Holiday 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, 118 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.

4.9 out of 5 average rating, 239 reviews

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet

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)

5 out of 5 average rating, 70 reviews

Lavish Squirrel Hill - 3rd Floor

Nestled 2 blocks off of the Squirrel Hill business district this 3rd floor paradise has 3 bedrooms, full kitchen (walnut cabinets and granite counters), timeless black and white bathroom with cast iron tub. This oasis is "THE" place to stay while visiting Pittsburgh. Close to the Universities, and walking distance to 2 of Pittsburgh's parks (Frick and Schenley), you can literally catch a bus into town right outside the door (While still being an extremely quiet street with ample parking).

4.93 out of 5 average rating, 317 reviews

Home in Pittsburgh

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.

4.95 out of 5 average rating, 20 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.

4.98 out of 5 average rating, 102 reviews

"April's Retreat" Regent Square King Bed Frick Prk

Take it easy at this tranquil getaway that is close to everything Pittsburgh. You'll enjoy the one bedroom apartment on the 2nd floor of this historic building in Regent Square. Walk to Frick Park, restaurants, coffee shops and bars on Braddock. Hike or mountain bike on the 22 miles of trails. Small and well-appointed kitchen if you like to prepare your own meals. Tons of natural light. Close to bus routes. Need more space? Traveling with others? Check out my other 2bd listing.

5 out of 5 average rating, 80 reviews

Home in Pittsburgh

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.

Superhost

4.85 out of 5 average rating, 214 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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).

Guest suite in Pittsburgh

4.91 out of 5 average rating, 228 reviews

Renovated large private studio in Squirrel Hill

Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

Guest suite in Pittsburgh

4.78 out of 5 average rating, 145 reviews

Lovely, cozy Murray 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 is fully renovated with welcome color and modern furniture. The suite has a private entrance. There are shared laundry facilities for our guests. 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.

4.97 out of 5 average rating, 124 reviews

Shadyside King Suite w/ Parking!

Stylish 1BR/1 bath apartment with off street parking in the heart of Shadyside, steps to Walnut St -- DESIGNATED OFF STREET PARKING! Short Walk to UPMC & West Penn hospitals, close to CMU & Pitt! The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Granite kitchen, Free laundry included inside the unit, 70inch 4K TV!

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Other great holiday rentals in Squirrel Hill

4.88 out of 5 average rating, 255 reviews

Cozy & Central 2BR ~ Steps from Walnut St!

DavidRating, 5 stars1 day ago

Great place in a friendly neighborhood, perfect for walking or running. A hospital within walking distance. A bus line is within a few blocks of the house. A ton of restaurants are nearby. The unit is well-kept and clean.

4.69 out of 5 average rating, 45 reviews

Exquisite Super Cozy Smart Home 3 (Alexa control)

NisarujRating, 5 stars10 months ago

The bedroom and bathroom were clean. Easy to check-in and the host responded very quickly and helped me resolve issues. Recommended.

4.75 out of 5 average rating, 8 reviews

Sunset Haven ll

JacobRating, 5 stars1 week ago

Marty was great as a host. Easy to find location and affordable. Would stay again if I find myself in Pittsburgh in the future.

Superhost

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!

Superhost

4.88 out of 5 average rating, 86 reviews

CMU & Oakland 2

DingRating, 5 stars8 months ago

The location is safe and the transportation is convenient. It is very close to CMU and can be reached on foot. The natural environment is beautiful. The landlord is very nice and kind.

4.9 out of 5 average rating, 444 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

DaveRating, 5 stars3 weeks ago

I stayed in Natallia's apartment for 4 nights during a recent trip to Pittsburgh. Located in a nice quiet neighborhood (Friendship) with a Whole Foods and Primanti Brothers restaurant a very short walk away. Check in was very easy with an electronic code for both the main door and apartment door. The apartment is small, basically a nice hotel room with a kitchen, which matched my expectations. I was able to work remotely, cook meals, and log into streaming services on the TV. The bed was very comfortable as well. In the bathroom, complimentary soaps and body wash were provided. I would recommend Natallia's apartment to anyone staying in Pittsburgh for business or pleasure.

4.71 out of 5 average rating, 65 reviews

Cozy and Chic Retreat! 2C

ChristopherRating, 5 stars3 weeks ago

Great Awesome Airbnb and a beautiful brand new well done flipped house. But there was one other renter who were sneaking around smoking in their room instead of being in a designated smoking area outside on the porch and leaving dishes in the sink for days at a time after cooking. When they finally left everything resume normal. Andrej responded every time they do this mess and smoking and I assumed they got tired of it and moved on.