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
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

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, 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

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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
A dog rests on the wooden porch of a rustic cottage, with rocking chairs positioned nearby. The cottage features a welcoming entrance, framed by dark wood columns, connecting indoor comfort with outdoor relaxation in a serene setting.
Cabin in Uniontown
4.93 out of 5 average rating, 15 reviews

Uniontown Cottage with breakfast & on-site winery

Welcome to your home away from home at Deer Creek Winery! Nestled in the heart of Pennsylvania wine country, our cottage on the Watson Estate offers a unique bed and breakfast experience with FREE wine tasting! This rustic cottage with front porches and rocking chairs overlooks fields, and pastures - the perfect setting for a serene getaway. Inside, you'll find an open living space with a king bed, mini-kitchen, smart TV, bathroom, and climate control. Pets allowed, cleaning fee of $50/night.

Top guest favourite
The treehouse is elevated among bare branches, featuring a large deck with seating. Warm lighting highlights the wooden exterior, and expansive windows provide views of the surrounding forest. Steps lead down to the ground, enhancing accessibility to the natural setting.
Treehouse in McHenry
4.99 out of 5 average rating, 217 reviews

Bird's Eye View

Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

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, 170 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.

Guest favourite
An open interior space showcases rich wooden walls and a vaulted ceiling with warm lighting. A dining table, set for meals, is positioned near a window. The kitchen area is visible, equipped with modern appliances, and the entrance features a rustic wooden door.
Cottage in Mount Pleasant
4.99 out of 5 average rating, 282 reviews

Sunbeams Cottage

Small home is completely remodeled using traditional woodwork craftsmanship for a warm feel. Full appliances and amenities are supplied in the cottage. Evening and breakfast snacks included. Tasty public tap water for drinking and cooking. Private lane leads to the home with a spacious covered porch overlooking hillside and field. Ideal location at foothills of Laurel Highlands and outskirts of Pittsburgh. Town of Mt. Pleasant is just minutes away providing restaurants and shopping.

Guest favourite
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.

Guest favourite
Treehouse in McHenry
4.95 out of 5 average rating, 149 reviews

Treehouse in Deep Creek Lake

Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65” TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

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.

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, 238 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.

Popular amenities for Chestnut Ridge vacation rentals