Holiday rentals in Charleroi

5 Stars! - Clean, Cozy, and Convenient to PGH

Ask about extended stay discounts - Welcome to Trailside Escape located in a little town known as Greenock, PA near the GAP (Greater Allegheny Passage) Trail! Ideal for those traveling along the trail, visiting family in the area, or an extended stay. This fully renovated unit is a quick drive to Downtown Pittsburgh (40 minutes), less than an hour from Pittsburgh International Airport, & within 1.5 hours of outdoor fun such as 7Springs Resort, Laurel Highlands, Ohio Pyle, Deep Creek MD, & more.

The Dave Cave

This unique 2 bedroom unit is an ideal place for cigar smokers and music lovers. The spacious apartment is decorated with a rock n' roll theme reflecting it's reputation as a popular live music venue (shows once every 2 weeks in the summer months). To access the 2nd bedroom you must go thru the master bedroom, so it's more of a bonus room for groups comfortable sharing spaces. Its located above the famous Leaning House Fine Cigars, established in 2006. We require a profile picture of your face.

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.

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.

Family Farm Retreat Near Pittsburgh– Highland Cows

Peaceful farm stay near Pittsburgh in a newly updated 3BR, 3BA home overlooking a scenic Highland cow farm. Enjoy an open yet private setting just minutes from dining and attractions. Sleeps 8 with bright, modern spaces. Relax on the back deck with farm views, explore nearby trails, and unwind by the fire pit. Guests may have the chance to meet and feed the Highland cows across the road—a memorable experience for all ages. Near Pgh, The Meadows Casino, Peter’s Lake, and the Montour Trail.

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.

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.

GAP Trail | Bike, Hike, Explore | Near Pittsburgh

All season cottage just a short walk with direct access to the Boston Trailhead on the Great Allegheny Passage. At Less than 20 miles (~40 min.) southeast of downtown Pittsburgh, it's an ideal home base for GAP Trail adventurers and regional travelers seeking a peaceful off the beaten path stay. A Short drive to grocery stores, coffee shop, bakery, and dining. *Contact host for 1 day stays. *UPMC McKeesport-4 mi *Kennywood Park-11 mi *PNC Park- 17 mi *Point State Park-20 mi

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.

The Lily Pad Cabin

Cozy cabin offers open floor plan with covered porch overlooking small pond on our property. Uniquely decorated. Views of woods & fields, but close to numerous restaurants, parks & walking trails, & TRAX Farms. The Trolley to Pittsburgh is two minutes away. Should you need single night accommodation, please message me for consideration. Also consider “Mojo’s Loft”, our pet-friendly rental or Jackson Hill Cabin, our full log home with three bedrooms & a pool table.

The Lee Reynolds House

Step into a one-of-a-kind escape filled with character, charm, and inspiration. This home features more than 20 pieces of Lee Reynolds artwork, creating a gallery-like atmosphere while maintaining a cozy feel. The spacious back patio offers a peaceful view of abundant wildlife. And the dedicated workstation with high-speed Wi-Fi is ideal for remote work or a creative project. Whether you're here to relax, create, or explore, you'll find everything you need.

The Inn On Eighth

A freshly renovated Victorian home with a mix of vintage, modern and cozy decor located in the historic city of Monongahela, Pennsylvania. Nestle into our quaint & comfortable 3 bedroom home and explore the beauty of the city + all the wonderful things Southwest PA has to offer. Perfect for your next weekend away or extended stay, for family and friends visiting the area, business trips, weddings, reunions, girls trips and much much more.