Vacation rentals in Mount Oliver

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Top-rated vacation rentals in Mount Oliver

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Guest favorite
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 Pittsburgh
4.91 out of 5 average rating, 151 reviews

*y 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!

Top guest favorite
A cozy living room area is depicted, featuring a large couch and a black coffee table. A mounted 65-inch Smart TV is visible on the wall, while a shelf showcases decorative items and toys. Light wood flooring complements the neutral wall color.
Home in South Side Flats
4.96 out of 5 average rating, 83 reviews

Steel City of South Side Flats

This newly renovated gorgeous property with gated private parking is conveniently located in the middle of South Side. The house is everything you could want, allowing you easy access to the various neighborhoods and stadiums throughout the city, including Downtown, Oakland, PPG Arena, Acrisure Stadium, Pitt , Duquesne and more! You'll find the place cozy enough for a reset and recharge weekend, but also inspiring for gatherings and celebrations. One of the few places with gated private parking!

Guest favorite
Apartment in Downtown Pittsburgh
4.9 out of 5 average rating, 293 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 favorite
A spacious living area features a plush sectional couch positioned around a low coffee table. Light enters through a window dressed with blinds, highlighting the patterned area rug beneath. The wall is adorned with a large clock, adding a functional element to the room.
Apartment in South Side Flats
4.97 out of 5 average rating, 247 reviews

Lovely South Side spacious 1 Bedroom with parking

Centrally located, 2 blocks from historic Carson street in the heart of the South Side. Restaurants, bars, shopping, bus transportation just outside the front door. Convenient to all Pittsburgh sports venues/theater district. Apartment is fully equipped with all kitchen amenities, a spacious bedroom and bath. New tiled shower installed January ‘23. Work space provided. A/c provided in the summer. Small on site reserved parking space makes this a rare find! 4.8 guest rating required to book

Guest favorite
A cozy parlor is adorned with deep red walls and vintage decor. Two large velvet couches are positioned around a wooden coffee table. A vintage organ sits against one wall, complemented by a blue stained-glass light fixture overhead. Framed artwork and decorative elements enhance the unique atmosphere.
Apartment in Pittsburgh
4.94 out of 5 average rating, 109 reviews

The Weary Traveler

A haunting place for weary travelers that rests just above a curious little shop in the Allentown neighborhood of Pittsburgh. Established in 1903, the old bones of this building have a lot of magic hidden in them and the owners of The Weeping Glass have brought them back to life in this extension of their curiosity shop. Minutes from other off beat and unique businesses and a short ride to down town and the South Side. Please note that due to demand, our cancelation policy is extremely firm.

Top guest favorite
A modern living room features a comfortable leather sofa facing a wall-mounted TV above a brick fireplace. Natural light enters through two windows, illuminating a small table with two woven chairs nearby. Light hardwood flooring enhances the space's warmth.
Home in Mount Washington
5 out of 5 average rating, 94 reviews

Fully Renovated Classic Home!

Enjoy a stylish experience at this centrally-located, fully renovated house. Park easily in one of two spaces out front. Everything in this house is brand new and it’s fully stocked with what you’ll need for a stress-free stay. Just a short 10-minute Uber ride to the 2026 Draft, Acrisure Stadium, PNC Park, Convention Center, Zoo, and Carnegie Museums, Science Center and many more. Just a 20-minute ride to the Pittsburgh Intl Airport and a short stroll to 30+ restaurants, many with a city view!

Guest favorite
Home in Pittsburgh
5 out of 5 average rating, 10 reviews

The Pittsburgh Balcony House

The Pittsburgh Balcony House Welcome to The Pittsburgh Balcony House, a 3-bedroom, 3-bath home, in a quiet Pittsburgh neighborhood. Perfect for families, friends, or business travelers. Sleeps up to 6 guests comfortably. This modern home boasts a back balcony with stunning views of the entire Pittsburgh city, an ideal spot for your Steel City getaway. Just 2.8 miles from downtown and 1 mile from the always lively East Carson Street, you’ll enjoy both tranquility and easy access to Pittsburgh.

Guest favorite
Home in Pittsburgh
4.87 out of 5 average rating, 70 reviews

Convenient 1 BR close southside

Experience the best of Pittsburgh with this stylish and centrally-located home. Relax in the large bedroom with a king-size bed, enjoy the convenience of a full kitchen and soak up the plush entertainment of 2 large TVs. The Southside Flats are located .5 miles away and downtown just 2 miles away. Enjoy a hassle-free experience with no stairs within the property (There are steps to enter the house) Chore free checkout! *This is a lower unit in a duplex. The drive does involve steep hills!

Top guest favorite
A modern studio features a spacious layout with large windows showcasing views of the Pittsburgh skyline. The room includes a comfortable king size bed with plush blankets, a sleek kitchen area, and a cozy seating space with a green couch. Thoughtful design accents are evident throughout.
Apartment in Mount Washington
4.98 out of 5 average rating, 113 reviews

Grandview Studio | Skyline Views | Private Parking

Our newly renovated studio features amazing views of the Pittsburgh skyline right from your king size bed! Featuring ~400sq ft of living space right on Grandview Ave, you can't beat this location. Just a block to Shiloh St., park for free in our off-street spot, and don't move your car the whole stay! Every nook was thoughtfully remodeled, from the electric fireplace to the spacious kitchen. Our bathroom also features a rain shower & custom copper sink, great for getting ready!

Guest favorite
Home in Pittsburgh
5 out of 5 average rating, 14 reviews

Funky family home: ping pong, workspace & comfort

Settle into this comfy, welcoming family home in a peaceful neighborhood. Relax in the living room, cook in the fully-loaded kitchen, and get stuff done in the work nook. Get a great night's sleep, then head down to the games room for ping pong, moon chairs & board games — fun for the whole crew. You've also got in-unit laundry, a walk-in shower, comfy beds & private parking. Just 5 mins to bars & restaurants and 15 to the stadiums. Come stay, play & make yourself at home!

Superhost
A spacious open floor plan showcases a family room with a comfortable L-shaped couch and a coffee table. Large windows allow natural light to fill the space, while modern bar stools are positioned at a counter-height table in the kitchen area.
Home in Pittsburgh
4.88 out of 5 average rating, 82 reviews

Stylish South Side Retreat - Free Parking - 2 Bath

Enjoy a comfortable stay in Pittsburgh's historic South Side Slopes. This refreshed one-bedroom apartment offers free off-street parking, high-speed Verizon Fios WiFi, two full bathrooms, and easy access to Downtown, the South Side nightlife, universities, hospitals, and stadiums. Whether you're visiting for work, a Steelers game, a concert, or a weekend getaway, you'll be just minutes from everything Pittsburgh has to offer while enjoying a quiet neighborhood setting.

Top guest favorite
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.

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