South Side Country Houses

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

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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

South Side Flats

Gustavo

HK$743 total

includes taxes & fees

9 Nov - 10 Nov

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.

2. SpringHill Suites by Marriott Pittsburgh Southside Works

South Side Flats

Kevin

HK$937 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

3. HYATT house Pittsburgh-South Side

South Side Flats

Sharon

HK$1,136 total

includes taxes & fees

2 Nov - 3 Nov

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

South Side Flats

HK$926 total

includes taxes & fees

2 Nov - 3 Nov

A compact kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

5. Carey Way Quarters - Explorer's Dream Pad

South Side Flats

HK$1,403 total

includes taxes & fees

7 Nov - 8 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with wicker chairs and a round table.

6. 2615 Jane Down - Southside

South Side Flats

HK$1,755 total

includes taxes & fees

21 Oct - 22 Oct

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

South Side Flats

Manuel M.

HK$2,239 total

includes taxes & fees

13 Oct - 14 Oct

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

South Side Flats

Heather B.

HK$2,279 total

includes taxes & fees

14 Oct - 15 Oct

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.

South Side Flats

Kyle S.

HK$1,939 total

includes taxes & fees

21 Oct - 22 Oct

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

South Side Flats

Corey E.

HK$1,667 total

includes taxes & fees

11 Oct - 12 Oct

An outdoor dining area with a wooden table and black chairs, surrounded by string lights and a white pergola.

11. Pittsburgh Pennsylvania house

South Side Flats

Adrian C.

HK$2,019 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a green sofa, a glass coffee table, a TV mounted on the wall, and a sliding barn door.

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

South Side Flats

Mark W.

HK$3,427 total

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a black countertop.

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

Allentown

John

HK$2,273 total

includes taxes & fees

14 Oct - 15 Oct

An outdoor deck with a fire feature, seating, and a view of the city at night.

14. City Skyline - Outside decks - Contemporary

South Side Slopes

Mary H.

HK$3,456 total

includes taxes & fees

12 Oct - 13 Oct

A neatly made bed with a unique towel arrangement, a headboard, and a decorative wall piece.

15. Historic Gem Heart of Southside-Sleeps 10

South Side Flats

hans e.

HK$2,557 total

includes taxes & fees

14 Oct - 15 Oct

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

South Side Slopes

Anonymous traveller

A wooden deck with potted plants and a hanging fern.

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

South Side Flats

Kevin M.

HK$5,092 total

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with grey cabinets, a stainless steel dishwasher, a microwave, and wooden shelves with decorative items.

18. Industrial Chic Studio-Modern Comfort in the Burgh

South Side Flats

Rich D.

A modern kitchen with white cabinets, stainless steel appliances, and a central island with a basket of decorative items.

19. Clean and comfortable 3BR home in the South Side neighborhood

South Side Slopes

Amanda R.

HK$5,425 total

includes taxes & fees

11 Oct - 12 Oct

A kitchen with wooden cabinets, a dining table with a floral tablecloth, and a glass of wine.

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

South Side Flats

Kirk h.

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Top South Side Hotel Reviews

Omni William Penn Hotel

10/10 Excellent

"All the eateries onsite are wonderful."

Find out more about South Side