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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Whitaker holiday homes

A living room with a sofa, a coffee table, a fireplace, and a TV on a mantel.

1. Beautiful 3BR Home with Cozy Front & Back Porches!

Beautiful 3BR Home with Cozy Front & Back Porches!
Munhall
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful house and very cozy feeling, Jenna kept in touch to make sure we had everything we needed. "
United States
Bobbi C.
The price is HK$862
HK$1,907 total
includes taxes & fees
27 Sept - 28 Sept
Beautiful 3BR Home with Cozy Front & Back Porches!
A hallway with a dark wooden door, a coat rack with a 'Welcome' sign, a round mirror with a gold frame, and a patterned rug on the floor.

2. Stylish House near Frick Park

Stylish House near Frick Park
Squirrel Hill South
9.8 out of 10, Exceptional, (10 reviews)
"Cozy house, had everything we needed in a very convenient location."
United States
Warren S.
Stylish House near Frick Park
A modern living room with a sectional sofa, a round coffee table, and decorative wall art.

3. The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (13 reviews)
"Great place and an awesome host!"
United States
John B.
The price is HK$823
HK$1,553 total
includes taxes & fees
14 Sept - 15 Sept
The Upper Room
A modern living room with a sectional sofa, a dark coffee table, and a world map on the wall.

4. Iron City of South Side Flats Charming 2-bedroom Unit

Iron City of South Side Flats Charming 2-bedroom Unit
South Side Flats
9.8 out of 10, Exceptional, (10 reviews)
"Minus parking great stay will be back "
United States
Yolanda D.
The price is HK$670
HK$2,010 total
includes taxes & fees
21 Sept - 22 Sept
Iron City of South Side Flats Charming 2-bedroom Unit
A compact kitchen with a dining table set for four, a refrigerator, a microwave, and a ceiling fan.

5. The Light Room

The Light Room
McKeesport
8.4 out of 10, Very good, (18 reviews)
"Loved it here "
United States
Ciara S.
The price is HK$782
HK$1,506 total
includes taxes & fees
14 Sept - 15 Sept
The Light Room
An outdoor deck with a fire feature, seating, and a view of the city at night.

6. City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
9.8 out of 10, Exceptional, (8 reviews)
"House was perfect for our small gathering of family and friends. We lived out on the decks where the view is spectacular. Host could not have been better. Thanks for a perfect stay!"
United States
Glen C.
The price is HK$954
HK$3,165 total
includes taxes & fees
9 Sept - 10 Sept
City Skyline - Outside decks - Contemporary
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

7. 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, (72 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is HK$872
HK$1,488 total
includes taxes & fees
15 Sept - 16 Sept
Not so tiny house with full kitchen & patio swing
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.

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)
"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 HK$847
HK$1,454 total
includes taxes & fees
9 Sept - 10 Sept
Beautiful Strip District Studio w/ Outdoor Loggia
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

9. 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 HK$510
HK$1,464 total
includes taxes & fees
8 Oct - 9 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.

10. 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 HK$647
HK$1,498 total
includes taxes & fees
15 Sept - 16 Sept
307 37th St · Lawrenceville Row House - Walk to Everything!
A living room with a sofa, coffee table, and a cityscape painting. There is a staircase leading to a kitchen area with stools.

11. ★ 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, (14 reviews)
"Beautiful place."
United States
Debbie A.
The price is HK$1,162
HK$2,673 total
includes taxes & fees
15 Sept - 16 Sept
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
A living room with a fireplace, two armchairs, a sofa, and a patterned rug.

12. 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)
"we pretty much just traveled from appointments back to the house. but we were very well pleased with our accommodations"
United States
Kay K.
The price is HK$1,105
HK$2,131 total
includes taxes & fees
18 Sept - 19 Sept
Relax & Feel At Home During Your Pittsburgh Stay
A living room with a wooden coffee table, white sofa, and a TV mounted on the wall.

13. ★ HostWise Stays ★ 4 Blocks From UPMC Children's

★ HostWise Stays ★ 4 Blocks From UPMC Children's
Lawrenceville
10.0 out of 10, Exceptional, (15 reviews)
"The property was very clean and had all the amenities that made our Pittsburgh visit enjoyable. We enjoyed the location because it was it easy to get where we wanted to go. We would stay here again."
United States
Natalie D.
The price is HK$652
HK$1,626 total
includes taxes & fees
22 Sept - 23 Sept
★ HostWise Stays ★ 4 Blocks From UPMC Children's
A modern living room with a black leather sofa, a round coffee table, and a large abstract painting on the wall.

14. 258 38th St. - Brownstone

258 38th St. - Brownstone
Lawrenceville
10.0 out of 10, Exceptional, (5 reviews)
"Loved everything about this place ! "
United States
Aroya W.
The price is HK$715
HK$2,505 total
includes taxes & fees
9 Sept - 10 Sept
258 38th St. - Brownstone
A living room with a fireplace, a television, and a dining area with a table and chairs.

15. 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 HK$667
HK$1,607 total
includes taxes & fees
9 Sept - 10 Sept
HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere
A living room with a grey sofa, yellow and white cushions, a wooden coffee table, and a modern floor lamp.

16. Recently refurbished, great location, walking distance to bars & restaurants!

Recently refurbished, great location, walking distance to bars & restaurants!
Bloomfield
10.0 out of 10, Exceptional, (4 reviews)
"Close in poximity to relatives. Walkable neighborhood, with lots of resturants and shops near by. Nice house with just about evertything you would need for the perfect get away."
United States
Susie Rinehart
The price is HK$554
HK$1,515 total
includes taxes & fees
9 Sept - 10 Sept
Recently refurbished, great location, walking distance to bars & restaurants!
A modern kitchen with wooden accents, a dining area with a table and chairs, and a gray sofa with patterned cushions.

17. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (40 reviews)
"Great location and really nice property."
United States
Tracy H.
The price is HK$847
HK$1,454 total
includes taxes & fees
15 Sept - 16 Sept
Lovely Strip District loft with free parking
A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

18. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (73 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is HK$494
HK$1,401 total
includes taxes & fees
9 Sept - 10 Sept
Explore Pittsburgh from a Modern, Hip Bungalow
A modern living room with a dining table, leather chairs, and a black refrigerator.

19. ★ 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)
"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!"
United States
Ginny S.
The price is HK$778
HK$2,283 total
includes taxes & fees
15 Sept - 16 Sept
★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!
A cozy outdoor seating area with a stone wall, a wooden bench, and a decorative gate.

20. Fire Pit + Family Friendly + Great Location!

Fire Pit + Family Friendly + Great Location!
Bloomfield
9.8 out of 10, Exceptional, (10 reviews)
The price is HK$688
HK$2,066 total
includes taxes & fees
7 Oct - 8 Oct
Fire Pit + Family Friendly + Great Location!
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 Whitaker Hotel Reviews

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

10/10 Excellent
"It was a great experience. Staff friendly and helpful."
Tina 2-night trip
Posted 10 hours ago
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Find out more about Whitaker

Whitaker Vacation Homes information

Number of reviews
480
Accommodation
736 Vacation Homes
Lowest Price
HK$1,401
Highest Price
HK$3,165

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