Vacation rentals in Squirrel Hill

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Top-rated vacation rentals in Squirrel Hill

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

Guest favorite

Apartment in East Liberty

4.96 out of 5 average rating, 122 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.

Jan 11 – 18

R1,813 ZAR per night
Guest favorite

Guest suite in Highland Park

5.0 out of 5 average rating, 131 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.

Sep 5 – 10

R1,634 ZAR per night
Guest favorite

Apartment in Shadyside

4.9 out of 5 average rating, 143 reviews

Super safe & Walkable area~Free off street parking

Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

Jan 27 – Feb 3

R2,817 ZAR per night

Popular amenities for Squirrel Hill vacation rentals

Other great vacation rentals in Squirrel Hill

Superhost

Guest suite in Squirrel Hill South

4.82 out of 5 average rating, 34 reviews

Cozy 1b1b unit in squirrel hill rental house

Nov 12 – 19

R2,038 ZAR per night
Guest favorite

Apartment in Greenfield

4.88 out of 5 average rating, 68 reviews

Cozy Guest Suite in the Greenfield Neighborhood

Jul 5 – 12

R1,955 ZAR per night
Guest favorite

Apartment in Shadyside

4.98 out of 5 average rating, 58 reviews

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

Oct 23 – 30

R2,436 ZAR per night
Guest favorite

Apartment in Squirrel Hill South

4.82 out of 5 average rating, 74 reviews

Darling basement one-bedroom

May 12 – 19

R1,545 ZAR per night
Guest favorite

Apartment in Shadyside

5.0 out of 5 average rating, 95 reviews

Shadyside home-spring forward-3rd floor suite

Sep 9 – 16

R3,267 ZAR per night
Guest favorite

Apartment in Regent Square

5.0 out of 5 average rating, 21 reviews

Regent Square King Bed Frick Prk

Sep 5 – 12

R2,391 ZAR per night
Guest favorite

Guesthouse in Pittsburgh

4.95 out of 5 average rating, 38 reviews

Unique Rustic Carriage House

Aug 17 – 24

R2,419 ZAR per night
Superhost

Apartment in Shadyside

5.0 out of 5 average rating, 7 reviews

Studio on 5th Ave Shadyside - Walk to CMU and Pitt

Dec 30 – Jan 6

R1,945 ZAR per night
Superhost

Home in Squirrel Hill South

5.0 out of 5 average rating, 4 reviews

Opulent Fragrance-free Estate/Hot tub/Garage/Wi-fi

Jan 2 – 9

R8,251 ZAR per night
Guest favorite

Home in Pittsburgh

4.96 out of 5 average rating, 69 reviews

Bright Garfield rowhome with fenced-in yard

Sep 2 – 9

R1,995 ZAR per night
Superhost

Guest suite in Squirrel Hill South

4.95 out of 5 average rating, 21 reviews

The Lookout In The Run

Sep 24 – Oct 1

R1,350 ZAR per night
Guest favorite

Townhouse in Squirrel Hill South

4.93 out of 5 average rating, 45 reviews

Special place in Squirrel Hill

Aug 19 – 26

R3,404 ZAR per night

Destinations to explore