Pet-friendly holiday rentals in Squirrel Hill

Cozy King Suite Just off Walnut

In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

Cheerful 4 Bedroom Home in Squirrel Hill!

Coming to Pittsburgh but need more space and privacy than a hotel? Well, ditch the hotel or your in law's home and book this amazing home in the Squirrel Hill South Neighborhood. With great access to downtown Pittsburgh, PNC Park and Heinz Field you'll love this for sporting events. Just a short 3 mile drive to Carnegie Mellon and the University of Pittsburgh; so, whether you are coming in for a weekend to see you college student or graduation, the Steel City Getaway has you covered!

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!

Industrial Loft 5 min to UPMC Shadyside CMU Pitt,

Come and relax in our new location! This historic warehouse was converted into apartments but still holds its original architectural features! Enjoy the industrial modern aesthetic with 15-foot-high ceilings, brick walls, original concrete floors, and atrium skylights with natural light. These units come fully furnished and most have full kitchens and all your required accessories for you to just drop your suitcase and start relaxing. **NOW PET FRIENDLY-$50.00 PET FEE PER STAY**

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).

Cozy and Spacious Guest Suite in Greenfield

This newly renovated suite is the downstairs unit of a three story house (the upper two floors are a completely separate living area). This space has plenty of free street parking located just outside of its own entrance. Carnegie Mellon University and the University of Pittsburgh are both about a 5-7 minute drive away, and to get downtown it is typically a 10 minute drive. There is a bus stop at the end of the street that can take you just about anywhere in Pittsburgh.

"The Spa Room" Renovated Flashlight Factory

Beautiful 1700 sq ft loft apartment. Located in historic north side. Minutes from both the stadiums, night life, casino, and museums! Best suited for 2 but can accommodate 4. Hard wood floors. Exposed brick. Huge state of the art kitchen. Beautifully executed bathroom with a walk in shower and massive soaking tub. If the bathtub isn't enough for you there is a hot tub located in the light well 1 floor down from the loft. Our other AirB&B is a Plus.

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

"April's Haven" Regent Square King Frick Park

Take a break and unwind at this peaceful retreat. Two bedroom third floor apartment walking distance to Frick Park, shops, restaurants, and bars on Braddock. Quiet historic neighborhood with brick streets. Hike or mountain bike on the 22 miles of trails in fabulous Frick Park. Short drive or easy bus ride to universities and UPMC facilities. Don't need 2 bedrooms? Traveling with others? Check out my other 1bd listing. https://air.tl/JAWjri9Y

*STEAM SAUNA* - Steps to butler

Enjoy a stylish experience just steps from all that lawrenceville has to offer! 5 star restaurants, boutiques, and gastropubs! You will love having easy access to wifi as well as Prime video on the 60 inch TV! Fully equipped kitchen is at your service as well as delicious complimentary coffee! Dive into your push queen sized bed for a fantastic night sleep! Enjoy the shared sauna as a way to relax and reap the health benefits of heat therapy!

StudioApt W/Gym+EV+Free Parking+Near Pitt Uni UPMC

Welcome to our stunning cozy 1-bed studio unit. Perfect for both business and leisure travelers, this elegant retreat offers a perfect blend of comfort, style, and convenience, ensuring a memorable stay in the heart of Pittsburgh. Nestled in a prime location, our unit provides easy access to the city’s top attractions, making it the ideal base for exploring everything Pittsburgh has to offer *ID and Background verification needed *

Cozy Flat-A | 1BR Quiet Stay in Friendship Park

Cozy 1BR apartment on the first floor with cozy living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable night’s sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to shared parking (6 spots, first-come, first-served). Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.