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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pittsburgh vacation homes

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.

1. M&J - Emlin 513 St.

M&J - Emlin 513 St.
North Side
9.8 out of 10, Exceptional, (22 reviews)
"Great location / neighborhood and the host was very easy to work with and responsive "
United States
Gerrit v.
The price is CA $112
CA $318 total
includes taxes & fees
Sep 2 - Sep 3
M&J - Emlin 513 St.
A modern kitchen with white cabinetry, a central island, and a dining area with a clear table.

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

Free Parking★Walk Everywhere!★2 Private bathrooms!
North Side
9.8 out of 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."
United States
mark d.
The price is CA $109
CA $313 total
includes taxes & fees
Sep 8 - Sep 9
Free Parking★Walk Everywhere!★2 Private bathrooms!
A kitchen with white cabinets, a marble countertop, and a chalkboard wall with various writings and drawings.

3. 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 CA $117
CA $324 total
includes taxes & fees
Sep 8 - Sep 9
M&J - 823 James St.
A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

4. 1209 Ocala St Pittsburgh

1209 Ocala St Pittsburgh
North Side
10.0 out of 10, Exceptional, (42 reviews)
"The house was very cool place - lots of interesting touches, very clean and had everything we needed.The host was so easy to communicate with and provided very clear instructions, which was very important regarding the parking.The location was also perfect - easy walking distance to PNC Park, the River Trail and other landmarks.We would definitely stay here again and are already looking forward to our next visit!!"
United States
Mary B.
The price is CA $109
CA $313 total
includes taxes & fees
Sep 7 - Sep 8
1209 Ocala St Pittsburgh
A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

5. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (72 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is CA $97
CA $259 total
includes taxes & fees
Sep 6 - Sep 7
Explore Pittsburgh from a Modern, Hip Bungalow
A living room with a green sofa, a coffee table, and a chair. There is a coat rack and a television on the wall.

6. 1210 James St. #1 ★Pro Cleaned

1210 James St. #1 ★Pro Cleaned
North Side
9.8 out of 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. "
United States
Donna Huntermark L.
The price is CA $95
CA $247 total
includes taxes & fees
Sep 7 - Sep 8
1210 James St. #1 ★Pro Cleaned
A living room with a fireplace, a sofa, a coffee table, and two paintings on the wall.

7. 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 CA $98
CA $276 total
includes taxes & fees
Sep 7 - Sep 8
Eclectic Historic Sunny Vista Home with City Views, Northshore
A modern living room with a fireplace, a staircase, and a view of the outdoors.

8. 1207 Ocala - Boat House - North Side

1207 Ocala - Boat House - North Side
North Side
10.0 out of 10, Exceptional, (38 reviews)
"Very attentive hosts! The house is charming and welcoming. We loved our stay and will be coming back"
United States
anna a.
The price is CA $120
CA $319 total
includes taxes & fees
Sep 7 - Sep 8
1207 Ocala - Boat House - North Side
A cityscape with a river, a bridge, and a pedestrian walkway.

9. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (95 reviews)
"Great place! Short walk to cool areas "
United States
David M.
The price is CA $137
CA $290 total
includes taxes & fees
Sep 7 - Sep 8
Urban Retreat with Garage on Mt. Washington
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a unique spiral pendant light.

10. 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, (35 reviews)
"We had a great stay. Only needed for overnight. The house was clean and neat and pretty close to any activities."
United States
Derrick C.
The price is CA $123
CA $174 total
includes taxes & fees
Sep 14 - Sep 15
Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking
A living room with a fireplace, a television, and a dining area with a table and chairs.

11. 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)
"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.
The price is CA $118
CA $284 total
includes taxes & fees
Sep 9 - Sep 10
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
A modern kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a black countertop.

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

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
10.0 out of 10, Exceptional, (1 review)
"Very nice place perfect for my needs."
United States
John
The price is CA $139
CA $400 total
includes taxes & fees
Sep 2 - Sep 3
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
A modern kitchen with a white brick wall, a flat-screen TV mounted above a wooden shelf, and a bar area with stools.

13. 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)
"Great location and very comfortable beds!"
United States
Cassi D.
The price is CA $114
CA $263 total
includes taxes & fees
Sep 2 - Sep 3
307 37th St · Lawrenceville Row House - Walk to Everything!
A modern living room with a sofa, two armchairs, a coffee table, and a fireplace.

14. 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
9.4 out of 10, Exceptional, (80 reviews)
"Beautiful place to stay"
United States
helena w.
The price is CA $158
CA $214 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking
A residential building with a white door, brick walls, and a small outdoor area with steps leading to the door.

15. Walkable Luxury 4 Br House

Walkable Luxury 4 Br House
North Side
9.4 out of 10, Exceptional, (28 reviews)
"We loved this property, it was so charming and host was great."
United States
Misty F.
The price is CA $119
CA $438 total
includes taxes & fees
Sep 8 - Sep 9
Walkable Luxury 4 Br House

16. ★ 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, (27 reviews)
"Clean and comfortable accommodations, excellent location !we will definitely be back!"
United States
Melanie F.
The price is CA $118
CA $418 total
includes taxes & fees
Sep 8 - Sep 9
★ HostWise Stays ★ Spacious Stay in Prime Location | Theater & Patio
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.

17. Beautiful Strip District Studio w/ Outdoor Loggia

Beautiful Strip District Studio w/ Outdoor Loggia
Strip District
9.6 out of 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."
United States
Randy T.
The price is CA $150
CA $257 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful Strip District Studio w/ Outdoor Loggia

18. ★ HostWise Stays ★ Tech Stay w/ In-Home Cinema & Secure Parking Spot

★ HostWise Stays ★ Tech Stay w/ In-Home Cinema & Secure Parking Spot
North Side
9.8 out of 10, Exceptional, (8 reviews)
"Host was great - very fast responses and pleasant. The house is really nice, fully equipped and comfortable for everyone especially with 3.5 bathrooms . Highly recommend!"
United States
Robin I.
The price is CA $141
CA $484 total
includes taxes & fees
Sep 8 - Sep 9
★ HostWise Stays ★ Tech Stay w/ In-Home Cinema & Secure Parking Spot
A living room with two sofas, a coffee table, and a yellow armchair.

19. Funky 3-bedroom - 5 min walk to Grandview Overlook

Funky 3-bedroom - 5 min walk to Grandview Overlook
2.0 star property
Mount Washington
The price is CA $242
CA $308 total
includes taxes & fees
Sep 22 - Sep 23
Funky 3-bedroom - 5 min walk to Grandview Overlook
A modern living room with a sofa, ottomans, a coffee table, and a ceiling fan.

20. ★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
North Side
10.0 out of 10, Exceptional, (55 reviews)
"Amenities were great, place was very clean and the location was excellent "
United States
Cynthia T.
The price is CA $167
CA $500 total
includes taxes & fees
Sep 8 - Sep 9
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
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

Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"The hotel is a converted former Federal Reserve bank building - very interesting. Also very centrally located. Breakfast and happy hour menu were excellent, judging by included meals standard. Staff was very motivated and extraordinarily helpful."
Eric 2-night trip
Posted less than an hour ago
Drury Plaza Hotel Pittsburgh Downtown

Find out more about Pittsburgh

Pittsburgh Vacation Homes information

Number of reviews
697
Accommodation
727 Vacation Homes
Lowest Price
CA $174
Highest Price
CA $500

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