House vacation rentals in Shadyside, Pittsburgh

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Top-rated house rentals in Shadyside, Pittsburgh

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

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Guest favorite

Home in Pittsburgh

4.93 out of 5 average rating, 286 reviews

Cozy studio apartment, private entrance, city view

This cozy, private basement apartment is located on the tippy top of Pittsburgh's North Side neighborhood. Hello incredible view! By car, you'll be minutes from downtown, our universities, stadiums, restaurants, concert venues, museums and more! Enjoy free on-site parking, private entrance, porch, full bath, closet, working area, kitchenette + 🐶 friendly with yard! 2 sweet cats & a very cool kid live here. The cats are not allowed in the room but you may find them lounging on the back porch.

Guest favorite

Home in Bloomfield

4.96 out of 5 average rating, 178 reviews

Spacious Luxury 6 BR Art Deco Home In The City

Location & Luxury! This meticulously renovated, spacious six bedroom home is nestled between Shadyside, North Oakland & Bloomfield! Coffee lovers will enjoy our curated coffee bar selections. Travel light, we provide linens, toiletries & a fully equipped chef's kitchen. Our space is great for families touring universities in Oakland, groups coming for concerts & events or travelers looking to stay close to everything! -short walk to local bars, cafes & dining -12 min drive to Acrisure/PNC Park

Guest favorite

Home in Bloomfield

4.98 out of 5 average rating, 192 reviews

PBR - Pittsburgh Bloomfield Rowhouse

A fully renovated, charming, and comfortable home in the heart of Pittsburgh's Little Italy. Location is just steps away from great dining, shopping, and entertainment. Historic Bloomfield is centrally located in the city and only minutes from local universities, hospitals, and stadiums. This pet friendly 3 bedroom house is perfect for families, friends, and business travelers. Whether you are visiting for work or leisure, this house will make your stay even more delightful. We welcome all!

Guest favorite

Home in North Oakland

4.97 out of 5 average rating, 178 reviews

Spacious House Near Downtown+Universities

The whole group will enjoy easy access to everything Pittsburgh has to offer from this centrally located place. 5 minute drive to Oakland (museums, Heinz Chapel, Pitt, Carnegie Mellon) 10 minute drive to the North Shore (PNC park, Heinz Field, Rivers Casino, Science Center). 10 minute drive to any downtown location, including Point State Park, PPG Paints Arena, Strip District, and the convention center. Come explore the Burgh's diverse neighborhoods while staying in a clean, modern home.

Guest favorite

Home in Squirrel Hill South

4.93 out of 5 average rating, 299 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Guest favorite

Home in Pittsburgh

4.98 out of 5 average rating, 166 reviews

Perfect Location in Lawrenceville: Top 10 airbnb

Named Top Ten Trendiest AirBnB's in Pgh Dec. 2021 by Living Pittsburgh! Beautifully renovated three story brick row house built in 1890 - perfect location a few hundred feet from Butler Street in Lawrenceville. Gorgeous street - very safe area. 2 miles from downtown Pgh. Street parking. Entry keypad. Private outdoor area with seating. French bakery, tons of restaurants & shops right out the front door. You couldn't find a better location in L-ville - our favorite neighborhood in PGH!

Guest favorite

Home in Pittsburgh

4.91 out of 5 average rating, 114 reviews

Block from Butler St. Exposed Brick Beauty!

Only a block to Butler St., one of the most walkable areas of Pittsburgh! This to-the studs renovated property went live in early 2022, sitting on a quiet alley in Lawrenceville. Featuring a well appointed kitchen, beautiful bathroom, spacious living areas, and exposed brick everywhere, this is a place you want to call home for a few days to a few months! Curl into the couch and watch Netflix, or if duty calls, work from home at the desk with high speed 300mbps internet. Book today!

Guest favorite

Home in Shadyside

4.87 out of 5 average rating, 118 reviews

3 BR home~Steps from Walnut Street~Free parking

Beautiful 3Bed / 2 Bath home in the heart of Shadyside! This home is located STEPS away from popular Walnut Street, which has plenty of fun restaurants, shops and more! 💫Four memory foam beds (2 king/ 2 queen) 💫Twin-sized rollaway bed 💫Pack N' Play crib 💫Two full bathrooms 💫Free Off street parking 💫Private front and back patio 💫Two in-unit washer/ dryers 💫Desk in bedroom 💫Pet Friendly 💫Luxurious waterfall shower heads 💫Fully stocked & equipped kitchen 💫TCL Roku Smart TVs

Superhost

Home in Pittsburgh

4.96 out of 5 average rating, 114 reviews

Pet Friendly + Great Location + Steps to AGH

Welcoming style meets modern conveniences in this great apartment on the North Side. You're close to stadiums and the bars, restaurants, and breweries of the North Shore, with way more amenities than a hotel. Create a meal in the well appointed kitchen, relax and watch a movie on the smart HDTVs, make a drink with the cocktail setup, or get your road warrior on at the desk, complete with ergo office chair and 400mpbs internet. Free street parking is included with your stay as well!

Guest favorite

Home in Bloomfield

4.92 out of 5 average rating, 189 reviews

Urban serenity, privacy in charming carriage house

Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.

Guest favorite

Home in South Side Flats

4.91 out of 5 average rating, 379 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Guest favorite

Home in East Liberty

4.98 out of 5 average rating, 349 reviews

Quiet, Secluded Loft Suite

One double bedroom and one single room/kitchenette plus a full bathroom - completely private and secluded third floor loft suite behind a door and up a private staircase. Top floor of a gilded age Pittsburgh home in an historic, walkable neighborhood. Close to the Zoo, Pitt, CMU, Chatham, Bakery Square, Lawrenceville, Shadyside, Highland Park. Restaurants, shopping, museums, conservatory, galleries, parks, neighborhoods of interest. Airport 45 minutes.