A park with autumn trees, a bridge, and a building labeled UPMC in the background.

South Side Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for South Side vacation rentals

Exterior

1. Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (245 reviews)
"Great stay"
United States
Marci
$183 nightly
The price is $209
Sep 17 - Sep 18
Total with taxes and fees
Placemakr Downtown Pittsburgh at The Pennsylvanian
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette

2. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (49 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
$175 nightly
The price is $199
Sep 20 - Sep 21
Total with taxes and fees
Melwood Suites Unit 107 Studio
Front of property

3. Stay Pittsburgh

Stay Pittsburgh
2.0 star property
Downtown Pittsburgh
8.0 out of 10, Very good, (329 reviews)
"Easy to access the down town tour and public parking garage near by"
United States
Krishna
$123 nightly
The price is $141
Sep 21 - Sep 22
Total with taxes and fees
Stay Pittsburgh
Apartment (1 Bedroom) | Interior

4. 1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh

1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
3.5 star property
Crawford-Roberts
8.0 out of 10, Very good, (1 review)
"The apartment itself was very clean, spacious and modern. No complaints. The outside of the building was a bit rough with trash all around and the neighborhood was a bit sketchy. The “included parking” is street parking - so that “perk” felt a little misleading, but my car was still there when I woke up lol. The only issue was the air condition - it worked great, but anytime it was on you could hear something flapping around in the exposed ventilation system which was quite loud. Otherwise good....
United States
Mende
$267 nightly
The price is $304
Oct 4 - Oct 5
Total with taxes and fees
1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
Front of property

5. 424 Gold Way-Apt. 302

424 Gold Way-Apt. 302
3.5 star property
Oakland
9.8 out of 10, Exceptional, (24 reviews)
"Great location. Unit is spacious. Will stay there for our next visit!"
United States
Kai
$204 nightly
The price is $233
Sep 17 - Sep 18
Total with taxes and fees
424 Gold Way-Apt. 302
Front of property

6. 424 Gold Way-Apt 402, 2 Bed/1Bath

424 Gold Way-Apt 402, 2 Bed/1Bath
3.5 star property
Oakland
9.0 out of 10, Wonderful, (12 reviews)
"Good for staying near Pitt and Carnegie. This accommodates inviting people over as well"
United States
Corinna
$190 nightly
The price is $217
Sep 17 - Sep 18
Total with taxes and fees
424 Gold Way-Apt 402, 2 Bed/1Bath
Banquet hall

7. Abode Pittsburgh - Downtown Convention Center

Abode Pittsburgh - Downtown Convention Center
3.5 star property
Downtown Pittsburgh
7.6 out of 10, Good, (98 reviews)
"Highly recommend stay at Pittsburgh. Walking distance to everything downtown What I liked the most - superb , instant communication with the host. And they are extremely helpful The checkin guide was bang on correct and made it smooth Property itself is very good and easily liveable for a family of upto 4 Thanks team abode for our wonderful stay"
United Kingdom
HEMAL
$171 nightly
The price is $195
Sep 20 - Sep 21
Total with taxes and fees
Abode Pittsburgh - Downtown Convention Center
Apartment 300 | Private kitchen

8. 424 Gold Way- 3Bed/2Bath Apartment

424 Gold Way- 3Bed/2Bath Apartment
3.5 star property
Oakland
9.0 out of 10, Wonderful, (4 reviews)
"The place is VERY nice and accommodated everything i had planned with my family. EVERYTHING was there. Beds were very comfortable and hot water in the showers. The kept in communication all the way up to the day leaving. I had family members who are thinking of using this place for gatherings. The pool table and dart board was a nice touch. "
United States
Randy
$413 nightly
The price is $471
Sep 17 - Sep 18
Total with taxes and fees
424 Gold Way- 3Bed/2Bath Apartment
Exterior

9. 461 Melwood Suites Unit 101 2Bed/2Bath

461 Melwood Suites Unit 101 2Bed/2Bath
3.0 star property
Oakland
9.6 out of 10, Exceptional, (4 reviews)
"Very responsive, easy access, great value."
United States
Justin
$246 nightly
The price is $280
Sep 17 - Sep 18
Total with taxes and fees
461 Melwood Suites Unit 101 2Bed/2Bath
Front of property

10. 424-Apt. 403

424-Apt. 403
3.5 star property
Oakland
9.6 out of 10, Exceptional, (37 reviews)
"Third time here and will come back!"
Singapore
Laurence
$165 nightly
The price is $188
Sep 20 - Sep 21
Total with taxes and fees
424-Apt. 403
Room

11. 461 Melwood Suites Unit 102 Studio

461 Melwood Suites Unit 102 Studio
2.0 star property
Oakland
10.0 out of 10, Exceptional, (2 reviews)
"Property manage me were very responsive. We added one more night close to our stay because we realize our flight was arriving super early, so we reached out, problem solved. Also, we got good recommendations on what’s around the area to eat and local sight seeing places not promoted on the internet. Overall, best customer services all around"
United States
Steve
$297 nightly
The price is $338
Sep 20 - Sep 21
Total with taxes and fees
461 Melwood Suites Unit 102 Studio
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette

12. Melwood Suites Unit 106 Studio

Melwood Suites Unit 106 Studio
2.0 star property
Oakland
9.6 out of 10, Exceptional, (4 reviews)
"Best stay ever! And I’ve been many places. "
United States
Malcolm
$231 nightly
The price is $263
Sep 17 - Sep 18
Total with taxes and fees
Melwood Suites Unit 106 Studio
Deluxe Apartment, 1 Queen Bed, Non Smoking | Living area

13. CozySuites - William

CozySuites - William
4.0 star property
Downtown Pittsburgh
5.8 out of 10, (18 reviews)
"The location is perfect for walking to many great food places in the area"
United States
Michael
$137 nightly
The price is $156
Oct 13 - Oct 14
Total with taxes and fees
CozySuites - William
House (3 Bedrooms) | Interior

14. Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.0 out of 10, Wonderful, (4 reviews)
"Perfect for our needs"
United States
Barbara
$352 nightly
The price is $402
Sep 29 - Sep 30
Total with taxes and fees
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
Front of property

15. 424 Gold Way - Apt. 404 2Bed/1Bath

424 Gold Way - Apt. 404 2Bed/1Bath
3.5 star property
Oakland
9.0 out of 10, Wonderful, (16 reviews)
"The stay was wonderful. The unit was clean and contained all the amenities listed. Communication with the realty team was very easy and they were super responsive. The location is super close to Pitt and Carnegie! We were there for a very long weekend (CMU Graduation). The stay was one less thing we had to stress out about."
United States
CONCEPCION
$190 nightly
The price is $217
Sep 17 - Sep 18
Total with taxes and fees
424 Gold Way - Apt. 404 2Bed/1Bath
Front of property

16. 424-Apt 304

424-Apt 304
3.5 star property
Oakland
9.2 out of 10, Wonderful, (12 reviews)
"Love the location nicely done Will return "
United States
Lamont
$179 nightly
The price is $205
Sep 20 - Sep 21
Total with taxes and fees
424-Apt 304
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette

17. Melwood Suites Unit 104 Studio

Melwood Suites Unit 104 Studio
2.0 star property
Oakland
8.0 out of 10, Very good, (1 review)
$220 nightly
The price is $251
Sep 17 - Sep 18
Total with taxes and fees
Melwood Suites Unit 104 Studio
Front of property

18. 424-Apt. 400

424-Apt. 400
3.5 star property
Oakland
8.0 out of 10, Very good, (8 reviews)
"Really great place to stay for the price. Spacious and airy, with exceptionally comfortable beds and pillows! Easy and free street parking, great location. Excellent stay."
United States
theresa
$262 nightly
The price is $299
Sep 20 - Sep 21
Total with taxes and fees
424-Apt. 400
Front of property

19. 424-Apt. 405

424-Apt. 405
3.5 star property
Oakland
9.4 out of 10, Exceptional, (12 reviews)
"It was perfect!"
United States
Ninway
$178 nightly
The price is $203
Sep 17 - Sep 18
Total with taxes and fees
424-Apt. 405
Exterior

20. 424 Gold Way-Apt. 303

424 Gold Way-Apt. 303
3.5 star property
Oakland
8.6 out of 10, Excellent, (17 reviews)
"I love this place great place to get away and be comfortable "
United States
Damon
$190 nightly
The price is $217
Sep 17 - Sep 18
Total with taxes and fees
424 Gold Way-Apt. 303
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Side Hotel Reviews

Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Very large room....very clean. Hotel was close to event we attended. Would stay there again."
Becky 1-night trip
Posted less than an hour ago
Drury Plaza Hotel Pittsburgh Downtown

Find out more about South Side

Everything you need to know about South Side vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Side vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Side. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Side rentals

At Expedia, we put the best South Side vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Side vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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