Holiday rentals 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, 108 reviews

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

Top guest favourite
The exterior of the uniquely designed guesthouse features a combination of dark siding and large windows, highlighted by colorful fall foliage. A spacious deck with seating is visible, surrounded by potted plants, creating a peaceful outdoor space.
Cabin in Erin
4.99 out of 5 average rating, 295 reviews

Unique Country GuestHouse

Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi. 10% discount for repeat guests.

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, 245 reviews

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 outdoor shower for the adventurous spirit. Kitchen lacks nothing tucked conveniently in the great room.

Guest favourite
Cabin in Woodhull
4.78 out of 5 average rating, 177 reviews

Cabin with private pond, valley views, walk paths

Enjoy the secluded cabin with porch & camper 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 14' x 28' pavilion overlooking pond for a peaceful stay rain or shine. Gas grill, microwave, electric heater, toaster oven, small fridge, Indoor flushable off the grid toilet, wood stove & pet friendly experience for the whole family. Close to local country stores. Camper included for parties of 5 or more.

Top guest favourite
Cabin in Westfield
4.96 out of 5 average rating, 165 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 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
4.96 out of 5 average rating, 193 reviews

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.

Guest favourite
A sign marked 'Timber Top' is prominently displayed in the foreground, surrounded by lush greenery and a gravel pathway. The cabin structure is visible in the background, nestled among trees, emphasizing the natural setting.
Cabin in Lock Haven
4.89 out of 5 average rating, 545 reviews

Timber Top Cabin: WiFi + State Forest-Parks/Hiking

Timber Top Cabin – Your Wild Escape Awaits! • Secluded cabin on private wooded land • Fire pit, walking trails & peaceful views • WiFi, stocked kitchen, cozy living room • 5 mins to Hyner View & Sproul State Parks • Direct ATV access to Haneyville trail • 15 mins to Pine Creek Rail Trail (bike or hike) • Less than 20 mins from Lock Haven & 30 mins from I-80/I-220 • Sleeps 4: 2 queen beds & 1 twin • Great for couples, families & outdoor lovers • Relax & connect with nature—book your stay!

Top guest favourite
The barn-style building features a modern design with large windows and a metal roof. A vintage truck filled with pumpkins is positioned in the foreground, surrounded by landscaped gravel and greenery. A silo stands nearby, complementing the rural setting.
Barn in Troy
4.99 out of 5 average rating, 120 reviews

Troy Hotel 2 - beautifully renovated 3 BR Barn

This beautiful barn on Route 14 has been completely renovated to a unique luxury experience. You and your guests can get back to the basics and enjoy this 3-bedroom, 2-bathroom, living and kitchen space in rural Pennsylvania. This is a great opportunity to see wildlife, enjoy the water, fish and relax in luxury. A corn crib recreational space, chicken crate coffee table and tractor hood turned into a piece of art are just a few of the gorgeous transformations in this one-of-a-kind space.

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
4.98 out of 5 average rating, 359 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.

Top guest favourite
The front porch is decorated with garlands and festive wreaths, creating a welcoming entrance. Comfortable seating is available, and warm lighting enhances the cozy atmosphere. A snow-covered ground adds a seasonal touch, while the entrance door is framed by traditional holiday decor.
Home in Gaines
4.97 out of 5 average rating, 125 reviews

2B/2B Cherry Springs-Wellsboro- Grand Canyon w/Pet

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.

Superhost
The living area features wooden walls and flooring, creating a rustic ambiance. A comfortable seating arrangement includes a sofa and chairs. A wooden table sits nearby. A staircase leads to the upper level. Wall-mounted decorations enhance the natural theme, including mounted animal displays.
Cabin in Almond
4.94 out of 5 average rating, 303 reviews

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.

Top guest favourite
A well-lit studio apartment features a spacious bed draped with a light quilt, accompanied by folded towels. A cozy seating area is present with a comfortable couch and a small coffee table. Natural light enters through large windows, enhancing the welcoming atmosphere.
Flat in Wellsboro
4.95 out of 5 average rating, 264 reviews

Cozy Studio 2 blocks from downtown Wellsboro

Recently Renovated!!! Brand new bathroom, fresh paint throughout, new couch that converts to a double bed, and we even have a new built in Bluetooth speaker in the bathroom! Don’t miss out on this hidden gem for a getaway! Studio apartment in historic Wellsboro district 2 blocks from Main Street. Walking distance to shopping and restaurants! Short drive to federal and state recreation parks and the scenic PA Grand Canyon and Cherry Springs!

Popular amenities for Middlebury Center holiday rentals