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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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, (47 reviews)
"Great little place, close to museums and other sites."
United States
Kelly D.
The price is HK$993
HK$2,277 total
includes taxes & fees
4 Oct - 5 Oct
Free Parking★Walk Everywhere!★2 Private bathrooms!
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a unique spiral pendant light.

2. 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, (36 reviews)
"we loved every aspect of our stay here. The apartment was perfect and very clean. Check-in and check out was very easy and efficient! Location was outstanding. We were able to walk to all of our destinations on the North Shore very easily! Thank you for a wonderful vacation."
United States
Lynda S.
The price is HK$675
HK$957 total
includes taxes & fees
24 Sept - 25 Sept
Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking
A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

3. 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 HK$653
HK$1,831 total
includes taxes & fees
23 Sept - 24 Sept
1209 Ocala St Pittsburgh
A modern living room with a sofa, ottoman, and a coffee table. There is a television, a lamp, and a plant on a side table.

4. Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
Garfield
10.0 out of 10, Exceptional, (66 reviews)
"We had a great stay. The kitchen was well appointed, parking was convenient and there was plenty of room for our group of 4."
United States
John B.
The price is HK$1,059
HK$2,957 total
includes taxes & fees
23 Sept - 24 Sept
Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

5. Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage

Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage
North Side
9.6 out of 10, Exceptional, (68 reviews)
"We had a great time and the house was perfect! "
United States
Mike W.
The price is HK$1,561
HK$3,988 total
includes taxes & fees
23 Sept - 24 Sept
Luxurious 4BR Urban Oasis Sleeps 12 Pets OK Private Backyard & 2 Car Garage
A modern living room with a sofa, coffee table, and decorative plants.

6. Hot Tub | 2 King Beds | Parking | Family Friendly

Hot Tub | 2 King Beds | Parking | Family Friendly
North Side
9.8 out of 10, Exceptional, (37 reviews)
"Nice place to stay. Close to everything we wanted to do and kids loved the games!"
United States
Kelly S.
The price is HK$4,456
HK$6,719 total
includes taxes & fees
2 Oct - 3 Oct
Hot Tub | 2 King Beds | Parking | Family Friendly
A living room with a green sofa, a coffee table, and a chair. There is a coat rack and a television on the wall.

7. 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 HK$1,762
HK$2,852 total
includes taxes & fees
27 Sept - 28 Sept
1210 James St. #1 ★Pro Cleaned
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

8. By PPG,Duquesne,Mercy |Exquisite, New |Free Parkin

By PPG,Duquesne,Mercy |Exquisite, New |Free Parkin
Bluff
10.0 out of 10, Exceptional, (16 reviews)
"Communication was great! Easy location to get to and plenty of things to do around it. Very clean and would definitely stay here again!"
United States
Shane M.
The price is HK$1,569
HK$3,610 total
includes taxes & fees
23 Sept - 24 Sept
By PPG,Duquesne,Mercy |Exquisite, New |Free Parkin
A modern living room with a brick fireplace, a flat-screen TV mounted above it, a grey sofa, a coffee table, and a dining area with chairs and a table.

9. Pet-Friendly Pittsburgh House: 3BR, Yard

Pet-Friendly Pittsburgh House: 3BR, Yard
North Side
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay! "
United States
Corinne P.
The price is HK$1,264
HK$3,844 total
includes taxes & fees
23 Sept - 24 Sept
Pet-Friendly Pittsburgh House: 3BR, Yard
A candle, a wine bottle, and a glass on a table with a cityscape view in the background.

10. Hidden Pearl - City Skyline View - Free Hot Spa

Hidden Pearl - City Skyline View - Free Hot Spa
North Side
10.0 out of 10, Exceptional, (25 reviews)
"Great stay! Views were great!House was clean"
United States
Linzy C.
The price is HK$1,577
HK$3,896 total
includes taxes & fees
23 Sept - 24 Sept
Hidden Pearl - City Skyline View - Free Hot Spa
A modern living room with a dining area, a sofa, a TV, and a decorative plant.

11. By PITT and Presbyterian| Outdoor Living| Free Pkg

By PITT and Presbyterian| Outdoor Living| Free Pkg
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Great location, very clean, remodeled bathrooms. "
United States
Roger D.
The price is HK$1,569
HK$3,711 total
includes taxes & fees
23 Sept - 24 Sept
By PITT and Presbyterian| Outdoor Living| Free Pkg
A row of brick townhouses with front porches, a small garden, and a visible mailbox.

12. Central 5BD Getaway - Spacious Home w/ BBQ

Central 5BD Getaway - Spacious Home w/ BBQ
South Side Flats
10.0 out of 10, Exceptional, (11 reviews)
"Stayed for a guys weekend with the family, everybody was very happy with the accommodations and the proximity to restaurants and such. Phil and Dotty were two of the most gracious responsive hosts I’ve ever had the pleasure of dealing with. Would def rent again if back in Pittsburgh"
United States
Sean O.
The price is HK$1,305
HK$3,618 total
includes taxes & fees
23 Sept - 24 Sept
Central 5BD Getaway - Spacious Home w/ BBQ
A living room with a fireplace, a television, and a dining area with a table and chairs.

13. 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.
The price is HK$975
HK$2,018 total
includes taxes & fees
28 Sept - 29 Sept
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
A modern living room with a sofa, coffee table, and a brick wall.

14. Modern 3BR, 2BA Home: 2 King Beds, Off Street Parking; Near Downtown Pittsburgh

Modern 3BR, 2BA Home: 2 King Beds, Off Street Parking; Near Downtown Pittsburgh
North Side
10.0 out of 10, Exceptional, (12 reviews)
"Great place! Coffee selection, snacks and soft towels were our favorite "
United States
Jen T.
Modern 3BR, 2BA Home: 2 King Beds, Off Street Parking; Near Downtown Pittsburgh
A modern kitchen with stainless steel appliances, wooden flooring, and a brick accent wall.

15. 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, (37 reviews)
"Great location, many really nice added touches to the place, great outdoor space and comfortable beds!"
United States
Robyn P.
The price is HK$1,029
HK$3,021 total
includes taxes & fees
24 Sept - 25 Sept
Spacious Mount Washington Retreat – King Bed, Gym, 2 Decks & Skyline Views
A modern living room with a fireplace, a staircase, and a view of the outdoors.

16. 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.
1207 Ocala - Boat House - North Side
A modern kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a black countertop.

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

Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
Allentown
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place perfect for my needs."
United States
John
The price is HK$785
HK$2,256 total
includes taxes & fees
23 Sept - 24 Sept
Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge
A spacious kitchen with granite countertops, wooden cabinets, and a central island.

18. Spacious 4-BR Home – Open Concept, Deck & Parking!

Spacious 4-BR Home – Open Concept, Deck & Parking!
Mount Washington
9.0 out of 10, Wonderful, (66 reviews)
"Great spot for a large get-together. "
United States
Janna J.
The price is HK$1,593
HK$2,928 total
includes taxes & fees
25 Sept - 26 Sept
Spacious 4-BR Home – Open Concept, Deck & Parking!
A cityscape with a river, a bridge, and a pedestrian walkway.

19. 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 HK$698
HK$1,495 total
includes taxes & fees
13 Oct - 14 Oct
Urban Retreat with Garage on Mt. Washington
A red brick building with a wooden front door, a small porch, and a flower pot with white flowers.

20. Victorian home on Western Ave, Walk to PNC Park, Stage AE & Acrisure

Victorian home on Western Ave, Walk to PNC Park, Stage AE & Acrisure
North Side
10.0 out of 10, Exceptional, (21 reviews)
"Great location. Excellent and thorough communication from the host. Very clean and comfortable. I would definitely stay here again. "
United States
Katherine E.
The price is HK$1,511
HK$3,410 total
includes taxes & fees
28 Sept - 29 Sept
Victorian home on Western Ave, Walk to PNC Park, Stage AE & Acrisure
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
"We celebrated our anniversary with a one night stay downtown. We were surprised with complimentary drinks and a delicious breakfast in the morning. It’s an ideal location, with great restaurants and other venues less than a ten minute walk away. We highly recommend for short and long term stays downtown."
Jason 1-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
616
Accommodation
740 Vacation Homes
Lowest Price
HK$957
Highest Price
HK$6,719

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