Vacation rentals in Chestnut Ridge

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chestnut Ridge

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

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Superhost
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
4.93 out of 5 average rating, 159 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!

Superhost
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, 126 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 No pets on furniture

Top guest favourite
The spacious lodge is set amidst lush greenery, featuring large windows that reflect warm light. A covered patio with seating can be seen in the foreground, surrounded by trees on a gently sloping lawn.
Cabin in Farmington
4.9 out of 5 average rating, 208 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

Superhost
Home in Grindstone
5.0 out of 5 average rating, 6 reviews

The Coal Patch Cottage

Enjoy your stay in the rolling foothills of Western Pennsylvania with this full house rental. This 1920 duplex has been completely renovated as a single family home. It is located in the historic Rowe’s Run Coal Mine Patch where the original company store still stands. There is no shortage of fun, located within an hour of Pittsburgh, Seven Springs Ski Resort, Nemacolin Resort and Casino, Frank Lloyd Wright’s Falling Water, Ohiopyle State Park, Fort Necessity National Park and Morgantown, WV.

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, 302 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, 171 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.

Superhost
A bright living area features a mix of textured seating with a red and yellow sofa, accompanied by a coffee table. High ceilings accentuate the space, with a brick column and skylights above. A television sits adjacent to a kitchen area with wooden cabinets and bar seating.
Cottage in Dunbar borough
4.91 out of 5 average rating, 201 reviews

Mid century modern getaway cottage near Ohiopyle

Welcome to Humming Bird Haven, tucked away in the Laurel Highlands just minutes from Ohiopyle. Enjoy this getaway property that has an updated kitchen with a beautiful live edge dining table. Use this cottage as a base to enjoy the many activities the area has to offer or just relax on the large open porch. A small creek runs through the property with a fire pit area and a large hammock to bird watch in. We are nestled in between a small farm and an old junk yard filled with rusty cars.

Top guest favourite
The kitchen features a retro design with vibrant yellow walls and patterned curtains. A vintage refrigerator is positioned beside a compact dining table surrounded by four yellow chairs. A gas stove and a window bring natural light into the space, showcasing a lively, nostalgic atmosphere.
Home in Belle Vernon
4.98 out of 5 average rating, 134 reviews

Relax & Revisit Yesterday with a Retro Staycation!

Relax during your stay in a home where the 1950s, 60s & 70s come alive. This restored former family home is filled with authentic treasures that bring you back to the decades of America's past. Enjoy the Nifty 50s Kitchen, an art deco 1940s Dining Room, a living room in 'mod' 1960s decor, retro 70s bedrooms, full basement with a custom 1950s Knotty Pine bar, a record player, along with vintage Pinball machines. Experience a step back in time as you remember fondly your Good Ol' Days.

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
5.0 out of 5 average rating, 136 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.

Guest favourite
The exterior of a unique, round house is shown, featuring a wide driveway bordered by a circular brick wall. A staircase leads to a balcony on the upper floor. The background includes open fields and trees under a partly cloudy blue sky.
Home in Uniontown
4.94 out of 5 average rating, 18 reviews

Welcome to The Cowboy Castle!

Welcome to THE COWBOY CASTLE! A spacious, unique home with skylights, a peaceful waterfall, and farm views - livestock right in the backyard! 3 bedrooms, 3.5 bathrooms, sleeps 12. LOCATION! Only 1.5 miles from Uniontown’s major shopping & dining. 16 miles to Ohiopyle State Park, Falling Water, Fort Necessity, & Lady Luck Casino. 3 miles from The Grayson House Wedding Venue, 20 miles from WVU & Cheat Lake - ideal for graduation, games, college events, lake activities & eateries!

Superhost
The exterior of a two-story house features a sloped red roof and white siding with red shutters. A spacious porch with multiple seating areas invites relaxation, framed by well-maintained greenery including tall trees. A clear sky enhances the inviting appearance of the home.
Home in Connellsville
4.93 out of 5 average rating, 236 reviews

The River House a Waterfront paradise on the trail

Welcome to Riverside! Located directly on the Youghigheny River in Connellsville PA. We are a block from the Great Allegheny Passage Bike Trail. Newly Renovated 6 Bedroom House with all the amenities. Cast your line into the river from the back yard. Drop a kayak in from the private beach area. Bike to Ohiopyle. Hike the scenic trails of the GAP. Or just enjoy a game of billiards or cornhole. In the evening relax in the hot tub or sit around the firepit with the family.

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, 237 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.

Popular amenities for Chestnut Ridge vacation rentals