Vacation rentals in Squirrel Hill

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Squirrel Hill

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Apartment in East Liberty

4.96 out of 5 average rating, 124 reviews

Cozy One-Bedroom East Side Apartment

Spacious and comfortable one-bedroom apartment centrally located in the East End (East Side) of Pittsburgh. Cozy bedroom, full kitchen, bathroom, living room, and dining area. Quiet neighborhood; close to restaurants, supermarkets, coffee shops, bars, East Liberty Transit Center. On bus lines for easy access around town. The apartment is also located on the bus line to Pittsburgh Paints Arena and is about a 20 minute drive to PNC Park and Heinz Field. Great for couples, solo travelers, LGBTQIA.

Apr. 7 – 14

$159 CAD per night

Guest favourite

Guest suite in Highland Park

4.97 out of 5 average rating, 140 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Oct. 8 – 15

$128 CAD per night

Guest favourite

Home in Squirrel Hill South

5.0 out of 5 average rating, 30 reviews

Mid-century modern Lustron & Japanese garden

Stay in beautiful Squirrel Hill in a unique mid-century modern Lustron steel house. Enjoy a five minute walk to Frick Park, or a twenty minute walk to all of the cafés, restaurants, yoga studios, shops, and grocery stores on offer in the neighborhood. This home has been lovingly decorated with vintage and contemporary editions of classic designer furniture and international art. Cook your own meals in a recently remodeled kitchen and enjoy your food indoors, in the sunroom or outside.

Oct. 5 – 12

$207 CAD per night

Superhost

Guest suite in Squirrel Hill South

4.83 out of 5 average rating, 155 reviews

Lovely, cozy Beacon guest suite in Squirrel Hill

This lovely and cozy one-bedroom guest suite is located in a safe and convenient neighborhood in the heart of squirrel hill. The suite features a open living and work space with lots of natural light and a gorgeous view of the beautiful Beacon street. You can enjoy some quality reading time or get some work done in our reading and working corners. Our high quality bedding ensures you have a nice rest after a busy day. It is only minutes from nearby restaurants. Very close to Pitt and CMU.

Jul. 13 – 20

$251 CAD per night

Guest favourite

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. 27 – Oct. 4

$216 CAD per night

Guest favourite

Apartment in Shadyside

4.95 out of 5 average rating, 221 reviews

Bohemian Place Shadyside Style

Designed for longer stays. Sanitized for each guest, 2 bdm apt with private entrance to the 3rd floor apartment. Steps from shops, grocery, restaurants, public transportation. *Private ent., extra twin foam bed. *Kit incl, plates, toaster oven, microwave, stove, H2O kettle, French Press * 1 block RESTAURANTS Walnut St./ Ellsworth Ave / Museums *HV/AC *5 min. walk grocery. *UPMC Shadyside, Pitt, CMU, Chatham Univ. Bike rent - 1/2 blk. bike route *2 min. walk to busway to downtown.

Nov. 13 – 20

$154 CAD per night

Guest favourite

Apartment in Point Breeze

4.95 out of 5 average rating, 388 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Mar. 19 – 26

$129 CAD per night

Superhost

Apartment in Greenfield

5.0 out of 5 average rating, 9 reviews

Chez Morgan Suite One (Greenfield)

Simply safe, clean, central location, natural light, comfy bed, personal privacy. Non Smoking 1 BR apt. 1 block 58 Greenfield bus. Uber/Lyft avail. 2.5 mi.-CMU, 2.7 mi.-Pitt. Close to Duquesne, Carlow. (Hospitals) Presby, Montefiore, Magee-Womens, Shadyside, Mercy, South Side; Downtown, Waterfront. Good for couples, grad student, researcher, business traveler. CMU bus 2 blocks, free with CMU ID. Window AC June 1-Oct 1. As I have allergies, we cannot host service/emotional animals.

Oct. 9 – 16

$150 CAD per night

Guest favourite

Apartment in Pittsburgh

4.91 out of 5 average rating, 328 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Dec. 22 – 29

$148 CAD per night

Guest favourite

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).

Dec. 12 – 19

$193 CAD per night

Superhost

Home in Squirrel Hill South

4.82 out of 5 average rating, 129 reviews

New remodeled Modern 2BR suite for 4

This newly renovated, state of the art, private apartment is sure to make your stay in Pittsburgh enjoyable. Modern yet comfortable this apartment boasts granite countertops and a luxuriously tiled bathroom with a washer and dryer for your every day needs. Located in the heart of Squirrel Hill, right near Schenley park, PITT, CMU, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Downtown, Museums & Galleries, and all Sports venues.

May 18 – 25

$214 CAD per night

Superhost

Apartment in Shadyside

5.0 out of 5 average rating, 4 reviews

#7 – Cozy studio in the heart of Shadyside

This cozy, fully furnished studio apartment is located in the heart of Shadyside, five short blocks from Walnut Street, the most iconic street in Pittsburgh known as a shopping and dining destination. The apartment is also close proximity to CMU and PITT, making it an ideal place to stay for students, visiting professors and researchers. Carnegie Mellon's free shuttles stop right in front of the building, and you can even walk to CMU and PITT campus.

Aug. 6 – 13

$175 CAD per night