Holiday rentals in Bentleyville

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Top-rated holiday rentals in Bentleyville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Downtown Pittsburgh
4.9 out of 5 average rating, 295 reviews

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!

Top guest favourite
Cabin in Swanton
4.99 out of 5 average rating, 138 reviews

Honeymoon Spa Experience! Pond! Sauna! Hot Tub!

High End, Romantic Escape with Private Pond nestled in the pines, located 1 mile from Deep Creek Lake State Park, Custom Sauna, Hot Tub, Outdoor TV, Cozy Rocking Chairs, Propane Fire Pit, Soaking Tub, Robes, Plush King Bed, Espresso Machine, Margaretaville Margarita Machine, Firepit by the pond, Sound Appealing? Then this is the place for you! Re-connect with your signifiant other in a spa like, mountain setting. We provide all the essentials and much more! Just 15 minutes from Wisp Resort.

Top guest favourite
Townhouse in Mt. Lebanon
4.99 out of 5 average rating, 183 reviews

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 guest favourite
A wooden deck extends along the side of the lodge, featuring warm lighting that illuminates the surface. A well-maintained grassy area is visible beyond the railing, and a calm sunset paints the sky with soft hues. Trees offer a natural backdrop.
Cabin in Scenery Hill
4.98 out of 5 average rating, 91 reviews

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.

Top guest favourite
A single-story cottage is surrounded by greenery, showcasing a front porch with hanging plants. A gravel driveway leads to the side of the house. Natural light enhances the welcoming appearance of the exterior, blending harmoniously with the surrounding landscape.
Cottage in Boston
5.0 out of 5 average rating, 46 reviews

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. *Kennywood-11mi *Golden Triangle Bike Rental-15mi *PNC Park-17mi *Point State Park-20mi *West Newton-11mi (14 trail mi)

Top guest favourite
Home in Ruffs Dale
4.99 out of 5 average rating, 79 reviews

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.

Top guest favourite
An inviting living space features a brown leather sofa and a window adorned with dark curtains. Natural wood paneling enhances the cozy atmosphere, while a small Christmas tree adds a festive touch. The open layout connects to a dining area with wooden chairs and table.
Cabin in South Park Township
4.99 out of 5 average rating, 108 reviews

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.

Top guest favourite
An outdoor area features an oversized hot tub, complemented by a gas grill and two lounge chairs. The cabin's rustic log exterior is visible in the background, with trees providing a natural setting. A mix of cloudy skies and sunlight adds to the ambiance.
Cabin in Toronto
4.98 out of 5 average rating, 504 reviews

“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.

Top guest favourite
The exterior of a two-story house features light yellow siding and dark red shutters. A front staircase leads to a covered entryway, and a garage is visible on the left. Lush green grass surrounds the home, accompanied by colorful shrubs and trees in the background.
Home in White Oak
5.0 out of 5 average rating, 34 reviews

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.

Guest favourite
A spacious sleeping area features a cozy bed with soft, neutral bedding and decorative pillows. Large windows offer a view of lush greenery, inviting natural light and the sights of the surrounding forest.
Tiny home in Donegal Township
4.87 out of 5 average rating, 129 reviews

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.

Guest favourite
A welcoming front porch features two rocking chairs adorned with colorful cushions, complemented by a small side table with a lamp. A bright red door serves as the entrance, while a 'WELCOME' mat lies at the threshold. Lush greenery lines the porch, enhancing the inviting atmosphere.
Home in Monongahela
4.96 out of 5 average rating, 96 reviews

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.

Guest favourite
A well-appointed bedroom features a spacious bed with white linens, complemented by a wooden chest of drawers. A microwave and a mini-fridge are provided along with two chairs and a small table. Large windows offer serene views of the river.
Flat in Coal Center
4.88 out of 5 average rating, 26 reviews

Riverview Suites

Discover the serene charm of our private riverfront rooms, thoughtfully nestled near the picturesque Pennwest University. Our “One Bedroom Luxe Suite” offers a unique blend of comfort and convenience. Private off street parking and gated privacy for your relaxation. Embrace nature as you gaze upon the mesmerizing river views from our expansive connecting deck and inviting gazebo.

Popular amenities for Bentleyville holiday rentals