bath with washer and dryer, and your choice of three porches to sit and enjoy the great outdoors. It is nestled into the edge of our woods on a 186 acre farm in beautiful amish country. There are trails in the woods for you to meander. We also are adding a nice playset for your children to play.

Top 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
4.74 out of 5 average rating, 573 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!

Popular amenities for Osceola holiday rentals

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