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Holiday Homes in Pittsburgh

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Pittsburgh holiday homes

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

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

Free Parking★Walk Everywhere!★2 Private bathrooms!
North Side
9.8 out of 10, Exceptional, (49 reviews)
"Great little place, close to museums and other sites."
United States
Kelly D.
Free Parking★Walk Everywhere!★2 Private bathrooms!
A modern living room with a sofa, two armchairs, a coffee table, and a fireplace.

2. Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking
North Side
9.2 out of 10, Wonderful, (86 reviews)
"Beautiful place to stay"
United States
helena w.
The price is €142
includes taxes & fees
5 Oct - 6 Oct
Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a unique spiral pendant light.

3. Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking

Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking
North Side
9.2 out of 10, Wonderful, (37 reviews)
"Great stay"
United States
Shawn H.
The price is €113
includes taxes & fees
5 Oct - 6 Oct
Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking
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.

4. M&J - Emlin 513 St.

M&J - Emlin 513 St.
North Side
9.8 out of 10, Exceptional, (23 reviews)
"Great location / neighborhood and the host was very easy to work with and responsive "
United States
Gerrit v.
M&J - Emlin 513 St.
A living room with a fireplace, a sofa, a coffee table, and two paintings on the wall.

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)
"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."
United States
William G.
The price is €183
includes taxes & fees
5 Oct - 6 Oct
Eclectic Historic Sunny Vista Home with City Views, Northshore
A modern kitchen with white cabinets, a granite countertop, and a dining area with a wooden table and chairs.

6. Cozy Row House Quiet Designer Heaven Central

Cozy Row House Quiet Designer Heaven Central
North Side
9.2 out of 10, Wonderful, (7 reviews)
"Yes!!! it was a great stay "
United States
Naraya G.
Cozy Row House Quiet Designer Heaven Central
A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

7. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (74 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is €170
includes taxes & fees
8 Oct - 9 Oct
Explore Pittsburgh from a Modern, Hip Bungalow
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

8. 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, (73 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is €171
includes taxes & fees
5 Oct - 6 Oct
Not so tiny house with full kitchen & patio swing
A living room with a fireplace, a television, and a dining area with a table and chairs.

9. 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.
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
A compact kitchen with a white door, grey cabinets, a sink, and a wooden countertop.

10. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (72 reviews)
"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "
United States
Jennifer B.
The price is €176
includes taxes & fees
5 Oct - 6 Oct
Cozy escape close to downtown, stadiums & parks
A cityscape with a river, a bridge, and a pedestrian walkway.

11. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (96 reviews)
"Great place! Short walk to cool areas "
United States
David M.
The price is €195
includes taxes & fees
12 Oct - 13 Oct
Urban Retreat with Garage on Mt. Washington
A modern kitchen with wooden accents, a dining area with a table and chairs, and a gray sofa with patterned cushions.

12. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (42 reviews)
"Great location and really nice property."
United States
Tracy H.
Lovely Strip District loft with free parking
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

13. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
9.8 out of 10, Exceptional, (34 reviews)
"Perfect place for a quick stopover to visit the University of Pittsburgh. "
United States
Shana O.
The price is €163
includes taxes & fees
5 Oct - 6 Oct
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
A modern kitchen with a white brick wall, a flat-screen TV mounted above a wooden shelf, and a bar area with stools.

14. 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, (49 reviews)
"Great location and very comfortable beds!"
United States
Cassi D.
The price is €162
includes taxes & fees
5 Oct - 6 Oct
307 37th St · Lawrenceville Row House - Walk to Everything!
Architectural staircase leading to bright, open living spaces

15. ★ HostWise Stays ★ Spacious Stay in Prime Location | Theater & Patio

★ HostWise Stays ★ Spacious Stay in Prime Location | Theater & Patio
North Side
9.8 out of 10, Exceptional, (28 reviews)
"Clean and comfortable accommodations, excellent location !we will definitely be back!"
United States
Melanie F.
★ HostWise Stays ★ Spacious Stay in Prime Location | Theater & Patio
A kitchen with white cabinets, a marble countertop, and a chalkboard wall with various writings and drawings.

16. M&J - 823 James St.

M&J - 823 James St.
North Side
10.0 out of 10, Exceptional, (11 reviews)
"A few coworkers and I stayed here to attend a work conference; it was the perfect home away from home. "
United States
Ashley M.
The price is €211
includes taxes & fees
27 Oct - 28 Oct
M&J - 823 James St.
A modern living room with a fireplace, a green sofa, a wooden coffee table, and a dining area with a wooden table and chairs.

17. Strip District Studio-Free Parking-Natural Light

Strip District Studio-Free Parking-Natural Light
Strip District
9.2 out of 10, Wonderful, (33 reviews)
"We had a great stay - it was a beautiful place and convenient location. It could get somewhat noisy, but we did not have any trouble sleeping through the night. Would stay again for another Pittsburgh trip!"
United States
Martene B.
Strip District Studio-Free Parking-Natural Light
A modern kitchen with dark wooden cabinets, a central island with bar stools, a stainless steel refrigerator, and a pendant light above the island.

18. ★ HostWise Stays ★ Retro-vibes home, just minutes from stadiums!

★ HostWise Stays ★ Retro-vibes home, just minutes from stadiums!
North Side
10.0 out of 10, Exceptional, (11 reviews)
"Clean location. Nice and stocked. Had everything we needed. Beds were nice, kitchen great size and living room. Liked being able to sit on the porch and watch folks walk by."
United States
Derrick P.
★ HostWise Stays ★ Retro-vibes home, just minutes from stadiums!
A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

19. 1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh
North Side
10.0 out of 10, Exceptional, (42 reviews)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
The price is €233
includes taxes & fees
13 Oct - 14 Oct
1209 Ocala St Pittsburgh
A modern living room with a leather sofa, a wooden coffee table, a flat-screen TV, and a staircase with glass railings.

20. 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, (45 reviews)
"Great stay"
United States
Jon V.
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
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 Pittsburgh Hotel Reviews

The Maverick by Kasa

The Maverick by Kasa

10/10 Excellent
"💯"
Guliana 3-night trip
Posted less than an hour ago
The Maverick by Kasa

Find out more about Pittsburgh

Pittsburgh Holiday Homes information

Number of reviews
858
Accommodation
727 Holiday Homes
Lowest Price
€113
Highest Price
€233

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