Apartment holiday rentals in Shadyside, Pittsburgh

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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 stars2 weeks 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 stars2 weeks ago
Enjoyed the stay. The house is within walking distance of the Pittsburgh Glass Center.
Private room in North Oakland
4.69 out of 5 average rating, 45 reviews

Exquisite Super Cozy Smart Home 3 (Alexa control)

NisarujRating, 5 stars10 months ago
The bedroom and bathroom were clean. Easy to check-in and the host responded very quickly and helped me resolve issues. Recommended.
Flat in Shadyside
4.73 out of 5 average rating, 26 reviews

1BR/1BA with Gym Access Near UPMC & Carnegie Uni.

JohnRating, 5 stars2 weeks ago
Good, responsive communication. New, private apt, very well appointed. 3rd floor, elevator, quiet. Some street parking. Great amenities -Fitness Center, Coffee Machine & Lounge, workspace.
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
4.92 out of 5 average rating, 106 reviews

Huge Open Concept 2BR by Walnut

MarkRating, 5 stars1 week ago
Great location. As advertised. I would recommend
Superhost
Flat in Shadyside
4.82 out of 5 average rating, 277 reviews

Chic & Cozy 2BR | Walkable Shadyside Location

DeanRating, 5 stars5 days ago
Jake focuses on the important things - ultra-comfortable beds with great sheets. Top notch towels. And amazing communication. This apartment is really great and ideally situated in Shadyside, just a few blocks from trendy Walnut St. and within walking distance to several of Pittsburgh's best restaurants, including a dive bar with the best food, cocktails, and punk rock playlist (Kelly's Bar and Lounge).
Guest favourite
Flat in Point Breeze
4.96 out of 5 average rating, 27 reviews

1 Bed Point Breeze N, Bakery Sq.

ChrisRating, 5 stars1 week 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.

Private apartment rentals

Guest favourite
Flat in Shadyside
4.91 out of 5 average rating, 111 reviews

Shadyside/Pittsburgh, Modern & Quiet 1BD w/Prkng

StevenRating, 5 stars3 weeks ago
This was a perfectly pleasant space in a charming neighborhood with lots of restaurants and stores in easy walking distance. Visitors should be aware that this is a basement apartment in a large house. (In retrospect, this should have been obvious from the photographs.)
Top guest favourite
Flat in Shadyside
4.96 out of 5 average rating, 130 reviews

Shadyside 2Bed 2Bath w/ Parking!

KimberlyRating, 5 stars1 week ago
Paul’s place was spotless – one of the cleanest Airbnbs I’ve stayed in. Everything was exactly as described, and his instructions made check-in and check-out super easy. Would definitely stay again!
Guest favourite
Flat in Shadyside
4.93 out of 5 average rating, 116 reviews

Cozy Apt in Heart of Shadyside - Private Balcony

JackRating, 5 stars5 days ago
I stayed here for the Open and I could not recommend Paul's place enough. He was incredibly responsive and helpful with anything I needed and had clear instructions on how to access the apartment. Incredibly safe area too with friendly locals and great bars and restaurants, I would absolutely stay here again!
Guest favourite
Flat in Shadyside
4.9 out of 5 average rating, 117 reviews

Cozy King bed suite ~ Central

KristinaRating, 5 stars6 days ago
What a great apartment! Everything was pristine and cozy! Jake was a great communicator and kept us up to date with reminders and all the information we’d need for our stay. Highly recommended.
Top guest favourite
Flat in East Liberty
4.96 out of 5 average rating, 114 reviews

Upscale King Suite by WholeFoods

MonikaRating, 5 stars5 days ago
This place was great! Looks like the pictures and very clean! You can hear the neighbor upstairs at times so I would recommend some ear plugs. We really enjoyed the place and it had everything we needed! Lots of space. Bonus was that there was a designated parking spot and washer and dryer. We will definitely stay here again!
Guest favourite
Flat in Shadyside
4.9 out of 5 average rating, 127 reviews

Cozy King Suite with Parking!

MichaelRating, 5 stars6 days ago
Our stay was outstanding. The unit was the perfect solution for our trip plans. We would absolutely stay there again or at any of our host’s other properties.
Superhost
Flat in Shadyside
4.76 out of 5 average rating, 548 reviews

Quaint cozy Shadyside One Bedroom

DawnRating, 5 stars3 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, 223 reviews

MINIMALIST + MODERN 2BR in trendy PGH enclave

TylerRating, 5 stars5 days ago
Great place to spend a weekend in Pittsburgh for my wife and I. Would recommend to anyone that is looking for a place to recoup on a multi day trip!

Apartment rentals with a hot tub

Guest favourite
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
Guest favourite
Flat in West Homestead
4.92 out of 5 average rating, 51 reviews

Romantic Jacuzzi suite

HarleeRating, 5 stars1 week 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..
Guest favourite
Flat in Downtown Pittsburgh
4.91 out of 5 average rating, 32 reviews

Sleek 2BR Downtown Retreat with Gym

ChristopherRating, 5 stars1 week 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.
Guest favourite
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!
Flat in South Side Flats
4.58 out of 5 average rating, 185 reviews

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

LeahRating, 5 stars2 days ago
I picked this place for an overnight meet up to celebrate my best friend's birthday. It was perfect for what we needed- space for us to relax and visit at the end of a busy day. We enjoyed the view of the city from the large windows and the two balconies, and our children enjoyed swimming in the onsite pool. We parked in the attached parking garage for around $15.
Top guest favourite
Flat in Downtown Pittsburgh
5 out of 5 average rating, 29 reviews

Spacious Downtown 2BR City Views

AndreaRating, 5 stars6 days ago
The apartment was as described and in a convenient location close to several nice restaurants. The hosts were extremely responsive and made sure we had everything we needed. Would recommend!
Superhost
Flat in Millvale
4.6 out of 5 average rating, 5 reviews

Pittsburgh/Millvale Bright & Stylish 4BD w/Parking

DavidRating, 5 stars1 month 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

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