Holiday rentals in Squirrel Hill

5 out of 5 average rating, 43 reviews

HULU+GYM+Parking Near Universities|UPMC|Shopping

Discover comfort and convenience in our charming city haven. Perfect for professionals and travelers, our apartment is your gateway to nearby dining, boutique stores, shopping outlets, & attractions. Building amenities include: 🚗FREE Street Parking for 1 Car(Based on Availability) 🏋🏻‍♂️State-Of-The-Art (24/7)Fitness Center 💼Private & Co-Working Spaces 🔌Level 2 EV Charging Station Available 🍵Complimentary Tea/Coffee Station 🏓Ping Pong Table, Comfy Seating Area 🍖Outdoor BBQ 🐾Pet Friendly

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.

Guest suite in Pittsburgh

4.98 out of 5 average rating, 241 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.

4.98 out of 5 average rating, 46 reviews

Home in Pittsburgh

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.

4.93 out of 5 average rating, 321 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.

4.89 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!

4.94 out of 5 average rating, 135 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, 185 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, 81 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.

4.89 out of 5 average rating, 447 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).

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Other great holiday rentals in Squirrel Hill

Superhost

5 out of 5 average rating, 6 reviews

Room (3) Close Downtown&Oakland

TammaraRating, 5 stars11 months ago

Thank you Mohammed for accommodating us. Everything was exceptional. Your Dad, Lee was so helpful and kind. We had a great experience at your place and we will be back when we're in town. Remain Blessed

Superhost

4.83 out of 5 average rating, 218 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

KatherineRating, 5 stars2 weeks ago

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

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.

4.68 out of 5 average rating, 66 reviews

Cozy and Chic Retreat! 2C

ChristopherRating, 5 stars1 month 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.

4.72 out of 5 average rating, 132 reviews

Secluded Room in Squirrel Hill

JeffRating, 5 stars1 week ago

Enjoyed a great stay at Sean's place while attending the US Open at nearby Oakmont CC. The space is private, quiet, clean, and welcoming. Street parking was easy. Really nice to have a private entrance and a private bath. Very comfortable bed for a good night's rest. Easy access to downtown or the burbs, and Sean was very helpful with some directions and local guidance. Overall a great stay, would recommend. Thanks, Sean, really appreciate your hospitality.

Superhost

Guest suite in Pittsburgh

4.84 out of 5 average rating, 170 reviews

Lovely, cozy Beacon guest suite in Squirrel Hill

TamaraRating, 5 stars4 days ago

Our daughter’s family live right across the street and Murry Ave. is a block away so it is a great location! Also Hanyu’s place is a few blocks from beautiful Schenley park . The studio apartment has all the comfort and accommodations of a one bedroom apartment, including dresser and bathroom drawers , hanger and hooks, and a surprising number of kitchen utensils ! The bathroom is well designed and very clean. The bed was comfortable and access is easy. It’s in a safe and attractive neighborhood with plenty of free parking. We found this to be a very comfortable and convenient place for the two of us. We hope to stay there again!

5 out of 5 average rating, 15 reviews

° Schenley Park Room - by UPMC, Pitt, CMU

SileneRating, 5 stars3 weeks ago

This is one of 4 rooms in a small town house, and is highly recommended if you are spending a few months visiting CMU, UPitt, or UPMC. I had a fantastic time staying here during a research visit to CMU. It is walking distance to CMU and the house had everything that I could need. Amy and Michael are amazing hosts and really go above and beyond to make sure their guests are not only comfortable but getting the most out of their experience.