Apartment holiday rentals in Shadyside, Pittsburgh

Find and book unique apartments on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Shadyside, Pittsburgh apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Point Breeze
4.89 out of 5 average rating, 9 reviews

Meade Street Apartment Near Chatham U , Pitt & CMU

AmyRating, 5 stars1 week ago
Loved my stay! Nice sized private apartment in a great neighborhood. Safe street and ample parking. And Mike was extremely responsive. Thank you!
Superhost
Flat in Bloomfield
4.83 out of 5 average rating, 218 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

KatherineRating, 5 stars1 week ago
Enjoyed the stay. The house is within walking distance of the Pittsburgh Glass Center.
Flat in Shadyside
4.54 out of 5 average rating, 82 reviews

3 Bedroom Apartment Central Shadyside Loc

MariaRating, 5 stars2 months ago
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.
Guest favourite
Flat in Shadyside
4.91 out of 5 average rating, 105 reviews

Huge Open Concept 2BR by Walnut

MarkRating, 5 stars3 days ago
Great location. As advertised. I would recommend
Superhost
Flat in Shadyside
4.82 out of 5 average rating, 276 reviews

Chic & Cozy 2BR | Walkable Shadyside Location

DevRating, 5 stars5 days ago
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.
Guest favourite
Flat in Point Breeze
4.96 out of 5 average rating, 26 reviews

1 Bed Point Breeze N, Bakery Sq.

ChrisRating, 5 stars3 days ago
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.
Guest favourite
Flat in Shadyside
4.93 out of 5 average rating, 113 reviews

Cozy Apt in Heart of Shadyside - Private Balcony

RachelRating, 5 stars1 week ago
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.
Guest favourite
Private room in Squirrel Hill North
4.93 out of 5 average rating, 115 reviews

Private Room in Pittsburgh near Carnegie Mellon

MonaRating, 5 stars1 week ago
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

Guest favourite
Flat in Shadyside
4.88 out of 5 average rating, 257 reviews

Cozy & Central 2BR ~ Steps from Walnut St!

KateRating, 5 stars4 days ago
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!
Superhost
Flat in Shadyside
4.79 out of 5 average rating, 298 reviews

Peaceful 2BR King Bed Suite | Walk to Walnut St!

DonaldRating, 5 stars1 week ago
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
Guest favourite
Flat in Shadyside
4.88 out of 5 average rating, 170 reviews

Cozy 2BR steps from Walnut St!

ScottRating, 5 stars1 week ago
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.
Superhost
Flat in Bloomfield
4.82 out of 5 average rating, 197 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (B2)

NicholasRating, 5 stars1 week ago
really simple but clean and homey vibe. the place was very easy to find, very clean and close to grocery and places to eat.
Guest favourite
Flat in Bloomfield
4.88 out of 5 average rating, 144 reviews

Huge 1-Bedroom Apartment In Pittsburgh (B1)

ScottRating, 5 stars2 weeks ago
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
Superhost
Flat in Shadyside
4.76 out of 5 average rating, 548 reviews

Quaint cozy Shadyside One Bedroom

DawnRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in East Liberty
4.93 out of 5 average rating, 222 reviews

MINIMALIST + MODERN 2BR in trendy PGH enclave

MindyRating, 5 stars1 week ago
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.
Guest favourite
Flat in Shadyside
4.94 out of 5 average rating, 108 reviews

Shadyside/Pittsburgh, Modern & Stylish 1BD, w/Prkg

NickRating, 5 stars6 days ago
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

Superhost
Private room in Brookline
4.97 out of 5 average rating, 58 reviews

Pittsburgh Getaway

LauraRating, 5 stars1 week ago
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.
Superhost
Flat in McKees Rocks
4.94 out of 5 average rating, 68 reviews

Centrally Located Chic & Stylish Retreat w Hot Tub

AnnaRating, 5 stars2 weeks ago
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.
Superhost
Flat in Brighton Heights
4.87 out of 5 average rating, 619 reviews

420 friendly Luxury loft apt w jet tub & balcony

IssaRating, 5 stars1 month ago
great clean place & always good to have 420 friendly spot. will be using again next time I'm in pittsburgh
Superhost
Flat in West Homestead
4.92 out of 5 average rating, 51 reviews

Romantic Jacuzzi suite

HarleeRating, 5 stars6 days ago
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..
Superhost
Flat in Pittsburgh
5 out of 5 average rating, 7 reviews

Quiet Apt w/Hot Tub, Pets OK, Monthly Discount!

DanielleRating, 5 stars5 months ago
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!
Superhost
Flat in Downtown Pittsburgh
4.91 out of 5 average rating, 32 reviews

Sleek 2BR Downtown Retreat with Gym

ChristopherRating, 5 stars3 days ago
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.
Flat in South Side Flats
4.58 out of 5 average rating, 184 reviews

Kasa | Family 2BD with Gym & Sauna | SoSide Flats

LarryRating, 5 stars2 weeks ago
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!
Superhost
Flat in Millvale
4.6 out of 5 average rating, 5 reviews

Pittsburgh/Millvale Bright & Stylish 4BD w/Parking

DavidRating, 5 stars3 weeks ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Allegheny County
  5. Pittsburgh
  6. Shadyside
  7. Flat rentals