Holiday rentals in Bentleyville

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Top-rated holiday rentals in Bentleyville

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Guest favourite
A nighttime view of Pittsburgh showcases a vibrant cityscape, with twinkling lights illuminating the skyline. The sloped foreground provides a natural boundary, creating a contrast against the urban setting. The scene captures the essence of life in a historically rich neighborhood.
Home in South Side Slopes
4.9 out of 5 average rating, 135 reviews

*z 2231 1BR Southside *Sloped* Home Close to Pgh

Quirky South Side Slopes home convenient to Pittsburgh and all local attractions. This property is located in one of Pittsburgh's original industrial neighborhoods which is remaking itself into a fun vibrant community. With fun views from high above the city this neighborhood was home to many Pittsburghers who worked in the steel mills that helped build our great nation. Come get a feel for the way Pittsburghers used to live and enjoy everything Pittsburgh has to offer today, yinzer approved!

Guest favourite
A cozy living area is highlighted by a sleek beige leather sofa, accompanied by decorative pillows. A glass coffee table sits on an ornate area rug, while natural light illuminates the space. The staircase and a softly lit hallway can be seen in the background.
Home in Duquesne
4.92 out of 5 average rating, 269 reviews

Entire home near Kennywood without extra fees.

Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

Top guest favourite
A private deck is shown, furnished with two red chairs, overlooking a tranquil landscape. The sky is filled with soft hues of orange and purple from a sunset, while trees are silhouetted against the colorful backdrop.
Flat in Perryopolis
4.99 out of 5 average rating, 151 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 spacious living area features a comfortable sectional sofa and a pair of armchairs, accented by soft seating cushions. Large windows are adorned with sheer curtains, allowing natural light to brighten the room. A decorative area rug lies on the hardwood floor, and small tables complete the arrangement.
Home in Pittsburgh
5 out of 5 average rating, 125 reviews

Seneca Place: A historic home in Mount Lebanon.

Seneca Place is a historic home. Our guests have the best of both worlds: a private full residence with attentive and available hosts (right next door). Please note that we charge by guest for requests over two, so please enter the correct number of guests to fully understand your costs. This neighborhood is very quiet with little to no traffic and the hosts are ten feet away. There is a covered side patio with an outdoor sofa as well as a connecting back patio with a fire pit.

Top guest favourite
The image showcases a three-story home with a light grey exterior and blue accents, featuring a prominent gabled roof. A wooden deck with a railing extends in front, providing an inviting entryway. The neighborhood architecture is visible in the background.
Flat in Pittsburgh
4.98 out of 5 average rating, 168 reviews

Cute Apt Minutes from Downtown and Stadiums!

🏡 Welcome to this charming home just minutes from downtown Pittsburgh & the stadiums! Perfect for couples, friends, or solo travelers. Enjoy a spacious fenced backyard, comfy living areas, and easy access to city highlights. No parties, but great vibes always. 🛋️ Inside, you’ll find a charming, thoughtfully decorated home that’s as functional as it is cute. 🌿 Out back, you’ll love the spacious fenced-in yard — perfect for sipping coffee, or unwinding after a day in the city.

Guest favourite
A cozy seating area is featured, with a dark gray sofa adorned with striped pillows. A small coffee table sits in front, and a bright workspace is visible nearby, complete with a desk and chair. Natural light pours through large windows covered with sheer curtains.
Flat in Friendship
4.89 out of 5 average rating, 241 reviews

PRIVATE FULL STUDIO (G2)

This Studio is for anyone needing a neat, clean, cool place to stay with a queen bed, a sleeper sofa (almost queen size), a full kitchen and a full bathroom (shower only) with a private entrance on the 2 nd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10)

Top guest favourite
The living room features a comfortable gray sofa and matching armchair, complemented by a wooden coffee table centered on a decorative area rug. Natural light filters through large windows, and table lamps provide additional illumination. Two decorative cushions add a subtle touch to the seating.
Home in Irwin
4.97 out of 5 average rating, 189 reviews

Our cozy contemporary home near PA turnpike

Enjoy this peaceful, private residence conveniently located <5 miles from PA turnpike exit 67 with quick access to many restaurants and retail establishments. This is a nicely appointed and recently renovated ranch home in a residential neighborhood with a peaceful outdoor space. There is an open concept living room, dining area and new modern kitchen with stainless steel appliances. The bedrooms have comfortable beds with down comforters .

Top guest favourite
A cozy living room features a green sofa and a round dining table with two chairs. A patterned area rug lies beneath, adding warmth to the space. Natural light is invited through the front door, adorned with a colorful window design.
Flat in Beechview
4.94 out of 5 average rating, 222 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

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 Pittsburgh
4.97 out of 5 average rating, 259 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.

Top guest favourite
A cozy seating area is featured with a gray two-person sofa adorned with patterned cushions. A dark coffee table sits in front of the sofa, which is placed on a decorative area rug. Soft light is emitted from a nearby lamp, illuminating the space.
Flat in Monongahela
4.97 out of 5 average rating, 73 reviews

Charming Loft in Historic Town

This is a newly renovated loft apartment above the garage in a quiet older established neighborhood with treelined streets and beautiful well kept historic homes in Monongahela, PA. Close access to Routes 43, 70, 51 and interstate 79. This rental provides access to the greater Pittsburgh area and the larger cities of Uniontown, Greensburg and Washington areas. All of these areas are within 25 miles of the property.

Superhost
An open living area features hardwood floors and a modern design. A gray sofa is positioned next to a glass coffee table, with a colorful rug underneath. A fireplace with a white mantel is present, along with a dining table surrounded by white chairs. Natural light enters through a large window.
Flat in Manchester
4.81 out of 5 average rating, 123 reviews

Beautiful historic, renovated unit!

Located in the historical neighborhood of Manchester, the home was built in 1880 and this apartment has been completed renovated, with hardwood floors, stainless steel appliances, a restored clawfoot tub, and custom vanity. Close enough to walk to Acrisure Stadium, PNC Park, Rivers Casino, The Carnegie Science Center, and other local attractions.

Top guest favourite
A modern kitchen features sleek white cabinetry and a granite island with a decorative bowl of white objects. Stainless steel appliances, including a microwave and stovetop, complement the design. Natural light floods the space through a window with a view of the neighborhood.
Home in Washington
4.95 out of 5 average rating, 142 reviews

Updated and Stylish Victorian near W&J

Enjoy your stay at this charming Victorian home located only 3 Blocks from Washington and Jefferson College and minutes from downtown, shopping and restaurants. Drive just a few minutes further and you can get to Tanger Outlets, The Wild Things Stadium, Washington Hospital, Sarris Candy Fanctory, and The Meadows Casino.

Popular amenities for Bentleyville holiday rentals