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

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!

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.

Maple Summit Retreat

For Nov - Mar we recommend guests inquire before booking about weather and driveway condition (4WD or AWD are often recommended). Private getaway in the mountains of Southwestern PA. 5 minutes from Ohiopyle and Fallingwater. Small home with a spacious deck and large open doors that make the indoor and outdoor space a single living area. Located in the heart of the Laurel Highlands. Note: Some "expected" amenities are not present. Please read the entire description before booking.

Vintage Vogue Suite, Patio *Fire Pit* Grill +WI-FI

Stay in our elegant Vintage-Modern Home Only 20min from Fallingwater. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dining and fully stocked Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Washer/dryer ✔Free breakfast Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

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.

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.

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.

Nice and Cozy Rental

Great cottage nestled in the mountains on 63 wooded acres with barn, spring house and main house. Cottage has fireplace with first ring of logs provided. Two Smart TVs , VCR and DVD player with tapes and DVDs provided. Large deck and patio furniture off the living room with private woodland views and a babbling brook. Outdoor fire pit also provided. Close to Fallingwater, Ohiopyle and Seven Springs. Pet friendly (up to 2) and beautiful hiking trails in our woods.

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.

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.

Charming Farmhouse Apartment with Gorgeous View

Festive, peaceful farmhouse suite decorated for Christmas--with a beautiful view to boot! This season, the farmhouse suite is trimmed for Christmas with warm lights, festive décor, and cozy touches that make it feel like home. Clean, comfy, and private, it includes a bright living room, well-equipped kitchenette, restful bedroom, and sparkling large bath. With thoughtful touches and no checkout chores, we aim to make your visit effortless and enjoyable.