
Apartment holiday rentals in Shadyside, Pittsburgh
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Top-rated apartment rentals in Shadyside, Pittsburgh
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Popular amenities for Shadyside, Pittsburgh apartment rentals
Weekly apartment rentals

Meade Street Apartment Near Chatham U , Pitt & CMU
Loved my stay! Nice sized private apartment in a great neighborhood. Safe street and ample parking. And Mike was extremely responsive. Thank you!

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)
Enjoyed the stay. The house is within walking distance of the Pittsburgh Glass Center.

3 Bedroom Apartment Central Shadyside Loc
Peiqun is a special host. She is helpful and very quick to respond. I had an emergency during my stay, and she went above and beyond to improve my situation as quickly as possible. She is reliable, responsible, and accountable.The place. Ahh..Beginning with the beautifully decorated, shimmering lights on the entry patio. Inside, the woodwork details were immaculate. Coffee and everything needed in the kitchen. The beds were extra comfortable. The shower water is hot & towels are there. Lots of privacy. Laundry washer n dryer, dw, Shadyside is an upscale, safe area. I was surprised to find women walking alone in the eve without a care. All the stores and restaurants you need are close by . Everything was within 3 mins walk away. There is a parking spot. However, I did not need one. Restaurants, coffee, bakery, pharmacy, clothing stores, and shops were all right there. We walked 20 min to University of Pitt & Carnegie Mellon. There are also bus stops right there that can be utilized.

Huge Open Concept 2BR by Walnut
Great location. As advertised. I would recommend

Chic & Cozy 2BR | Walkable Shadyside Location
We loved the neighborhood and it was an easy walk to shops, restaurants and cafes. Jake was always quick to respond and kind and helpful. Bed was very comfy with high quality sheets, pillows, bedding. Would love to stay here again when in Pittsburgh.

1 Bed Point Breeze N, Bakery Sq.
I’m in Pittsburgh 2x per month for business. This is the 5th Airbnb I have tried and this is a winner! Great location, easy to access and lots of parking available. The apartment had everything I needed, clean updated bathroom and super comfortable bed. Will stay the next time I visit. Excellent value for the money.

Cozy Apt in Heart of Shadyside - Private Balcony
Wonderful location (my sister and I didn't have a car, and were able to walk and take the bus everywhere we needed to go), lovely apartment, quiet and fun neighborhood. We had a couple issues with the place that Paul dealt with immediately, great communication! Would definitely stay again and recommend.

Private Room in Pittsburgh near Carnegie Mellon
I made a last minute booking at Autumn’s. She was very responsive. I was able to get my work don’t and have a very restful sleep. The bed is super comfy.
Private apartment rentals

Cozy & Central 2BR ~ Steps from Walnut St!
Great apartment in a very nice neighborhood. 2 (short) blocks to lots of eateries, shops and entertainment. We had a great evening at Mario's following our super easy self check-in. Best Burger we've had!! Apartment was clean and welcoming. Two big bedrooms with smaller living area and kitchen, but was practical for our short overnight trip. I did notice extra linens and things in the closet if you had a bigger group or were staying more than a night. Stocked with coffee & necessities. Filled Brita pitcher in the fridge was a bonus! Nice access to the private backyard area off of the back bedroom. EXTRA CLEAN, which is always my #1 priority. Thanks, Jake!

Peaceful 2BR King Bed Suite | Walk to Walnut St!
Jake’s apartment was wonderful. Steps from many great restaurants and shops. He responded to me in under 5 minutes each time. GREAT VALUE for the price. Highly recommend

Cozy 2BR steps from Walnut St!
Jake was a responsive host. We had a few questions and needs during our stay. Jake responded with minutes and was respectful and helpful. The apartment was clean and had all we needed. The neighborhood is quiet, always found parking, and conveniently located near shops and restaurants. Quick trip downtown and to the pro sports venues. Highly recommend.

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (B2)
really simple but clean and homey vibe. the place was very easy to find, very clean and close to grocery and places to eat.

Huge 1-Bedroom Apartment In Pittsburgh (B1)
Very nice place. Walking distance to most of our destinations. Easy parking. Quiet. Unit was clean and in great condition. Big kitchen, with everything we needed. A great experience for our first Airbnb

Quaint cozy Shadyside One Bedroom
Alex’s place was exactly as described and priced well. He gave clear instructions for check in and made in nice and easy. Would stay again!

MINIMALIST + MODERN 2BR in trendy PGH enclave
Our stay was very nice. Keith and Allison keep the place immaculate. It was easy to find and close to all the activities we had planned for the weekend.

Shadyside/Pittsburgh, Modern & Stylish 1BD, w/Prkg
Alex’s place was perfect for a long weekend. The unit is in good shape and comes with a lot of character and charm. The balcony is a great place to enjoy coffee in the morning. The parking onsite made this stay a breeze and I would definitely stay here again.
Apartment rentals with a hot tub

Pittsburgh Getaway
Lovely place! Wayne, Linda and Maggie are great hosts. They do go the extra mile to make you feel welcome. I wish we had a little bit more time to enjoy the hot tub, grill or fire pit. The garden is charming and very peaceful.

Centrally Located Chic & Stylish Retreat w Hot Tub
Erika’s place was beautiful, we really enjoyed our stay, and would’ve stayed longer if we could have, perfect little place for a weekend get away.

420 friendly Luxury loft apt w jet tub & balcony
great clean place & always good to have 420 friendly spot. will be using again next time I'm in pittsburgh

Romantic Jacuzzi suite
Incredible place, felt so super comfortable, like you’re walking into your own home, super clean, had music playing upon walking into, mood was set extravagantly, warm floors felt amazing at your feet, very clean.. my only regret is not booking longer.. so super clean and she was down to earth, great personality, very helpful host.. 20/10 will be going again..

Quiet Apt w/Hot Tub, Pets OK, Monthly Discount!
We absolutely loved our stay in Millvale at Jacquelin's place! The space is stylish and well stocked with everything we needed for a few weeks stay. For consumables (laundry tabs, paper towels, etc.) we had enough for a few days as we settled in, and then stocked the rest of what we needed ourselves. This was perfect! Self check-in made arrival and departure incredibly streamlined. The hot tub was a delightful treat, especially in the evenings around Christmas when the days are so busy. The rental is in a quiet neighborhood, but not far from great things to do: a classic local diner has a location just a block or so away; two breweries are within a short drive/long walk; and you're very close to a main highway to get into downtown or any of the other city neighborhoods that you'd like to explore. We would happily stay again when we return to Pittsburgh!

Sleek 2BR Downtown Retreat with Gym
My sons and I were visiting family in Pittsburgh. Decided to stay downtown and chose this place. The views were excellent. It’s a great location by Point State Park. Walking distance to most everything including PNC Park and Acrisure Stadium. The unit itself was very nice. It was me and my 2 sons. I let my sons have the bedrooms and I slept on the sofa. I would definitely recommend it. The entire process was seamless. Ben was thorough and responsive. I would stay there again for sure. Highly recommend.

Kasa | Family 2BD with Gym & Sauna | SoSide Flats
This apartment looked great and was fairly spacious! It had a balcony and walkable to many places in the neighborhood. There was access to many amenities like the gym and the pool. Reasonable price for what you get!

Pittsburgh/Millvale Bright & Stylish 4BD w/Parking
Perfect location seems to be an easy 30min ride to everywhere you could want to be! House was immaculate, lots of room, beds were comfortable and clean!
Quick stats about flat rentals in Shadyside, Pittsburgh
Total rentals
180 properties
Total number of reviews
17K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wifi availability
170 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 Museum of Art
- Carnegie Science Center
- Fox Chapel Golf Club
- Oglebay Resort
- Bella Terra Vineyards
- Narcisi Winery
- Senator John Heinz History Center