House vacation rentals in Shadyside, Pittsburgh

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Top-rated house rentals in Shadyside, Pittsburgh

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Guest favorite

Home in Pittsburgh

4.95 out of 5 average rating, 124 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

Dec 25 – Jan 1

G$89,419 GYD per night

Superhost

Home in Monroeville

4.81 out of 5 average rating, 187 reviews

Pittsburgh Hideaway - Pets - Private

-Discounts on weekly and monthly stays - Put in dates for prices. -1 bedroom house with 1 bath and everything you need for a comfortable stay. -House is tucked away, but also close to the highway and turnpike. -Walking distance to UPMC East, 6 minutes to Forbes Hospital, and min from major shopping/restaurants. -Pet friendly with a large yard (no fence). -Dog park only 7 minutes away - Monroeville Dog Park. Boyce Park and Penn Hills (fenced dog parks) 15 min away -TV- Amazon Stick to login

Apr 20 – 27

G$24,462 GYD per night

Guest favorite

Home in Pittsburgh

4.9 out of 5 average rating, 192 reviews

Private unit close to Stage AE, stadium, downtown.

Our comfortable unit is walking distance to all North Shore destinations--both stadiums, Stage AE, Science Center, Aviary and even The Roxian. Ideal for couples, solo adventurers, business travelers. The subway a 10 minute walk and free to downtown and PPG Paints Arena. There's a TV, AC unit and Keurig. Provided fresh towels and toiletries. Manchester is minutes from freeways in ALL directions and just off the Great Allegheny Passage. Abundant free parking in historic Victorian district.

May 12 – 17

G$23,570 GYD per night

Guest favorite

Home in Pittsburgh

4.98 out of 5 average rating, 180 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!

Oct 26 – Nov 2

G$35,665 GYD per night

Guest favorite

Home in Pittsburgh

4.98 out of 5 average rating, 144 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.

Oct 14 – 21

G$34,710 GYD per night

Guest favorite

Home in Squirrel Hill South

4.92 out of 5 average rating, 264 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.

Sep 16 – 23

G$27,064 GYD per night

Guest favorite

Home in Pittsburgh

4.98 out of 5 average rating, 142 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!

Jul 11 – 18

G$40,629 GYD per night

Guest favorite

Home in Pittsburgh

4.92 out of 5 average rating, 184 reviews

Cozy studio apartment, private entrance + porch

This cozy, private basement apartment is located on the tippy top of Pittsburgh's North Side in a neighborhood called Spring Hill. Hello incredible view! By car, you'll be minutes from downtown, the stadiums, incredible restaurants, concert venues, art museums and more! Enjoy your own entrance, porch, full bath, working area & kitchenette. Two sweet cats & one very cool kid live on the premises. We don't allow the cats in the room but you may find them lounging on the back porch.

Sep 28 – Oct 5

G$15,646 GYD per night

Guest favorite

Home in Pittsburgh

4.93 out of 5 average rating, 348 reviews

Cozy escape close to downtown, stadiums & parks

Welcome to our renovated 1896 bungalow, we envisioned a place where visitors could cozy up, stay a while and experience city living amidst the peacefulness of park life. We believe that art is meant to be shared so we designed the home to feature colorful pieces that convey happiness. The house has been freshly renovated and decorated with a mix of modern and vintage pieces. The house is within walking distance of the 250+ acre Riverview Park so wildlife and trail adventures await!

Feb 22 – Mar 1

G$17,776 GYD per night

Guest favorite

Home in South Side Flats

4.91 out of 5 average rating, 348 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).

Oct 3 – 10

G$25,884 GYD per night

Guest favorite

Home in Bloomfield

4.88 out of 5 average rating, 422 reviews

PRIVATE MINI STUDIO (D2)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd 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).

Sep 21 – 28

G$19,441 GYD per night

Guest favorite

Home in Irwin

5.0 out of 5 average rating, 109 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 .

Sep 24 – Oct 1

G$22,610 GYD per night