South Side Holiday Rentals, Pittsburgh: Private House Rentals

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

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Our top choices for South Side hotels

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

A hotel room with two beds, a desk, and a chair.

An indoor swimming pool with clear glass walls, a blue chair, and a small round table in the center.

A modern dining area with high tables and chairs, large windows, and artwork on the walls.

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

South Side Flats

Gustavo

2.256.084 ₫

2.571.936 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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

A modern indoor swimming pool with clear glass walls, a blue-tiled edge, and a view of trees and buildings outside.

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

A multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.

2. HYATT house Pittsburgh-South Side

South Side Flats

Sharon

3.285.744 ₫

3.745.747 ₫ total

includes taxes & fees

2 Nov - 3 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.

A multi-story hotel with a brick facade and a flat roof.

A hotel reception area with a blue-lit counter, hanging pendant lights, and a refrigerator stocked with beverages.

A well-organized snack and beverage area with shelves stocked with various snacks and a refrigerated section labeled 'market'.

3. SpringHill Suites by Marriott Pittsburgh Southside Works

South Side Flats

Kevin

2.709.316 ₫

3.088.620 ₫ 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.

A room with a bed, a chair, a table, a lamp, and a fireplace.

A brick building with a wooden door labeled "Southside Traveler's Rest."

A room with a sofa, a bed, a framed painting, a lamp, and a window with curtains.

4. Traveler's Rest Hotel

South Side Flats

Amber

2.683.983 ₫

3.059.741 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with large windows, a modern ceiling design, and a variety of seating options.

A modern kitchen with a bar area, bar stools, and a high ceiling with exposed beams.

A modern kitchen with a bar area, wooden stools, and a cityscape view.

An outdoor seating area with wicker furniture, a table, and a view of the city skyline including a tall building labeled "UPMC".

5. Cambria Hotel Pittsburgh - Downtown

Downtown Pittsburgh

Kelli

3.134.660 ₫

3.573.512 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A wall with a metal panel and a sign that reads "ETIZA".

A gym with treadmills, weight machines, and a mirror wall.

A modern hotel building with a prominent sign for 'Hotel Sindigo'.

A conference room with long tables and chairs, each with a shield emblem, a blackboard, and a decorative cabinet.

6. Hotel Indigo Pittsburgh University-Oakland by IHG

Oakland

Melinda

3.156.384 ₫

3.598.278 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.

A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.

A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.

A spacious lobby with a red carpet, ornate ceiling, and a staircase leading to upper floors.

7. Omni William Penn Hotel

Downtown Pittsburgh

FRANK

4.771.488 ₫

5.439.497 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A Marriott hotel with a modern glass facade, surrounded by other buildings and a historic building in the background.

A hotel reception area with a modern design, featuring a reception desk with illuminated panels, a seating area with a bench and chairs, and a large wall with a geometric art piece.

A bar area with a long counter, multiple shelves of liquor bottles, and bar stools.

A hotel lobby with a fireplace, sofas, patterned chairs, and a chandelier.

8. Pittsburgh Marriott City Center

Downtown Pittsburgh

shawn

3.725.132 ₫

4.246.651 ₫ total

includes taxes & fees

5 Nov - 6 Nov

The exterior of the Hilton Garden Inn with a prominent illuminated sign, a large entrance with glass doors, and an American flag displayed outside.

A banquet hall with round tables set for dining, each with a white tablecloth, black chairs, and clear glassware.

A hotel room with a bed, a TV, a desk, and a chair.

A spacious lobby with a staircase, a fireplace, and multiple seating areas.

9. Hilton Garden Inn Pittsburgh University Place

Central Oakland

Olivia

3.284.288 ₫

3.744.088 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a large bed, a TV, a chair, a desk, and a view of a river and hills.

A hotel room with two patterned armchairs, a small table, and a view of a bridge and cityscape through large windows.

A hotel lobby with a reception desk, potted plants, and a staircase leading to an upper floor.

An indoor swimming pool with clear glass walls, a tiled floor, and multiple lounge chairs.

10. Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

Mark

3.207.010 ₫

3.655.991 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern bar area with a central island, seating around it, and a view of the cityscape through large windows.

A terrace with round tables and Adirondack chairs, overlooking a river with a bridge and city buildings in the background.

A spacious lobby with a high ceiling, modern reception desk, seating area, and large windows allowing natural light.

A modern bar area with high ceilings, a long counter with stools, and a view of the outside through large windows.

11. Sheraton Pittsburgh Hotel at Station Square

South Shore

Damon

4.398.240 ₫

5.013.993 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.

An outdoor patio area with wicker furniture and a view of city buildings.

A spacious hotel lobby with multiple dining tables and booths, a large cityscape mural on the wall, and a high ceiling with decorative moldings.

An indoor swimming pool with clear blue water, lounge chairs, and a sunlit ceiling.

12. Drury Plaza Hotel Pittsburgh Downtown

Downtown Pittsburgh

Kathryn Marie

3.319.037 ₫

3.783.702 ₫ total

includes taxes & fees

2 Nov - 3 Nov

The entrance of the Hotel Monaco with a grand facade, a receptionist at the entrance, and a statue of a dog on the right.

A lobby with a yellow sofa, a chandelier, and birdcage decorations.

A rooftop terrace with round tables and chairs, string lights, and a city view.

A restaurant interior with wooden paneling, a map on the wall, and diners seated at tables.

13. Kimpton Hotel Monaco Pittsburgh by IHG

Downtown Pittsburgh

Dana

5.341.992 ₫

6.089.871 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A hotel entrance with a sign reading "Courtyard by Marriott."

A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and a fireplace.

A modern outdoor seating area with wicker furniture, a wooden floor, and a large map mural on the building wall.

A hotel room with a large bed, a desk, a chair, a TV, and a window with a city view.

14. Courtyard by Marriott Pittsburgh Downtown

Downtown Pittsburgh

Brandi

3.725.132 ₫

4.246.651 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with a central island, bar stools, and a stainless steel refrigerator.

A modern hotel lobby with a large reception desk, two symmetrical seating areas, and a central decorative wall.

A modern hotel room with a large bed, a desk with a computer, a TV, and a dining area in the background.

A rooftop lounge with a modern design, featuring a large bed, seating area, and a view of a tall building in the background.

15. Etage Executive Living

Downtown Pittsburgh

Kristy

4.123.188 ₫

4.700.434 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A hotel room with a sofa, a television, a desk, and a bed.

16. Embassy Suites By Hilton Pittsburgh Downtown

Downtown Pittsburgh

JOSHUA

4.009.643 ₫

4.570.993 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A multi-story hotel with a brick facade, large windows, and a flagpole with an American flag.

A reception area with a modern design, a welcome sign, a reception desk, and a coffee station.

A modern kitchen area with a buffet setup, including a counter with food containers and a chalkboard menu.

A swimming pool with chairs and a view of a red brick building.

17. Hampton Inn & Suites Pittsburgh-Downtown

Downtown Pittsburgh

Nancy

3.593.657 ₫

4.096.769 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with modern furniture, large windows, and an exit sign.

A corner market with refrigerated beverage dispensers and snack shelves.

A modern outdoor seating area with wicker furniture and yellow cushions, overlooking a river and a bridge.

A modern hotel lobby with a reception desk, seating area, and a view of the cityscape.

18. Fairfield Inn & Suites by Marriott Pittsburgh Downtown

Downtown Pittsburgh

Alex Michael

3.392.595 ₫

3.867.558 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a central reception desk, seating area, and modern decor.

A bar area with a marble countertop, shelves of liquor bottles, and a TV screen.

A restaurant with a wine wall, seating, and a neon sign.

A spacious conference room with multiple tables and chairs, large wooden flooring, and unique circular ceiling chandeliers.

19. Hilton Garden Inn Pittsburgh Downtown

Downtown Pittsburgh

Zachary

3.806.299 ₫

4.339.181 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A bar area with a wooden backdrop, a glass display case with bottles, and four black bar stools.

A modern hotel lobby with a coffee machine, snack shelves, and a refrigerator.

A spacious lobby with a central staircase, wooden reception desks, and a seating area.

A covered outdoor seating area with tables and chairs, potted plants, and a view of a building in the background.

20. Courtyard by Marriott Pittsburgh University Center

Oakland

abby

3.585.342 ₫

4.087.290 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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Stay near popular South Side attractions

Rex Theater

6.0/10 (1 review)

You can make plans for a show at Rex Theater during your trip to Pittsburgh. Visit the shops and top-notch restaurants in this family-friendly area.

See properties

Learn more about South Side

Stroll along East Carson Street, where vibrant murals and eclectic shops showcase the neighborhood's artistic spirit. Catch a show at the historic Rex Theatre or savour Pittsburgh's famous 'fries on sandwiches' at Primanti Bros.

See all hotels in South Side

Large stainless steel brewing tanks with logos and text, set against a building with arched windows and a brick facade.

Top South Side Hotel Reviews

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

10/10 Excellent

"Very nice"

Placemakr Downtown Pittsburgh at The Pennsylvanian

8/10 Good

"Clean room, good location."

Wyndham Grand Pittsburgh Downtown

8/10 Good

"The staff at the hotel were excellent. The front desk went above and beyond and made our stay truly memorable."

DoubleTree by Hilton Pittsburgh - Green Tree

10/10 Excellent

"clean room … nice staff breakfast was ok"

The Maverick by Kasa

10/10 Excellent

"The area was very cozy, quiet, and welcoming."

TRYP by Wyndham Pittsburgh/Lawrenceville

8/10 Good

"Only parking is Valet:(. Otherwise your on your own to find street parking."

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

10/10 Excellent

"Just good people,price was reasonable , convenient area and neighborhood was good not to far of a ride to down town and stadiums area will stay here again next travel trip to Pittsburgh"

More cheap stays in South Side

Pittsburgh Airport Inn and Suites

8514 University Boulevard Coraopolis PA

2.048.624 ₫

2.335.430 ₫ total

5 Nov - 6 Nov

includes taxes & fees

8.4/10 Very good! (1,015 reviews)

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

875 Greentree Road Pittsburgh PA

2.256.084 ₫

2.571.935 ₫ total

10 Nov - 11 Nov

includes taxes & fees

8.6/10 Excellent! (1,193 reviews)

Wingate by Wyndham Cranberry

210 Executive Dr Cranberry Township PA

2.397.041 ₫

2.660.715 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.8/10 Excellent! (1,589 reviews)

Hampton Inn Pittsburgh/Monroeville

3000 Mosside Blvd Monroeville PA

2.667.106 ₫

3.040.502 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (1,078 reviews)

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

3.286.881 ₫

3.747.044 ₫ total

8 Nov - 9 Nov

includes taxes & fees

9.4/10 Exceptional! (2,431 reviews)

Hampton Inn & Suites Pittsburgh-Downtown

1247 Smallman St Pittsburgh PA

3.593.657 ₫

4.096.769 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Hotels in South Side with star rating

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Find hotels in South Side, PA from 2.335.430 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for South Side hotels

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

2. HYATT house Pittsburgh-South Side

3. SpringHill Suites by Marriott Pittsburgh Southside Works

4. Traveler's Rest Hotel

5. Cambria Hotel Pittsburgh - Downtown

6. Hotel Indigo Pittsburgh University-Oakland by IHG

7. Omni William Penn Hotel

8. Pittsburgh Marriott City Center

9. Hilton Garden Inn Pittsburgh University Place

10. Wyndham Grand Pittsburgh Downtown

11. Sheraton Pittsburgh Hotel at Station Square

12. Drury Plaza Hotel Pittsburgh Downtown

13. Kimpton Hotel Monaco Pittsburgh by IHG

14. Courtyard by Marriott Pittsburgh Downtown

15. Etage Executive Living

16. Embassy Suites By Hilton Pittsburgh Downtown

17. Hampton Inn & Suites Pittsburgh-Downtown

18. Fairfield Inn & Suites by Marriott Pittsburgh Downtown

19. Hilton Garden Inn Pittsburgh Downtown

20. Courtyard by Marriott Pittsburgh University Center

Stay near popular South Side attractions

Rex Theater

Learn more about South Side

Top South Side Hotel Reviews

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

Placemakr Downtown Pittsburgh at The Pennsylvanian

Wyndham Grand Pittsburgh Downtown

DoubleTree by Hilton Pittsburgh - Green Tree

The Maverick by Kasa

TRYP by Wyndham Pittsburgh/Lawrenceville

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

More cheap stays in South Side

Pittsburgh Airport Inn and Suites

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

Wingate by Wyndham Cranberry

Hampton Inn Pittsburgh/Monroeville

The Landing Hotel at Rivers Casino

Hampton Inn & Suites Pittsburgh-Downtown

Hotels in South Side with star rating

Explore a world of travel with Expedia

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