Vacation rentals in Chestnut Ridge

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 peaceful woods, fields, and pastures - the perfect setting for a serene and private getaway. Inside, you'll find an open living space with a king bed, mini-kitchen, smart TV, bathroom, and climate control. Pets allowed

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.

Ohiopyle Luxury Treehouse

Come unwind in our one-of-a-kind Treehouse getaway just minutes from Frank Lloyd Wright’s Fallingwater and Ohiopyle! Located more than 1/4 Mile off the county road, you will only hear the birds chirping as you sit on the covered patios taking in the beauty of the surrounding hardwoods and ferns. Enjoy a morning hike on our mile long private hiking trail that will take you across a clear mountain stream, into the canopies of the mountain laurels and through a rock boulder field. Sorry NO PETS.

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.

Nature Retreat > 20 min WVU Med | Pittsburgh- 1 hr

Escape to your own private 2+ acre secluded nature retreat just: 1 hour from Downtown Pittsburgh and UPMC hospitals, 20 minutes from WVU Medicine Uniontown, 46 minutes from WVU J. W. Ruby Memorial hospital, 17 min from Engle's Marina, 46 minutes from Youghiogheny Lake, 43 minutes from Ohiopyle State Park. Perfect peaceful getaway for traveling nurses, remote workers, hunters, boaters, or a romantic weekend away. Gather around the fire pit, and enjoy blazing-fast Wi-Fi internet.

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.

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!

Brickyard Hill Farmhouse

This 1860 Farmhouse is situated on 72 Acres and is located between Downtown Pittsburgh and the Laurel Mountains. Surrounded by some of the finest Bicycle Trails, Ski Resorts, Whitewater Rafting and Several Wineries. A Large Covered Deck offers peaceful viewing of Wildlife in a Country setting. Storage space for your Bicycles, Kayaks and Skis. A true Country Living experience close to activities. A great get away for Families, Guest and Couples. Near several Wedding venues.

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.

Rustic Luxe Cabin (4x4 Required)

Situated on 10 acres and surrounded by a 600-acre nature conservancy, Rustic Lux is a new construction that fuses the charming details of a rustic cabin with high-end modern luxury. Guests can enjoy complete privacy with quick access to all the wonders of Deep Creek Lake! Rustic Lux is only 4 miles from the lake and Wisp Ski Resort. The road back to the cabin is a little rough but is pretty flat and in no way dangerous. We recommend 4 wheel drive vehicles.

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!

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.