Holiday rentals in Bentleyville

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.

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

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!

Riverfront Sauna! Hot Tub! Luxury Romantic Retreat

River views from your cozy king bed or fireside couch, sitting in the hot tub with the sounds of the river just yards away, soaking tub with bath bombs, a chandelier and mood lighting, high end espresso machine and finishes, sound appealing?? Riverside Romance offers all this and MORE! Nestled in the dreamy pines by the river, this couples escape was designed for you and your partner to escape the world and reconnect in Luxury. Surprise your significant other with a getaway to remember!

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.

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 groceries ,coffee shop, bakery, and dining. *Contact host for 1 day stays. *Kennywood Park-11mi *Golden Triangle Bike Rental-15mi *PNC Park-17mi *Point State Park-20mi

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.

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table

“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

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.

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.