Southwest Pennsylvania Holiday Houses

Southwest Pennsylvania Holiday Homes
Pennsylvania
United States of America
Holiday Homes
Expedia.co.nz

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A cityscape with a river, bridges, and a red trolley.

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Our top choices for Southwest Pennsylvania holiday homes

A modern living room with a sectional sofa, a round coffee table, and decorative wall art.

A porch with a wicker chair and a table, a white door, and a window with a 'Welcome' sign.

A bedroom with a bed, a grey sofa, a nightstand, a lamp, and a ceiling fan.

1. The Upper Room

The Upper Room

McKeesport

9.6 out of 10, Exceptional, (13 reviews)

9.6/10

Exceptional

(13 reviews)

"Great place and an awesome host!"

John B.

The price is NZ$335

NZ$335

includes taxes & fees

31 Aug - 1 Sept

The Upper Room

A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

A bedroom with a bed, a door to another room, and a hallway leading to a staircase.

A kitchen with dark blue cabinets, a black refrigerator, a stove, and a dining table with chairs.

A patio area with a bench, two planters, and a small statue.

2. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow

North Side

9.6 out of 10, Exceptional, (72 reviews)

9.6/10

Exceptional

(72 reviews)

"Great location. Would stay again. "

Yukiko M.

The price is NZ$316

NZ$316

includes taxes & fees

31 Aug - 1 Sept

Explore Pittsburgh from a Modern, Hip Bungalow

A modern living room with a sectional sofa, a coffee table with a plant, a floor lamp, and a geometric rug. There are two chairs and a small table in the background.

A bedroom with a large bed, two bedside tables with lamps, a wall-mounted artwork, and a window with blinds.

A modern living room with a grey sofa, a yellow throw blanket, a black and white patterned rug, a large abstract painting, and a staircase leading to another level.

A modern bathroom with a shower, a teal chair, and artwork on the walls.

3. M&J - Emlin 513 St.

M&J - Emlin 513 St.

North Side

9.8 out of 10, Exceptional, (22 reviews)

9.8/10

Exceptional

(22 reviews)

"Great location / neighborhood and the host was very easy to work with and responsive "

Gerrit v.

The price is NZ$387

NZ$387

includes taxes & fees

8 Sept - 9 Sept

M&J - Emlin 513 St.

A cityscape with a river, a bridge, and a pedestrian walkway.

A kitchen with wooden cabinets, a microwave, a stove, a dishwasher, and a toaster.

A living room with a sectional sofa, a dining table with chairs, a kitchen area, and a large cityscape painting on the wall.

A yellow building with a sign reading 'Monongahela Incline 1870'.

4. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington

Mount Washington

9.8 out of 10, Exceptional, (95 reviews)

9.8/10

Exceptional

(95 reviews)

"Great place! Short walk to cool areas "

David M.

The price is NZ$352

NZ$352

includes taxes & fees

7 Sept - 8 Sept

Urban Retreat with Garage on Mt. Washington

A living room with a fireplace, a sofa, a coffee table, and two paintings on the wall.

A bedroom with a bed, two chairs, a wooden wardrobe, floral curtains, and a painting on the wall.

A living room with a fireplace, a sofa, a coffee table, and a painting on the wall.

A kitchen with white cabinets, a stove, a microwave, a dishwasher, and a sink.

5. Eclectic Historic Sunny Vista Home with City Views, Northshore

Eclectic Historic Sunny Vista Home with City Views, Northshore

North Side

9.6 out of 10, Exceptional, (41 reviews)

9.6/10

Exceptional

(41 reviews)

"Awesome place to stay. Clean and comfortable. Lisa was great. Easy access to public transportation downtown. We will be back again. Highly recommend this place."

William G.

The price is NZ$337

NZ$337

includes taxes & fees

1 Sept - 2 Sept

Eclectic Historic Sunny Vista Home with City Views, Northshore

A compact kitchen with a dining table set for four, a refrigerator, a microwave, and a ceiling fan.

A living room with a dark grey sofa, a wooden coffee table, and a patterned rug. There are two wall-mounted artworks, a window with white curtains, and a door with a decorative glass panel.

A wooden staircase with yellow edges and lights at the top and bottom.

6. The Light Room

The Light Room

McKeesport

8.4 out of 10, Very good, (17 reviews)

8.4/10

Very good

(17 reviews)

"Loved it here "

Ciara S.

The price is NZ$325

NZ$325

includes taxes & fees

31 Aug - 1 Sept

The Light Room

A modern kitchen with white cabinetry, a central island, and a dining area with a clear table.

A room with two pink chairs, a small table, a window with blinds, a decorative wall piece, and a brick wall.

A modern living room with a grey sofa, pink chairs, a glass coffee table, and a patterned rug.

A bedroom with a large bed, a nightstand, a wall-mounted artwork, and a door leading to another room.

7. Free Parking★Walk Everywhere!★2 Private bathrooms!

Free Parking★Walk Everywhere!★2 Private bathrooms!

North Side

9.8 out of 10, Exceptional, (43 reviews)

9.8/10

Exceptional

(43 reviews)

"Had everything we needed for a lovely stay. Close to stuff to do and eat. Very clean and overall a great experience."

mark d.

The price is NZ$380

NZ$380

includes taxes & fees

1 Sept - 2 Sept

Free Parking★Walk Everywhere!★2 Private bathrooms!

A neatly made bed with a white comforter and a yellow throw blanket, a wooden headboard with intricate carvings, and a bookshelf filled with books.

A wicker chair with red cushions and a patterned pillow on a wooden deck with a woven rug.

A cozy room with a brick wall, wooden beams, and a window with sheer curtains. There are two wicker sofas and a small table.

A kitchen with wooden countertops, a drawer organizer with utensils, and a stainless steel refrigerator.

8. Beautiful Strip District Studio w/ Outdoor Loggia

Beautiful Strip District Studio w/ Outdoor Loggia

Strip District

9.6 out of 10, Exceptional, (48 reviews)

9.6/10

Exceptional

(48 reviews)

"Everything was neat and clean, with exceptional attention to detail. The furnishings were charming, complementing the property and the neighborhood. Free designated parking was a big plus! The host did an outstanding job foreseeing our comfort and needs."

Randy T.

The price is NZ$312

NZ$312

includes taxes & fees

31 Aug - 1 Sept

Beautiful Strip District Studio w/ Outdoor Loggia

A modern living room with a dining table, leather chairs, and a black refrigerator.

A modern kitchen with a black refrigerator, a round dining table with two chairs, and a hanging light fixture.

A modern bedroom with a large bed, a flat-screen TV mounted on the wall, and a window with curtains.

A two-story house with a covered porch, a wooden staircase, and a front door.

9. ★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!

★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!

Upper Hill

9.6 out of 10, Exceptional, (22 reviews)

9.6/10

Exceptional

(22 reviews)

"Easy check in. Very cute house with everything a small group needs for a quick stay. Comfortable beds, TVs and plenty of space to retreat after a long day. Highly recommend!"

Ginny S.

The price is NZ$477

NZ$477

includes taxes & fees

2 Sept - 3 Sept

★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!

A compact kitchen with a white door, grey cabinets, a sink, and a wooden countertop.

A kitchen with a stove, oven, and coffee maker, a dining table with benches, and a framed artwork on the wall.

A dining area with a round table, chairs, and a ceiling fan.

A two-story building with a yellow and blue facade, featuring a covered porch with a sign reading "1061".

10. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks

North Side

9.8 out of 10, Exceptional, (70 reviews)

9.8/10

Exceptional

(70 reviews)

"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "

Jennifer B.

The price is NZ$325

NZ$325

includes taxes & fees

1 Sept - 2 Sept

Cozy escape close to downtown, stadiums & parks

A modern kitchen with wooden accents, a dining area with a table and chairs, and a gray sofa with patterned cushions.

A modern kitchen with wooden paneling, a glass shower enclosure, and a microwave.

A compact living space with a kitchenette, wooden wall, washing machine, and a dining area with a table and chairs.

A kitchen with a wooden shelf displaying framed artwork, a woven mirror, and a potted plant.

11. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking

Strip District

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"Great location and really nice property."

Tracy H.

The price is NZ$312

NZ$312

includes taxes & fees

8 Sept - 9 Sept

Lovely Strip District loft with free parking

A living room with a fireplace, a television, and a dining area with a table and chairs.

A kitchen with white subway tiles, a coffee maker, and a stack of black coffee mugs.

A modern kitchen with a built-in sink, stainless steel appliances, and a window with a view of a brick building.

A neatly made bed with rolled towels, a decorative lamp, and patterned pillows.

12. 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, (4 reviews)

9.6/10

Exceptional

(4 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. "

Butch K.

The price is NZ$345

NZ$345

includes taxes & fees

21 Sept - 22 Sept

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

A modern living room with a flat-screen TV mounted on the wall, a sofa, a chair, a coffee table, and a lamp.

A modern kitchen with white cabinets, a stainless steel dishwasher, a gas stove, and a window with curtains.

A modern living room with a sofa, two armchairs, a coffee table, a TV, and a fireplace.

A dining area with a round table, chairs, a vase with plants, a colorful abstract painting, a cabinet with shelves, and a hanging light fixture.

13. Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

Brookline

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"Stylish and quaint! Would recommend to anyone visiting the area."

Huy N.

The price is NZ$643

NZ$643

includes taxes & fees

21 Sept - 22 Sept

Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

A bathroom with a wooden vanity, a large mirror, a copper basin, and a brick wall.

A dining area with a brick fireplace, a spiral staircase, and a bookshelf with various items.

A modern living room with a sofa, coffee table, and chairs. There is a brick wall, a fireplace, and a kitchen area in the background.

14. 1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh

North Side

10.0 out of 10, Exceptional, (42 reviews)

10/10

Exceptional

(42 reviews)

The price is NZ$379

NZ$379

includes taxes & fees

7 Sept - 8 Sept

1209 Ocala St Pittsburgh

A modern kitchen with a white brick wall, a flat-screen TV mounted above a wooden shelf, and a bar area with stools.

A modern kitchen with a white countertop, a ceiling fan, and pendant lights.

A modern kitchen with a central island, bar stools, white cabinets, and a brick wall.

A bedroom with a white fireplace, a bed, and a door.

15. 307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!

Lawrenceville

9.4 out of 10, Exceptional, (47 reviews)

9.4/10

Exceptional

(47 reviews)

"Great location and very comfortable beds!"

Cassi D.

The price is NZ$319

NZ$319

includes taxes & fees

7 Sept - 8 Sept

307 37th St · Lawrenceville Row House - Walk to Everything!

A bedroom with a large bed, wooden beams, a nightstand, a chair, and a window with curtains.

A cozy living room with a fireplace, a sofa, a coffee table, and a large plant.

A coffee-themed decor with a coffee sign, shelves with jars of coffee, a coffee maker, and a potted plant.

An outdoor patio with a fire feature, seating, and a small shed in the background.

16. Moody Dream Stay - King + Garage + Netflix

Moody Dream Stay - King + Garage + Netflix

Mount Lebanon

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"We had a great stay. The host was very attentive to our needs. Access was easier than any other house we stayed at. It’s was clean and had everything you need for a short stay. The location was great. Close to the T, restaurants, and groceries. We will definitely book it again for our next visit to Pittsburgh."

Glenn V.

The price is NZ$760

NZ$760

includes taxes & fees

8 Sept - 9 Sept

Moody Dream Stay - King + Garage + Netflix

A living room with a green sofa, a coffee table, and a chair. There is a coat rack and a television on the wall.

A modern kitchen with wooden cabinets, stainless steel appliances, and a green rug.

A living room with a green sofa, a table with 'PGH' letters, a flat-screen TV, and a potted plant.

A table with illuminated letters spelling "WELCOME" and two potted plants.

17. 1210 James St. #1 ★Pro Cleaned

1210 James St. #1 ★Pro Cleaned

North Side

9.8 out of 10, Exceptional, (12 reviews)

9.8/10

Exceptional

(12 reviews)

"House was very clean and comfortable. Was conveniently located and we were able to quickly get to everywhere we needed to go. "

Donna Huntermark L.

The price is NZ$358

NZ$358

includes taxes & fees

3 Sept - 4 Sept

1210 James St. #1 ★Pro Cleaned

A modern living room with a leather sofa, a wooden coffee table, a flat-screen TV, and a staircase with glass railings.

A modern kitchen with a blue door leading to a balcony, a dining area with two chairs and a table set for two, and a brick wall with a framed artwork.

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

A red brick row house with white-framed windows and doors, numbered 3037 and 3035.

18. Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Strip District

9.8 out of 10, Exceptional, (42 reviews)

9.8/10

Exceptional

(42 reviews)

"Great stay"

Jon V.

The price is NZ$408

NZ$408

includes taxes & fees

31 Aug - 1 Sept

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

A modern apartment with a kitchenette, a dining area, and a bedroom.

A modern kitchen with a built-in oven, a dining area with a white table and chairs, and a cozy seating area with a sofa and ottoman.

A modern kitchen with a flat-screen TV, a dining area with a white table, and a living room with a sofa and decorative pillows.

19. Not so tiny house with full kitchen & patio swing

Not so tiny house with full kitchen & patio swing

Garfield

9.6 out of 10, Exceptional, (71 reviews)

9.6/10

Exceptional

(71 reviews)

"Great little house. Easy to park. "

Anna B.

The price is NZ$312

NZ$312

includes taxes & fees

31 Aug - 1 Sept

Not so tiny house with full kitchen & patio swing

A living room with a fireplace, two armchairs, a sofa, and a patterned rug.

A dining area with a wooden table and four chairs, a potted plant, and a framed picture on the wall.

A kitchen with a white stove, a sink, and cabinets.

A hallway with a blue door, a welcome sign, a bench with a patterned cushion, and a kitchen area in the background.

20. Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay

Carrick

9.4 out of 10, Exceptional, (32 reviews)

9.4/10

Exceptional

(32 reviews)

"we pretty much just traveled from appointments back to the house. but we were very well pleased with our accommodations"

Kay K.

The price is NZ$504

NZ$504

includes taxes & fees

27 Sept - 28 Sept

Relax & Feel At Home During Your Pittsburgh Stay

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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