
Pet-friendly holiday rentals in Shadyside, Pittsburgh
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Top-rated pet-friendly home rentals in Shadyside, Pittsburgh
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Pet-friendly house rentals

Entire home near Kennywood without extra fees.
Very lovely place that felt like we were staying with a friend. There was a fully stocked coffee bar and the beds were comfy. Lots of easy parking and our fur kids enjoyed a back yard to play freely in!

Large house to relax with friends and family
Jill’s home was lovely and clean. Lots of space but with the tournament we were there to see we were not able to use all of her amenities. Very comfortable and would recommend for those visiting the Pittsburgh area!

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop
The host was prompt with any questions that came up. The view was incredible. We couldn't believe how clean everything was. it was spotless. I would recommend any Airbnb from this host. Thanks for a great first time in Pittsburgh!

★2 Car off-street parking★ Outdoor dining ♥view♥
Couples weekend away. Enjoyed the home, very clean and cute. We enjoyed the back deck in the evening after coming home from short dive to Strip downtown.

The View*Sleeps 6* City Home
The hosts were very responsive & helpful. They recommended restaurants & even responded late after a concert when we were craving late night pizza & directed us where to go. Would definitely stay here again if we make another trip to Pittsburgh.

The Little House on Evergreen
Perfect location for your Pittsburgh vacation

Steel City Beds, Breakfast and More
Marty is a true super host! The house is so cool and comfortable! Accommodated 7 ladies for an out of town birthday trip from Erie. He was extremely helpful , well worth the money house is huge. We really enjoyed the fire and pushing each other on the swings being girls again. We haven’t all! Been together In many years. Only thing I would suggest is maybe get another body mirror we fought over one between us all lol thank you for having us! We can’t wait to come back!!!! If your thinking about it DO IT?

the “Grand Lady”
We've only stayed in an AB&B one time before and it was a lackluster experience. Wasn't looking to stay at one on this trip but husband found this lovely home on line. Perfect for our need and budget. House was lovely and clean. Peaceful front porch for that morning cup of tea. Young people loved the 3rd floor game and TV room. Husband and I loved our quite time in the living room. Everyone stayed in their own room which they greatly appreciated. Beds very comfortable and sheets soft and sweet smelling! Thank you for renewing my faith in renting a house for a weekend! Blessings, Kim
Pet-friendly home rentals with a pool

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking
Staying with Leni was perfect! The space felt so cozy! Some highlights of the listing is how relaxing the bed is with perfect temperature controls of the AC and heat. Having a garage to park my car was great as it snowed during or stay so I didn't have to clean it off and Leni snowblowed the drive way immediately which was very thoughtful as our host. Her lovely protecting dog Kubo was outside the property when we arrived but we didn't have to interact with any of the animals to check in by ourselves. I'm 6"2' and my only complaint was using the shower was a little awkward since I was eyelevel with the shower head but super negligible. Overall a wonderful stay and I would definitely stay here again. Thank you Leni!

Convenient townhome
We had a wonderful time. The place was very neat and clean. Nice quiet neighborhood and nice places to walk your pet. The description says no more than 5 guests and I think that would be the very max. There is 1 1/2 bath so 5 people trying to shower/get ready in the morning might be tight. We had a couple of very minor issues come up and Rachel was easy to get in touch with and very helpful and responsive. Would definitely recommend.

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub
The house was spotless. Very clean and nicely appointed with all the cookware you could need, the bedrooms are peaceful and nice. The host is responsive and leaves clear instructions.

20 mins to Downtown- pool table & fenced yard
spectacular backyard lake, big trees, and patio/sunroom right in the middle of it. Everyone was impressed. Very clean, great communications, one of the nicest airbnbs I have stayed at.

Kasa | Family 2BD with Gym & Sauna | SoSide Flats
This location was amazing. There’s so much to do within walking distance, and not a far drive to anywhere in the city. There was plenty of space, and the pool and fireplace were a great spot for just hanging out with the kids. There is paid parking, but honestly it’s not that much (about $11/night) but it’s secure and convenient. As some previous reviews have mentioned, the overall cleanliness was not the best. Walking around in white socks showed the dirty floor and other things could have been better. Not a big deal, but there aren’t TVs in the bedrooms, just the one tv in the main living room. Overall, the good definitely outweighed any bad and our stay was great and not long enough! We will definitely be back.

Cozy & Beautiful Pittsburgh Home
Enjoyable weekend and the house suited our needs nicely.

CozySuites | Boutique SDO, Lawrenceville
The space was very clean, nice, and in a safe part of town. Close to downtown but there was also plenty to do within a few blocks. Plenty of room for my husband and I to stay for the weekend. They also provided dishes and a full kitchen which allowed us to cook dinner one night. There was some noise from neighbors but that’s just part of staying in any apartment complex. We would definitely stay here again!

Mayberry Escape
There were three of us in town for work. David's house was perfect! There was plenty of room for us and it's a great location. I would definitely stay again..
Private, pet-friendly home rentals

Walk to Walnut St: ‘Shadyside House’ w/ Deck
Wonderful location! Picked this listing because there were restaurants within walking distance and it was perfect. Was in a nice neighborhood in the city. As noted in the listing the back is shared, but we only saw the other renters once as they walked to their car. The unit we rented had the bedrooms in the basement, which were comfortable and very nice; just that the ceiling was very low in places. We were all over 5'8" and we had to duck. It was very clean and amenities were very nice, even had shampoo and body wash in the bathrooms. We were given very clear instructions. Thank you!

Cozy 1BR/1BA + Gym Near UPMC & Carnegie Mellon
A nice cozy place, very good neighborhood. Walkable to supermarkets, a short bus from university and parks and restaurants. Bus stand right in front of the apartment. House in a very nice building - lots of good amenities! It's a bit small if you're more than two people. But for two people or two and a kid, it's a great place for the price. Recommend to people wanting to spend a few days in Pittsburgh!

Charming 3BR |Shadyside |2 King + 2 Twin |Walkable
Jake was an amazing host! It was a great spot for our family of four. He really went above and beyond. We didn’t get in until after midnight on our check in date and they were kind enough to toss a few groceries I had ordered in the refrigerator for us. Very responsive! We used to live in Shadyside so are familiar with the area and it’s such a great spot. Easily walkable to everything but just far enough away to be peaceful and quiet. Great spot for our family to visit.

2 Bed/1 Bath renovated apartment- Free Parking
This was a nice, cozy, comfortable space. Maybe not the nicest part of town, but we felt safe, and it was very convenient to the Oakland hospitals, where we needed to spend a few days visiting a loved one. Annie was very responsive. The apartment was small but seemed bigger because of the high ceilings. Perfect for our needs.

1 Bed Point Breeze N, Bakery Sq.
This apartment was the perfect home away from home during my 8 day stay in Pittsburgh. It was an easy walk to Bakery Square and Mellon Park. Libby was a great host - very responsive to questions and requests. The apt amenities were as described and did not disappoint. Since it is an older building you will hear noise and foot traffic in the building, but it was minimal during my stay and usually before quiet hours. I visit Pittsburgh 1-2 times a year and would stay here again!!

King BD Free Parking 200MBPS WIFI
Great place, super location with very convenient parking. The location was easy to find and very convenient for the activities for which we visited Pittsburg. The area seems safe and is very quiet. The apartment if compact but has everything needed for a short stay. Great wi-fi and secure access. This listing fitted our needs perfectly and Janine is a great host, responding to any messages from us very quickly and fully. Thoroughly recommend it.

4BR Victorian House in Shadyside Off of Walnut St
Great stay in Pittsburgh. Kelly was very responsive whenever we had an issue.

Cozy and Spacious Guest Suite in Greenfield
The place is in a great location, especially if you have a car. Very quiet neighborhood, but not too far from the highway and very easy to get around.Just up the hill there's an incredible view of downtown Pittsburgh. The place is very cozy, the bed is comfortable, and there are even board games stocked. Aaron is a great host; we were short a couple pots to make dinner our first night, so he brought over some for us that evening which was very helpful.
Quick stats about holiday rentals that are pet-friendly in Shadyside, Pittsburgh
Total rentals
100 properties
Nightly prices starting at
₹3,425 before taxes and fees
Total number of reviews
9.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi
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- PNC Park
- Carnegie Mellon University
- Strip District
- Seven Springs Mountain Resort
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Oakmont Country Club
- Idlewild & SoakZone
- Yellow Creek State Park
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Schenley Park
- Point State Park
- Ohiopyle State Park
- Hidden Valley Resort
- Phipps Conservatory and Botanical Gardens
- Carnegie Science Center
- Carnegie Museum of Art
- Fox Chapel Golf Club
- Oglebay Resort
- Bella Terra Vineyards
- Narcisi Winery
- Children's Museum of Pittsburgh