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

Search Guest Houses in South Side from CA $141

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Check prices for these dates

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Oct 16 - Oct 18
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Oct 23 - Oct 25
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Nov 6 - Nov 8
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Dec 4 - Dec 6
No exact matches found, but these alternatives could be just right

Recommended hotels in South Side

A breakfast bar with various food items and a sign that says "Egg-Xactly The Start You Need".

1. Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
2.5 star property
South Side Flats
8.0 out of 10, Very good, (1,015 reviews)
"The staff is very helpful, and breakfast was great"
United States
Gustavo
The price is CA $124
CA $141 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

2. HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
3.0 star property
South Side Flats
8.8 out of 10, Excellent, (1,005 reviews)
"Perfect place to bring dogs with the dog park right out the front door."
United States
Jonathan
The price is CA $181
CA $206 total
includes taxes & fees
Oct 29 - Oct 30
HYATT house Pittsburgh-South Side
A modern dining area with a round table, chairs, and a sofa. There are large windows providing natural light and a view of the outdoors.

3. SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works
3.0 star property
South Side Flats
8.6 out of 10, Excellent, (1,004 reviews)
"Lots to do and great places to eat near by. Good breakfast in the morning. Very pleasant staff"
United States
Kevin
The price is CA $149
CA $170 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites by Marriott Pittsburgh Southside Works
A spacious living room with a wooden ceiling, large windows with curtains, a leather sofa, a dining table, and a kitchen area.

4. Traveler's Rest Hotel

Traveler's Rest Hotel
2.0 star property
South Side Flats
9.6 out of 10, Exceptional, (126 reviews)
"Very clean, owners were very nice and friendly, great place to stay, especially if you are going to watch the Steelers!"
United States
Amber
The price is CA $139
CA $158 total
includes taxes & fees
Nov 2 - Nov 3
Traveler's Rest Hotel
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with wicker chairs and a round table.

5. 2615 Jane Down - Southside

2615 Jane Down - Southside
South Side Flats
8.8 out of 10, Excellent, (5 reviews)
"Very clean modern place in nice neighborhood. Location great for walking. Found a vegan restaurant less than two blocks away. "
United States
Bertha T.
The price is CA $101
CA $274 total
includes taxes & fees
Oct 6 - Oct 7
2615 Jane Down - Southside
A living room with a fireplace, a television, and a dining area with a table and chairs.

6. HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
South Side Flats
9.6 out of 10, Exceptional, (5 reviews)
"The property was outstanding, nicely appointed and quite comfortable. Close to downtown without being IN downtown, thus very well-located for everywhere we needed to be. Service was excellent, our questions were answered promptly and with the right amount of detail. "
United States
Butch K.
The price is CA $140
CA $314 total
includes taxes & fees
Oct 6 - Oct 7
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
A modern living room with a sectional sofa, a dark coffee table, and a world map on the wall.

7. Iron City of South Side Flats Charming 2-bedroom Unit

Iron City of South Side Flats Charming 2-bedroom Unit
South Side Flats
10.0 out of 10, Exceptional, (11 reviews)
"Excellent property. Very convenient having on-site parking. Super clean, cozy, comfortable and well located. Will stay again this upcoming weekend!"
United States
Manuel M.
The price is CA $155
CA $408 total
includes taxes & fees
Oct 6 - Oct 7
Iron City of South Side Flats Charming 2-bedroom Unit
A staircase with white balusters and a beige wall.

8. Steel City of South Side Flats Charming 2-Bedroom Unit

Steel City of South Side Flats Charming 2-Bedroom Unit
South Side Flats
10.0 out of 10, Exceptional, (5 reviews)
"Great location, appreciated off-street gated parking at residence. Unit is updated and clean with lots of modern amenities. Had a great visit, would definitely stay here again."
United States
Heather B.
The price is CA $160
CA $415 total
includes taxes & fees
Oct 6 - Oct 7
Steel City of South Side Flats Charming 2-Bedroom Unit
A dining area with a round table, white chairs, a hanging light fixture, a radiator, and a colorful cityscape painting on the wall.

9. 3-bedroom house in Southside Flats neighborhood of Pittsburgh.

3-bedroom house in Southside Flats neighborhood of Pittsburgh.
South Side Flats
7.0 out of 10, Good, (2 reviews)
"The house was very spacious! Everyone slept comfortably. The house is very conveniently located giving you the ability to access food on Carson as well as the highway."
United States
Kyle S.
The price is CA $172
CA $332 total
includes taxes & fees
Oct 6 - Oct 7
3-bedroom house in Southside Flats neighborhood of Pittsburgh.
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

10. Carey Way Quarters – Modern 2BR Near Carson Street

Carey Way Quarters – Modern 2BR Near Carson Street
South Side Flats
9.0 out of 10, Wonderful, (14 reviews)
"Great location and property"
United States
Corey E.
The price is CA $185
CA $336 total
includes taxes & fees
Oct 11 - Oct 12
Carey Way Quarters – Modern 2BR Near Carson Street
An outdoor dining area with a wooden table and black chairs, surrounded by string lights and a white pergola.

11. Pittsburgh Pennsylvania house

Pittsburgh Pennsylvania house
South Side Flats
6.0 out of 10, (2 reviews)
"Great 3 bed, 1 bathroom place to stay in Southside Pittsburgh. One block walk to E Carson St. Be sure to bring your own bath towels and soap."
United States
Adrian C.
The price is CA $133
CA $359 total
includes taxes & fees
Nov 3 - Nov 4
Pittsburgh Pennsylvania house
An outdoor deck with a fire feature, seating, and a view of the city at night.

12. City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
9.8 out of 10, Exceptional, (9 reviews)
"House was perfect for our small gathering of family and friends. We lived out on the decks where the view is spectacular. Host could not have been better. Thanks for a perfect stay!"
United States
Glen C.
The price is CA $175
CA $586 total
includes taxes & fees
Oct 6 - Oct 7
City Skyline - Outside decks - Contemporary
A living room with a green sofa, a glass coffee table, a TV mounted on the wall, and a sliding barn door.

13. Cozy Centralized 3bd 2bath House w/ Free Parking

Cozy Centralized 3bd 2bath House w/ Free Parking
South Side Flats
7.0 out of 10, Good, (2 reviews)
"We had a wonderful stay and would absolutely book this property again. The home was clean, comfortable, and exactly as described, with everything we needed for a relaxing trip. The host was responsive, helpful, and made the whole experience easy from start to finish. Great location, thoughtful touches, and a smooth check-in/check-out process made this a fantastic stay. Highly recommend!"
United States
Mark W.
The price is CA $179
CA $634 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Centralized 3bd 2bath House w/ Free Parking
A modern kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a black countertop.

14. Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place perfect for my needs."
United States
John
The price is CA $143
CA $411 total
includes taxes & fees
Oct 6 - Oct 7
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
A kitchen with wooden cabinets, a dining table with a floral tablecloth, and a glass of wine.

15. Carey Way Quarters – Stylish 3-Bedroom Loft!

Carey Way Quarters – Stylish 3-Bedroom Loft!
South Side Flats
9.0 out of 10, Wonderful, (4 reviews)
"Our stay was as advertised!Thanks"
Canada
Kirk h.
The price is CA $235
CA $435 total
includes taxes & fees
Oct 11 - Oct 12
Carey Way Quarters – Stylish 3-Bedroom Loft!
A city skyline with a view of various buildings, including a prominent UPMC building.

16. Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
South Side Slopes
10.0 out of 10, Exceptional, (6 reviews)
"Great stay! Rooms were comfortable and very clean. "
United States
Anonymous traveller
The price is CA $194
CA $523 total
includes taxes & fees
Oct 6 - Oct 7
Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views
A neatly made bed with a unique towel arrangement, a headboard, and a decorative wall piece.

17. *Historic Gem* Heart of Southside-Sleeps 10

*Historic Gem* Heart of Southside-Sleeps 10
South Side Flats
9.0 out of 10, Wonderful, (32 reviews)
"The place exceeded my wildest expectations. I would highly recommend this hidden gem to anyone looking to stay on the South side"
United States
hans e.
The price is CA $251
CA $460 total
includes taxes & fees
Oct 14 - Oct 15
*Historic Gem* Heart of Southside-Sleeps 10
A row of brick townhouses with front porches, a small garden, and a visible mailbox.

18. Central 5BD Getaway - Spacious Home w/ BBQ

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (12 reviews)
"Stayed for a guys weekend with the family, everybody was very happy with the accommodations and the proximity to restaurants and such. Phil and Dotty were two of the most gracious responsive hosts I’ve ever had the pleasure of dealing with. Would def rent again if back in Pittsburgh"
United States
Sean O.
The price is CA $280
CA $714 total
includes taxes & fees
Oct 6 - Oct 7
Central 5BD Getaway - Spacious Home w/ BBQ
A backyard with a fire pit, a white chair, a colorful wall, and a wooden fence.

19. Pittsburgh House with Hot Tub, Patio & Free Parking!

Pittsburgh House with Hot Tub, Patio & Free Parking!
South Side Flats
10.0 out of 10, Exceptional, (8 reviews)
"Perfect vibes for a small girls trip. Great location. Such a fun place, thanks for the small details!"
United States
Sara P.
The price is CA $688
CA $1,065 total
includes taxes & fees
Oct 11 - Oct 12
Pittsburgh House with Hot Tub, Patio & Free Parking!
A wooden deck with potted plants and a hanging fern.

20. Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
South Side Flats
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic property. Intriguing history. Great location."
United States
Kevin M.
The price is CA $533
CA $966 total
includes taxes & fees
Oct 14 - Oct 15
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
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

8/10 Good
"I had a great experience at this hotel and would definitely stay here again. The hotel was very clean, and the staff were friendly, helpful, and welcoming throughout my stay. The valet staff were also great and provided excellent service. The room was a good size, very clean, and comfortable. The bed was extremely comfortable, which made for a great night’s sleep. The breakfast and dinner offerings were both very good, and I also enjoyed the drinks at the bar. Overall, the food, service, and atmosphere added to a very positive experience. My only suggestion would be to upgrade the TVs in the guest rooms. The TV was a little small compared to what I’ve experienced at other hotels of this stature. Upgrading the rooms to at least 65-inch TVs would be a nice improvement and better complement the quality and comfort of the rooms. Overall, this was a great hotel with excellent service, comfortable accommodations, and good food and drinks. I truly enjoyed my stay and would absolutely stay here again."
jermayne 1-night trip
Posted 1 hour ago
Drury Plaza Hotel Pittsburgh Downtown

Find out more about South Side

South Side Guest Houses information

Number of reviews
236
Accommodation
3 Guest Houses
Lowest Price
CA $141
Highest Price
CA $1,065

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