Pet-friendly vacation rentals in South Side Flats

Cozy! Micro Loft apartment! in N Oakland, sleeps 1

Come and relax in our new location! Perfect for work and pleasure! 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 that flood the space with natural light. These units come fully furnished and micro kitchen (microwave and mini fridge) and all your required accessories for you to just drop your suitcase and start r

Historic South Side Home • Former Convent

Experience Pittsburgh in style at this beautifully renovated former convent, nestled in the heart of the historic South Side. Perfect for family gatherings, this spacious home offers an inviting atmosphere for your Pittsburgh visit. Step outside and explore hundreds of local shops, restaurants, bars, and parks, all within easy walking distance. Centrally located with ample off-street parking. Inside, discover the charm of meticulously preserved original woodwork blended with modern amenities.

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Experience the splendor of a recently renovated townhome on the vibrant Southside. This charming and inviting property embraces you with its warm ambiance, featuring exposed brick and delightful touches that will make you feel instantly at ease. With four bedrooms and five beds (including one King and four Queen), along with 2.5 bathrooms, there is ample space for everyone. Unwind in the outdoor area, complete with a grill and comfortable furniture, providing the perfect retreat for relaxation.

1 Bed, idyllic, stadiums, free parking, & Pets OK

Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

The Bellevue Suite *Free parking 10mins to dwntwn

*PLENTY OF FREE STREET PARKING* 1 BDRM apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. This is a 3rd floor unit in my 100+ year old four-square home. It has a private entrance with a Keypad for Airbnb guests, there are 2 other units in the building. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Pet friendly ($50 fee) just add your pet under pets in the guest section when booking.

Cozy, Pet-Friendly Home in Pittsburgh South Side

Welcome to Steel City! Our updated two-bedroom house in the lively South Side is a perfect home for your group to relax and unwind including your four-footed friends! After exploring the city, enjoy the mood lighting on our cozy patio or check out the local restaurants and bars within walking distance. Work from home with a desk space in each bedroom. Our home has everything you will need and a perfect location if you're looking to have a truly authentic Pittsburgh experience!

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).

Bloomfield/Shadyside KING Suite! OffStreet Parking

OFF STREET PARKING SPOT! Brand new KING Suite on a quiet tree lined street in Bloomfield! 1 block to West Penn hospital, and a short walk to UPMC! On site parking makes the short drive to Shadyside, CMU & Pitt a breeze! The building was gutted and remodeled, everything is brand new! Free laundry in the unit! Private patio! Fully stocked for long and short term stays! Dozens of restaurants, shops, coffee shops, and fitness studios close by. Make your reservation today!

Upscale 2BR suite ~ Free Parking & Walkable!

Enjoy our spacious and upscale 2 bedroom suite located in the friendly Friendship/ Shadyside neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk from Yinz Coffee! ⭐2 Queen beds (Memory foam mattresses) ⭐Queen pull out bed ⭐Pack n play ⭐Free in-unit washer/ dryer ⭐Desk w/ speedy wifi ⭐Pet-friendly ⭐24/7 Guest support ⭐Free off-street parking - 1 vehicle ⭐Close to CMU / Pitt!

South side apartment with game room

If you are looking for a hidden gem close to the restaurants, shops, and pubs of Southside, with lots of personality, this may be the place. This apartment boasts a loft game room with an air hockey table, arcade games, board games, a TV and a convertible sofa. Not included in the photos are the desk and chair in the living room, and a small deck outside the sliding glass doors of the living room. The cozy ambience of this apartment will have you feeling right at home.

Cozy + Modern apartment near the city!

*PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS* *Pets are welcome! 🐶🐱$45 one time fee. I have a pet bed, bowls, & leash available. This bright & modern two level apartment is ideal for a stay near the city! Located in Uptown, it's on a quiet & mostly residential street near UPMC Mercy Hospital & Duquesne University - short walk to PPG Paints Arena. Clean & comfortable, you'll feel right at home in a place that makes navigating around Pittsburgh a breeze.