Holiday 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

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

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.

Private 1 bedroom cabin on 14 acres

Beautiful cabin in the Laurel Highlands minutes away from 3 ski resorts and many miles of trails through state forest land. Tons of local trout fishing streams. Spectacular mountain view from picture windows on either side of wood burning fireplace and from outside firepit. Cabin is situated on 14 partially wooded, partially open acres. Views of woods, mountains, and wildlife from all windows. Short drive to a number of tourist attractions, including Idlewild, OhioPyle, and Ft. Ligonier

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.

Diamond View PA: A-Frame~Hot Tub~Sauna~City View

Discover adventure in the Laurel Highlands at this unique 3BR, 3BA, plus a bonus loft, A-frame, just steps from Ligonier’s town center. Perched in a scenic, elevated location, the home offers panoramic views of the iconic Diamond and the stunning natural landscape. Relax and unwind in the luxurious hot tub or barrel sauna while taking in the breathtaking surroundings. Whether you're seeking outdoor exploration or cozy relaxation, this charming retreat offers the perfect getaway for all!

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.

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!

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.

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.

Honeymoon Lodge. Sauna! Hot Tub! 75”TV! King Bed!

Escape to Honeymoon Lodge, a secluded romantic log cabin in the woods near Bruceton Mills, WV. Perfect for couples, it features a private hot tub, sauna, cozy king bed, 75” TV, and a full kitchen with a high-end espresso machine. Relax on the fireplace loungers or unwind under the stars. Just 25 min to Deep Creek Lake and 30 min to Morgantown—close (ish) to everything yet peacefully private. Ideal for honeymoons, anniversaries, or quiet getaways.

The Half Glass

Half Glass blends modern design with rustic charm, featuring 75% glass walls that invite nature in from every angle. Clean lines, warm wood accents, and a cozy fireplace create a refined yet grounded space. Firewood bundles are available on-site for a small fee. Perfect for couples seeking a peaceful mountain escape, the home offers fresh well water softened for a clean, refreshing touch while providing all the comforts of a serene getaway.