Holiday rentals in Bentleyville

Private Mt Lebanon Retreat Near Airport/Downtown

Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

Top to Bottom Remodel

Welcome to Waynesburg. Enjoy your stay in this top to bottom remodeled home set in a peaceful centrally located neighborhood. Furnished and decorated for your comfort, from the living rooms 3 recliner options, smart TV & high speed internet to the well stocked full kitchen and comfy beds. don't forget about the large covered porch with a grill and patio furniture and the master bedroom with private bathroom. This home also has washer and dryer area and a dedicated work space in same room.

3 bedrooms, 3 baths, game room, backs up to woods

Relax with the whole family at this peaceful place to stay. We have 3 bedrooms and 3 full baths plus a pull out couch on the lower level with a dedicated bathroom that can sleep two more people. We have a fully stocked kitchen. The two car garage has been turned into a game room with ping pong, air hockey, darts and basketball. There is also a Helix Lateral exercise machine. Outside there is a patio set, grill, a fire pit with seating and lots of wildlife, especially deer and turkey!

Spacious 3BR Retreat! Fire Pit & Free Parking!

Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

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.

The Scenic Lodge

The Scenic Lodge has 700sf of decking with breathtaking views.  The spacious great room is perfect for a quiet getaway or family reunion. The chef’s kitchen has a 48” Zline gas stove, double oven, cast iron cookware and anything you need.  There is a gas grill for your use. The downstairs gameroom has something to entertain all ages.  The base rate is for up to 6 people. There are additional fees calculated in the reservation for additional guests up to the max 13 guests.

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.

Southern Pines Lodge-Unique & Charming

Come enjoy a relaxing stay at this unique & cozy home for a getaway, retreat, family or business related trip. The listing is for 6 people but able to host up to 15 guests but there will be an additional $30 per person after the first 6 guests. You will find yourselves close to The Meadows Racetrack & Casino, Tanger Outlets and a 5 minute walk to all different types of eateries/restaurants. In addition, it's only 25 minute drive to downtown Pittsburgh.

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.

Sunset Serenade in the Country

Escape the city life for some time in the country. Watch the horses run and enjoy breath-taking sunsets off the decks. Play shuffleboard and enjoy a cozy fire in the great room. Bring your marshmallows for the fire pit. We are minutes from the Rails-to-Trails bike path, Southpointe Business Park, Meadows Casino & Horse Racing, Tanger Outlets, local wineries, golf courses and county parks. Thirty minutes to downtown Pittsburgh.

Jackson Hill Cabin

Jackson Hill Cabin is a uniquely decorated log cabin-style home with three bedrooms & two full bathrooms, two patios & a cozy covered porch, pool table & dart board. Close to many restaurants, parks and trails, and the Trolley to Pittsburgh two minutes away, it offers something for everyone. Whether you’re in the area to visit family or friends, or just need a peaceful getaway, Jackson Hill would love to host your stay!

The Charming Blue Peacock Guest House

Welcome to The Blue Peacock, a charming, century-old guest house blending vintage charm with modern comfort. Perfect for families, friend groups, or business travelers, this spacious 4-bedroom, 2-bath home offers a cozy yet elegant retreat in the heart of Monongahela. Ideally located just one block from Main Street and Chess Park, you'll enjoy easy access to local events, dining, and riverfront activities.