Vacation rentals in Chestnut Ridge

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Top-rated vacation rentals in Chestnut Ridge

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A spacious lodge is nestled among tall trees, with a brown wooden exterior contrasting the green landscape. The building features a front porch with steps leading up, surrounded by a grassy area, and a glimpse of outdoor seating in the background.
Cabin in Farmington
4.9 out of 5 average rating, 202 reviews

Large Lodge in the Laurel highlands

Large Lodge on 3 acres w/ beautiful Stream Running through the woods. This Lodge is perfect for a relaxing mountain vacation. Large enough for the whole family to spread out & have fun. Snuggle up by the fireplace, enjoy a game of pool, head outside, relax in the hot tub, or go fishing! This place has got something for everyone. It’s right off Rt. 40. Minutes from Nemacolin, Ohiopyle, Fort Necessity & plenty of restaurants nearby. 3beds 2 baths (2 queen 1 full) 1 sleeper sofa. Grill Rental $25

Top guest favourite
A charming two-story yellow house is displayed with a welcoming porch and landscaped yard. A cyclist rides along the street, showcasing the convenience of the nearby bike trail. A white picket fence provides a boundary, and colorful flowers enhance the outdoor setting.
Home in Connellsville
4.96 out of 5 average rating, 142 reviews

Trailblazer's Haven

Our cozy Airbnb, located on the bike trail between Pittsburgh and Washington DC, offers three comfortable bedrooms, a kitchen with all the amenities, and a comfortable living area. It's an ideal home base for exploring nearby attractions such as Ohiopyle, Seven Springs, and Fallingwater. In addition to its convenient location, our property provides a peaceful retreat from the hustle and bustle of everyday life. Please book your stay with us today and experience the natural beauty of the area!

Top guest favourite
The cabin's exterior showcases a welcoming entrance framed by wooden beams. A stone pathway leads to the door, surrounded by lush greenery and trees. The structure features large windows, offering views of the natural surroundings.
Cabin in Somerset
4.94 out of 5 average rating, 189 reviews

Pet-friendly Quiet Cabin in the Laurel Highlands

BRAND NEW BARREL SAUNA! Welcome to your cabin in the mountains of the Laurel Highlands, where there is something for everyone to do. The cabin is 5 min from Hidden Valley and Kooser Park. It's tucked in a quiet valley (wooded creek out back!) but has central access. Enjoy a family BBQ on the secluded rear deck with fenced in backyard. We're also dog friendly! Two bedrooms, kitchen, and a single floor layout, the cabin is just the right size for cozy relaxing or a home base for your adventures.

Guest favourite
The elevated house features a spacious porch, supported by sturdy posts, offering a view of the surrounding greenery. A large flowering shrub adds color to the landscape, while a small, neatly trimmed bush provides depth to the scene.
Home in Perryopolis
4.84 out of 5 average rating, 294 reviews

132 Wickhaven-Deer Path Lane Guesthouse

If you enjoy privacy and pretty scenery this is the place for you. Enjoy nature and the sounds of waterfalls from the elevated deck. This two bedroom house is all by itself with an updated kitchen. Just a short drive to Laurel Caverns, Falling Water and Ohiopyle. There is plenty of firewood on site for campfires. The long driveway is dirt and gravel and rough and you have to ford a small stream. You don’t need a 4 wheel drive but you do need a vehicle with clearance. Pickup or SUV recommended.

Top guest favourite
A private deck is shown, furnished with two red chairs, overlooking a tranquil landscape. The sky is filled with soft hues of orange and purple from a sunset, while trees are silhouetted against the colorful backdrop.
Apartment in Perryopolis
4.99 out of 5 average rating, 161 reviews

Relaxing River View Apt near MM103 of GAP trail

Enjoy a river view escape with direct access to the Greater Allegheny Passage (GAP) Bicycle Trail, and the Youghiogheny River in the quaint town of Perryopolis, PA, just 31 miles south of Pittsburgh. All new modern apartment. Bike 50 miles into, or from, Pittsburgh with stops along the way to shop and eat. Very close to both Winslow and Visnoski Wineries which often have outdoor music and concerts! Or spend the afternoon, relaxing on the deck. Restaurants and groceries available in town.

Top guest favourite
The mobile home is set in a grassy area, displaying a simple exterior with large windows. A wooden porch leads to the entrance, surrounded by spacious lawn and trees. The structure is designed to blend with the serene landscape.
Guesthouse in Connellsville
5 out of 5 average rating, 118 reviews

Peggy's Guest Hideaway

A very quiet and peaceful mobile home / guest house located in Connellsville Pennsylvania. We are close to many popular sites such as the Great Allegheny Passage bike trail and the Laurel Highlands. If you are looking for a place to unwind or just a place to get away for awhile and do not care for hotels or people drama at the end of the day then this place is a good fit. In the evenings the crickets are the loudest noise in the air and many mornings there is deer in the yard.

Top guest favourite
The log cabin features a classic two-story structure with wooden siding, surrounded by vibrant autumn foliage. Soft lighting illuminates the porch, creating a welcoming ambiance. A spacious deck with railings offers an inviting space for outdoor relaxation amidst the colorful landscape.
Cabin in Normalville
4.99 out of 5 average rating, 117 reviews

Large Rustic Log Cabin in the Laurel Highlands

This cozy log cabin is conveniently located near Seven Springs, Hidden Valley, Ohiopyle State Park & Fallingwater. The log cabin is situated on a quiet lane along Poplar Run. Features: 3 bedrooms, 2 bathrooms, spacious living room, large kitchen, deck, outdoor seating, fire pit, pond. Guest house available April - Oct for additional fee. Inquire if interested. It features a queen bed, kitchenette & 1 bathroom. We offer Netflix & WiFi | NO Cable Dogs allowed for a $75.00 fee

Top guest favourite
An outdoor seating area is furnished with multiple tables and chairs, shaded by a large umbrella. Surrounding the space are vibrant flower pots and a covered deck that extends from the home. The exterior features a blue facade and a modern metal roof.
Cabin in Farmington
4.99 out of 5 average rating, 225 reviews

Mountain Clay Hideaway Couple’s Retreat w/ Hot Tub

Take it easy at this unique and tranquil getaway. Adventure all day or simply relax, rejuvenate and reconnect with your special someone. Enjoy the hot tub under the mountain stars. Customize your stay with a variety of additions. Conveniently located near all of the best the area has to offer! 700 ft to Timber Rock, 6 mi to Ohiopyle, 8.8 mi Fallingwater, .2 mi Braddock’s, .3 mi Stone House Restaurant. Adults only and no animals please. This is a hypoallergenic home.

Top guest favourite
The Hobbit House features a unique multi-level design with a grassy roof and vibrant red doors. A pathway leads to the front, flanked by lush greenery and stone accents, while a decorative wheel is positioned near the entrance, adding to the charming exterior.
Cabin in Farmington
4.99 out of 5 average rating, 223 reviews

Ohiopyle Hobbit House

One of a kind Lord of The Rings themed Hobbit House. With hidden surprises around every turn. You won't be able to stop uncovering the small details that will add to your enjoyment of your stay. Almost everything in the house was custom made by the builder to add to the unique charm of the house. From the medieval doors with operable speak easy look throughs and the whiskey barrel cabinets, you don't want to miss putting this house on your travel bucket list.

Guest favourite
The living area features a comfortable couch and armchair set near a stone fireplace. Large windows allow natural light to fill the space, offering views of surrounding greenery. A dining table is positioned nearby beneath exposed beams and a ceiling fan.
Chalet in Acme
4.93 out of 5 average rating, 324 reviews

Secluded Chalet near Ohiopyle and Seven Springs

Leave the bustle behind for the whispering oaks and calming embrace of our renovated Laurel Highlands chalet. Enjoy grilling on the deck, sitting around the fire ring, watching wildlife in the woods, or reconnecting with friends and family inside the cozy chalet. Shrouded by towering oak trees, the chalet is quiet and feels secluded. Yet, it’s only minutes away from Ohiopyle, Seven Springs, Fallingwater, and other popular attractions in the Laurel Highlands.

Superhost
The exterior of the container home is surrounded by lush greenery, showcasing a front deck with wooden railings and cozy seating. Large windows provide natural light, creating a connection with the outdoor landscape. A pathway leads up to the welcoming entrance.
Shipping container in Acme
4.88 out of 5 average rating, 296 reviews

The Laurel Haven Container

Experience the soothing sounds of nature during your stay in the Laurel Haven Container. Designed for relaxation and reconnecting with the outdoors, this lakeside retreat offers a peaceful escape like no other. Firewood bundles are available on-site for a small fee, perfect for enjoying the fireplace or a lakeside fire pit. Nestled in the heart of Pennsylvania’s Laurel Highlands, it’s the only container home of its kind in the region!

Guest favourite
The charming cabin exterior is complemented by a well-maintained yard featuring a fire pit area with two wooden chairs. Soft string lights adorn the cabin, while a hot tub is positioned near the entrance, surrounded by greenery and seasonal flowers.
Tiny homes in Accident
4.96 out of 5 average rating, 361 reviews

Romantic Getaway In The Pines. Hot Tub! King Bed!

(Recently upgraded!) This cozy, romantic cabin is perfect for couples. Relax in the hot tub under the stars, cozy up by the fire, or watch the outdoor TV from the fire pit. Inside, enjoy a plush lounger, king bed, fireplace, and well-equipped kitchen. Just minutes from Deep Creek Lake, this retreat offers privacy, comfort, and romance. Perfect for anniversaries, honeymoons, or peaceful weekend getaways.

Popular amenities for Chestnut Ridge vacation rentals