Vacation rentals in Squirrel Hill

5 out of 5 average rating, 61 reviews

Thoughtful, Furnished, Convenient in Squirrel Hill

Thoughtful Renovation/Restoration in a 1920's Duplex; Fully furnished and Meticulously Appointed. Located in Squirrel Hill with great access to Squirrel Hill Business District, Shadyside, East Liberty, Oakland, Schenley Park and Frick Park and Downtown During your stay in Pittsburgh, live in a furnished, residential property in the neighborhood of Squirrel Hill. The property is a completely renovated 2 bedroom, 2 bathroom apartment in a duplex with flexible layout and room for a home office.

4.81 out of 5 average rating, 119 reviews

Darling basement one-bedroom

This simple basement suite is safe and convenient. Located on a quiet street with walking to restaurants, library, and movie theater with easy bus access to Pitt, CMU. Equidistant to Frick and Schenley Parks with hiking and biking trails, tennis, soccer, playground. Private entrance, off steep-ish driveway . Free street parking. Lower ceiling. No pets, smoking outside only. I have my children every other weekend; they have quiet hours 9pm-8am. Please inquire for dates if that might annoy.

4.98 out of 5 average rating, 46 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.

Guest suite in Pittsburgh

4.84 out of 5 average rating, 170 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.

4.93 out of 5 average rating, 320 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.

4.89 out of 5 average rating, 168 reviews

Cozy King suite! $0 cleaning fee

Brand new listing! 1 BR/ 1 bath apartment in a prime location steps away from Walnut street with plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. - King bed (memory foam mattress) - Sleeper sofa - 24/7 Guest communication - Pet friendly - Fully stocked kitchen - Smart Home Technologies - Central AC/ Heat - Free street parking - Speedy wifi & desk - Free washer/ dryer Message today to secure your reservation!

4.91 out of 5 average rating, 180 reviews

Shadyside/Pittsburgh, Modern & Unique 1BD w/Prkng

Unique and family oriented modern 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

4.94 out of 5 average rating, 134 reviews

Walk to CMU, Pitt, Walnut! Parking! King Suite!

This BRAND NEW apartment is in an ideal location in Shadyside close to CMU, Pitt, Walnut Street and much more! My apartment features a deck, open-concept layout, bedroom with a walk-in closet, central air, and free laundry. One parking spot is available IF IT IS RESERVED IN ADVANCE. The apartment sleeps 4 people. The bedroom has a king-sized mattress. The living room has a sofa that very conveniently folds down to transform into a queen-sized bed. There is a spacious deck.

4.94 out of 5 average rating, 183 reviews

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

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

5 out of 5 average rating, 17 reviews

Cozy Studio in Shadyside - Walk to CMU

Stay in your own little oasis in this cozy little studio located in the heart of Shadyside. Just walk five short blocks to grab your morning coffee or shop at Lululemon, Patagonia or Apple store on Walnut st. It's also in close proximity to CMU, PITT, and UPMC Shadyside making it an ideal place for students, professors and traveling nurses. CMU free shuttle stop is right in front of the building or you can walk to CMU and PITT campus. Come check us out at "Shadyside STAY".

5 out of 5 average rating, 80 reviews

Cheerful 3-bedroom home with on-street parking

Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

4.9 out of 5 average rating, 446 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd 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).

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Squirrel Hill vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Squirrel Hill

4.83 out of 5 average rating, 218 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

KatherineRating, 5 stars1 week ago

Enjoyed the stay. The house is within walking distance of the Pittsburgh Glass Center.

4.81 out of 5 average rating, 68 reviews

Close 2 UPMC, CMU, PITT

Christine Thuy MinhRating, 5 stars1 week ago

Great location, a 5 min drive away from University of Pittsburgh, which was all I needed as I was here for a conference taking place there. Area felt peaceful and safe during the day. As a woman, I didn't try to walk during the night but the price of Ubering to and from either Pitt or downtown Pittsburgh wasn't bad! Comfortable stay with all amenities listed. Would book again!!

5 out of 5 average rating, 4 reviews

Private Suite | Student & Medical Professionals R8

SeydaRating, 5 stars1 month ago

It was a pleasure staying at this place. The location was great, the space was clean, and hosts were responsive and helpful. Highly recommend!

4.97 out of 5 average rating, 39 reviews

Oakland/Pittsburgh @A Modern & Stylish Private Bdr

TaraRating, 5 stars5 days ago

Great room, clean and beautiful. Close to the universities so was able to get where I needed! Easy to check in, and host made all instructions very clear. Thanks for the great stay!

4.72 out of 5 average rating, 130 reviews

Secluded Room in Squirrel Hill

JudeRating, 5 stars3 weeks ago

The location was wonderful, the unit was comfortable and clean, and Sean is a fantastic host. Would absolutely recommend!

4.88 out of 5 average rating, 503 reviews

PRIVATE MINI STUDIO (D2)

ChristinaRating, 5 stars1 week ago

Highly recommended! Clean, quiet, spacious, and great neighborhood!! Thank you so much!!!

5 out of 5 average rating, 3 reviews

Sunset Haven VI

AnthonyRating, 5 stars4 days ago

I am a medical provider on Peds Trauma. I travel excessively and there are times that I am sent on a moments notice somewhere. Thank god for Martin when my job took me to an impromptu area of need. Friendly, responsive and the quaint older home reminded of my childhood!! Thanks again for being there and opening your home!