Search Vacation Homes in Pittsburgh

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Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Homes in Pittsburgh

Interior
Spaciuos House in Wexford

Spaciuos House in Wexford

2.0 star property
Wexford
9.8 out of 10, Exceptional, (14)
"Natalia communicated frequently and timely in providing information. Check-in was so simple and easy; house was very clean, easy to find, and in a great location. We all loved the house and had a wonderful time. We would definitely stay here again."
United States
Dale Ann O.
$282 nightly
The price is $319
Dec 8 - Dec 9
Total with taxes and fees
Spaciuos House in Wexford
Interior
1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh

North Side
10.0 out of 10, Exceptional, (41)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
$198 nightly
The price is $224
Dec 8 - Dec 9
Total with taxes and fees
1209 Ocala St Pittsburgh
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets

★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets

North Side
10.0 out of 10, Exceptional, (6)
"This carriage house is excellent. It is well supplied with upscale appliances, and provides a great base for visiting The Burgh."
United States
BRUCE B.
$184 nightly
The price is $209
Dec 8 - Dec 9
Total with taxes and fees
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets
Fridge, microwave, oven, stovetop
Restful Nest near downtown

Restful Nest near downtown

Brookline
9.0 out of 10, Wonderful, (7)
"This house was perfect for our weekend stay for the Steelers game. It is just a few miles drive to the stadium. There is a large variety of restaurants close by. The house was clean and comfortable and well stocked with whatever you may need for your stay."
United States
Mark D.
$263 nightly
The price is $297
Dec 7 - Dec 8
Total with taxes and fees
Restful Nest near downtown
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!

★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!

2.0 star property
Lawrenceville
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay during our visit to Pittsburgh. Our host Chad was very helpful and responsive when we had questions. It was our first time in Lawrenceville and it exceeded our expectations! Love the neighborhood and its vibe! Looking forward to our next trip! "
United States
Terri W.
$276 nightly
The price is $313
Dec 7 - Dec 8
Total with taxes and fees
★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy!
Exterior
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

Bloomfield
10.0 out of 10, Exceptional, (7)
"We had a great weekend at this property. Highly recommended!"
Canada
John F.
$237 nightly
The price is $269
Dec 7 - Dec 8
Total with taxes and fees
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

3.0 star property
West Mifflin
$309 nightly
The price is $352
Dec 7 - Dec 8
Total with taxes and fees
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home
Property grounds
Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington

Mount Washington
10.0 out of 10, Exceptional, (66)
"Perfect location, cozy and comfortable, well stocked. "
United States
Mary D.
$154 nightly
The price is $174
Jan 6 - Jan 7, 2026
Total with taxes and fees
Urban Retreat with Garage on Mt. Washington
Dining
M&J - 823 James St.

M&J - 823 James St.

North Side
9.8 out of 10, Exceptional, (7)
"Very comfortable. Kitchen is terrific! Hoping to stay here again next time we're in Pittsburgh!"
United States
Vickie M.
$213 nightly
The price is $241
Dec 7 - Dec 8
Total with taxes and fees
M&J - 823 James St.
Interior
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, (24)
"Nice place and met all our needs. Highly recommend "
United States
Dorothy L.
$163 nightly
The price is $184
Dec 7 - Dec 8
Total with taxes and fees
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Fridge, microwave, oven, stovetop
King Bed | Vinyl Records | Arcade | Free Parking

King Bed | Vinyl Records | Arcade | Free Parking

2.0 star property
Mount Washington
9.8 out of 10, Exceptional, (29)
"Perfect for our group getting ready to bike the GAP"
United States
Steven
$354 nightly
The price is $376
Dec 8 - Dec 9
Total with taxes and fees
King Bed | Vinyl Records | Arcade | Free Parking
TV
M&J - Emlin 513 St.

M&J - Emlin 513 St.

North Side
9.8 out of 10, Exceptional, (20)
"Nice place. No issues."
United States
Patrick R.
$203 nightly
The price is $230
Dec 7 - Dec 8
Total with taxes and fees
M&J - Emlin 513 St.
TV
The Light Room

The Light Room

McKeesport
9.6 out of 10, Exceptional, (4)
"The house has a very peaceful atmosphere."
United States
Susan G.
$150 nightly
The price is $170
Dec 7 - Dec 8
Total with taxes and fees
The Light Room
Fridge, microwave, oven, stovetop
Spacious Mount Washington Retreat – King Bed, Gym, 2 Decks & Skyline Views

Spacious Mount Washington Retreat – King Bed, Gym, 2 Decks & Skyline Views

Mount Washington
9.8 out of 10, Exceptional, (17)
"Great property and location. Walkable to some restaurants, and the area of Mount Washington seemed to be one of the safer areas of Pittsburgh. Would recommend!"
United States
Shelby H.
$281 nightly
The price is $318
Dec 8 - Dec 9
Total with taxes and fees
Spacious Mount Washington Retreat – King Bed, Gym, 2 Decks & Skyline Views
Interior
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

Lawrenceville
10.0 out of 10, Exceptional, (3)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
$146 nightly
The price is $165
Dec 8 - Dec 9
Total with taxes and fees
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Terrace/patio
Modern 3 Bedroom Townhome Close to Downtown

Modern 3 Bedroom Townhome Close to Downtown

Pittsburgh
9.6 out of 10, Exceptional, (4)
"This was a very tidy, updated duplex. Clean, everything you could want or need in the kitchen. The deck was really nice with lots of space to visit and we had great weather to enjoy it. We had a group of 5 adults and the space worked great but you must go upstairs for bedrooms and bath so keep that in mind."
United States
Kerri D.
$160 nightly
The price is $181
Dec 7 - Dec 8
Total with taxes and fees
Modern 3 Bedroom Townhome Close to Downtown
Fridge, microwave, oven, stovetop
Rooftop Deck | 3 King Suites | Soaker Tub

Rooftop Deck | 3 King Suites | Soaker Tub

North Side
$319 nightly
The price is $362
Dec 7 - Dec 8
Total with taxes and fees
Rooftop Deck | 3 King Suites | Soaker Tub
Interior
★ HostWise Stays ★ Rooftop Views from Mt. Washington, Fire Pit, Great for Groups

★ HostWise Stays ★ Rooftop Views from Mt. Washington, Fire Pit, Great for Groups

Mount Washington
10.0 out of 10, Exceptional, (5)
"This place and location were great for our group. A nice comfortable place."
Canada
Michael S.
$493 nightly
The price is $558
Dec 7 - Dec 8
Total with taxes and fees
★ HostWise Stays ★ Rooftop Views from Mt. Washington, Fire Pit, Great for Groups
Interior
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

Bloomfield
10.0 out of 10, Exceptional, (25)
"Nice place. Came exactly as advertised. Nice diverse neighborhood with a lot available within walking distance."
United States
Gary L.
$159 nightly
The price is $179
Dec 16 - Dec 17
Total with taxes and fees
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
House, 3 Bedrooms | Interior
Yinz Retreat, Above the City Home

Yinz Retreat, Above the City Home

3.0 star property
North Side
10.0 out of 10, Exceptional, (1)
"Great place to stay at, loved the ambiance, the view of the city was amazing. It is spacious, and the top floor is great for adults and kids to just hang out in. Would definitely book again when we come back out here. "
United States
MIGUEL
$470 nightly
The price is $535
Dec 7 - Dec 8
Total with taxes and fees
Yinz Retreat, Above the City Home
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

Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

10/10 Excellent
"Yes"
George 2-night trip
Posted 2 days ago
Courtyard by Marriott Pittsburgh University Center

Find out more about Pittsburgh

Pittsburgh Vacation Homes information

Number of reviews
265
Accommodation
638 Vacation Homes
Lowest Price
$165
Highest Price
$558

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