Holiday houses in Middlebury Center

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Top-rated holiday rentals in Middlebury Center

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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
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, 276 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 rustic cabin is set amidst a lush green landscape, surrounded by trees. The front porch features wooden railings and a set of steps leading to the entrance. An American flag is displayed on the front. A well-kept lawn with shrubs enhances the welcoming atmosphere.
Cabin in Westfield
4.97 out of 5 average rating, 59 reviews

Bear Run – Cozy Rustic Cabin with Modern Comforts

Take it easy at this unique & tranquil getaway. Or, if you want fun and excitement in the PA Wilds, this is the place to stay: • 1.2 miles to Left Asaph entrance, a mountain biker's & hiker's paradise of trails, trees & flowing creeks • 1.7 miles to Blue Run Rocks, a trail leading to rocks for the climber in all of us • 5+ miles to Beechwood Lake, stocked by the PA Fish & Game Commission for trout season • Just up the road from Pine Creek & Rails to Trails Bear Run has it all.

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 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

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.
Apartment in Wellsboro
4.98 out of 5 average rating, 383 reviews

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.

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
The cabin's exterior features warm orange wooden siding with contrasting dark trim. A wide front porch is accessible via a ramp and lined with black railings. Two doors are framed by rectangular windows, providing natural light and views of the surrounding trees.
Home in Wellsboro
4.9 out of 5 average rating, 42 reviews

Pine Ridge Cabin-enjoy the PA Grand Canyon area!

Relax at Pine Ridge Cabin, our cozy one-bedroom vacation rental five miles from Downtown Wellsboro, and perfect for up to four guests. You'll sleep comfortably in the queen-size bed, and there's a convenient sofa bed. The bathroom features a walk-in shower. Located near Downtown Wellsboro, Hills Creek State Park, the PA Grand Canyon, and Pine Creek Rail Trail. Whether you're into hiking, biking, or simply enjoying the Pennsylvania wilderness, this cabin is your ideal base.

Top Guest favourite
An open living space features large windows that provide views of the surrounding greenery. A comfortable seating arrangement is present, complemented by a modern coffee table. A stylish kitchen island with seating is visible, along with a warm wood ceiling that enhances the contemporary design.
Home in Wellsboro
4.98 out of 5 average rating, 41 reviews

The Modern Villa

This unique & recently built villa has a style all its own, just 2.5 miles outside of the quaint mountain town of Wellsboro. Here you will find the charming streets lined with gas lit lamps, shops, restaurants, & more. The Modern Villa sits on a private hill with beautiful views & breath taking sunsets. You will find yourself breathing in fresh mountain air with the luxury of modern living to make your stay the absolute best. We have a fully stocked house waiting for you.

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!

Top Guest favourite
The image depicts a serene landscape at sunset, featuring lush green grass and trees in various shades. A vibrant pink and orange sky can be seen above, contrasting with the dark silhouettes of the trees. A glimpse of distant hills is visible in the background.
Cabin in Wellsboro
4.99 out of 5 average rating, 76 reviews

Pine Creek Trailside Cabin-Fireside Retreat

Step onto the Pine Creek Rail Trail right from the backyard. Unwind by the fire-choose the patio fire pit with gliders or the covered deck with a gas fire table. Spacious yard for games, picnic table for outdoor meals and a cozy cabin with unique game mounts and a poker table for nights in. Perfect for hiking, biking, fishing, hunting and relaxing with family and friends. Explore the outdoors or enjoy nearby Wellsboro events.

Top Guest favourite
The Cranberry Cottage features a two-level structure nestled among trees, with a spacious covered porch that wraps around the upper level. Multiple large windows provide natural light, while the gravel driveway allows for parking near the entrance.
Cottage in Wellsboro
4.98 out of 5 average rating, 64 reviews

The Cranberry Cottage @Hills Creek

The Cranberry Cottage @Hills Creek is a cozy getaway less than a mile from Hills Creek State Park and a short drive from all that makes the Wellsboro area a popular destination. Whether you visit the area for one of our well-known festivals, view the Pennsylvania Grand Canyon, bike the 62-mile Pine Creek Rail Trail, go hunting, fishing, hiking, or all of the above, you will love to come home to the comfort of the cottage.

Popular amenities for Middlebury Center holiday rentals