Holiday rentals in Bentleyville

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Top-rated holiday rentals in Bentleyville

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Guest favourite
The elevated house features a spacious porch, supported by sturdy posts, offering a view of the surrounding greenery. A large flowering shrub adds color to the landscape, while a small, neatly trimmed bush provides depth to the scene.
Home in Perryopolis
4.84 out of 5 average rating, 294 reviews

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.

Top guest favourite
Cottage in Bethel Park
5 out of 5 average rating, 129 reviews

"The Cottage on Summit"

The "Cottage on Summit" is charming & updated Historical 1932 Cape Cod, located in the beautiful Bethel Park community. Relax with the whole family in our peaceful, cozy yet spacious home, boasting privacy, comfort and safety, nestled within the Summit neighborhood . NOTE: A "request to book" will need additional information prior to "confirming by the host". Verified ID and at least ONE Positive review & No Negative reviews from previous stays are needed. House rules strictly enforced.

Guest favourite
Guest suite in West Mifflin
4.94 out of 5 average rating, 243 reviews

Hilltop Suite, Quiet Street

You will have your own entrance & onsite parking in the driveway. Your PRIVATE area does not join with my living area in any way; we likely will never meet. The suite includes your own bathroom with a deluxe shower, an in-suite mini kitchen with stove & fridge, a small dining table, a couch, & a comfy queen bed. You control the temperature with your own HVAC system with both heating & cooling. It’s approximately 15 mins to all main universities, the city center & all of the sports arenas.

Top guest favourite
A spacious deck is furnished with two red reclining chairs. The surrounding black metal railing offers unobstructed views of lush green trees and a scenic landscape. Natural light enhances the warmth of the wooden flooring, creating a relaxed outdoor setting.
Flat in Perryopolis
4.99 out of 5 average rating, 161 reviews

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.

Top guest favourite
A two-story house is set amidst greenery, featuring a brown exterior with a sloped roof and multiple decks. The building is positioned on a grassy area, complemented by gravel pathways and flowering plants in the foreground. A clear blue sky with scattered clouds is visible above.
Home in Weirton
4.98 out of 5 average rating, 103 reviews

The Retreat at Ralston

The Retreat at Ralston -- Nestled on a hillside down a private winding driveway, you'll find this peaceful country retreat. Located on 3.76 acres, the home offers an open floor plan with 2 bedrooms and 2 bathrooms. Double decks provide panoramic views. This home boasts high ceilings and skylights that allow natural light to reflect throughout each room. Features include a new hickory kitchen with quartz counter tops, updated bathrooms, and a bonus room downstairs featuring a pool table.

Top guest favourite
An inviting kitchen is presented with yellow walls adorned with polka dot curtains. A vintage refrigerator and gas stove are visible, along with a small table surrounded by retro chairs. Colorful kitchenware and memorabilia decorate the counters, creating a nostalgic atmosphere.
Home in Belle Vernon
4.98 out of 5 average rating, 131 reviews

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.

Top guest favourite
Cabin in South Park Township
4.99 out of 5 average rating, 103 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, 484 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
An outdoor seating area is furnished with multiple tables and chairs, shaded by a large umbrella. Surrounding the space are vibrant flower pots and a covered deck that extends from the home. The exterior features a blue facade and a modern metal roof.
Cabin in Farmington
4.99 out of 5 average rating, 225 reviews

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.

Guest favourite
The chalet is nestled among vibrant green trees, showcasing a welcoming exterior with a comfortable porch. Sunlight filters through the foliage, highlighting the natural surroundings and inviting atmosphere. A gravel walkway leads up to the entrance, framed by lush landscaping.
Chalet in Acme
4.93 out of 5 average rating, 324 reviews

Secluded Chalet near Ohiopyle and Seven Springs

Leave the bustle behind for the whispering oaks and calming embrace of our renovated Laurel Highlands chalet. Enjoy grilling on the deck, sitting around the fire ring, watching wildlife in the woods, or reconnecting with friends and family inside the cozy chalet. Shrouded by towering oak trees, the chalet is quiet and feels secluded. Yet, it’s only minutes away from Ohiopyle, Seven Springs, Fallingwater, and other popular attractions in the Laurel Highlands.

Guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 408 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Top guest favourite
A spacious living area features a large sectional couch facing a wall-mounted TV. The room is brightened by natural light coming through multiple windows. A modern kitchen is visible, equipped with stainless steel appliances. Decorative artwork adds character to the room.
Guest house in Mt. Lebanon
4.97 out of 5 average rating, 268 reviews

Cozy Mt Leb Carriage Hse | Kitchen | T to Stadium

Cozy 1 bedroom carriage house apt in Mt. Lebanon, fully-equipped kitchen, living room/dining room, separate bedroom and bathroom. Bedroom has a king size bed and couch is a large CB2 sectional. Keurig Coffee Maker with k cups. 1 car off street parking. Smart TV with Netflix and Amazon, also basic cable channels. Our guests love it! Please note there are 13 steps to the apartment - 8 concrete steps and 5 Wooden steps.

Popular amenities for Bentleyville holiday rentals