Pleasant Hills Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Pleasant Hills vacation rentals

A historic building with a large arched entrance, multiple windows, and a clock tower.

1. Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (331 reviews)
"Great stay"
United States
Brandon
The price is AEDĀ 438
AEDĀ 499 total
includes taxes & fees
16 Nov - 17 Nov
Placemakr Downtown Pittsburgh at The Pennsylvanian
A city street with historic buildings, including a prominent red brick building with arched windows and a classical facade.

2. Stay Pittsburgh

Stay Pittsburgh
2.0 star property
Downtown Pittsburgh
8.0 out of 10, Very good, (345 reviews)
"The building and unit were very clean and the unit we stayed seemed newly renovated with new furniture. Very spacious and had everything we needed."
Canada
Christopher
The price is AEDĀ 261
AEDĀ 515 total
includes taxes & fees
10 Nov - 11 Nov
Stay Pittsburgh
A campfire in a metal pot surrounded by rocks, with a water feature in the background.

3. Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (83 reviews)
"The loft was perfect. It was clean and the host were available for anything I needed. "
United States
Anonymous traveler
The price is AEDĀ 496
AEDĀ 716 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Studio with Unique Charm in Private Setting
A bathroom with marble walls and a glass shower enclosure.

4. Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
West Homestead
9.4 out of 10, Exceptional, (13 reviews)
"We were in town for the fireworks made plans on short notice the place worked perfect for us. JE"
United States
John E.
The price is AEDĀ 551
AEDĀ 1,013 total
includes taxes & fees
7 Nov - 8 Nov
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
A grand banquet hall with high ceilings, ornate columns, and a central stage. Tables are set for a formal event, with floral centerpieces and elegant table settings.

5. Abode Pittsburgh - Downtown Convention Center

Abode Pittsburgh - Downtown Convention Center
3.5 star property
Downtown Pittsburgh
7.4 out of 10, Good, (102 reviews)
"Great location and room was clean! Bed was comfortable and kids slept just fine on the sleeper sofa. Very cool place too."
United States
Tiffany
The price is AEDĀ 188
AEDĀ 629 total
includes taxes & fees
18 Nov - 19 Nov
Abode Pittsburgh - Downtown Convention Center
A dog sitting on the steps of a brick house with potted plants and a welcome sign.

6. Best Location & Neighborhood (2.5 to Downtown PGH)

Best Location & Neighborhood (2.5 to Downtown PGH)
Dormont
9.6 out of 10, Exceptional, (58 reviews)
"Great location and excellent place."
United States
Salika F.
The price is AEDĀ 459
AEDĀ 865 total
includes taxes & fees
9 Nov - 10 Nov
Best Location & Neighborhood (2.5 to Downtown PGH)
A modern kitchen with a cityscape view, a brick accent wall, and a small island with seating.

7. Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC

Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
Bluff
10.0 out of 10, Exceptional, (21 reviews)
"Great stay! Nice and clean, good location to walk downtown, quick communication from host. Definitely recommend!"
Canada
kasey
The price is AEDĀ 263
AEDĀ 619 total
includes taxes & fees
18 Nov - 19 Nov
Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
A bedroom with a large bed, wooden beams, a nightstand, a chair, and a window with curtains.

8. Moody Dream Stay - King + Garage + Netflix

Moody Dream Stay - King + Garage + Netflix
Mount Lebanon
9.8 out of 10, Exceptional, (12 reviews)
"We had a great stay. The host was very attentive to our needs. Access was easier than any other house we stayed at. Itā€™s was clean and had everything you need for a short stay. The location was great. Close to the T, restaurants, and groceries. We will definitely book it again for our next visit to Pittsburgh."
United States
Glenn V.
The price is AEDĀ 435
AEDĀ 1,464 total
includes taxes & fees
16 Nov - 17 Nov
Moody Dream Stay - King + Garage + Netflix
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

9. 424 Gold Way-Apt. 302

424 Gold Way-Apt. 302
3.5 star property
Oakland
9.8 out of 10, Exceptional, (24 reviews)
"Great location. Unit is spacious. Will stay there for our next visit!"
United States
Kai
The price is AEDĀ 544
AEDĀ 850 total
includes taxes & fees
11 Nov - 12 Nov
424 Gold Way-Apt. 302
A living room with a sofa, a coffee table, a fireplace, and a TV on a mantel.

10. 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.
Beautiful 3BR Home with Cozy Front & Back Porches!
A restaurant with a city view at night, featuring illuminated buildings and a bridge.

11. Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ

Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ
Brookline
10.0 out of 10, Exceptional, (22 reviews)
"Nice place to stay while in Pittsburgh."
United States
Anonymous traveler
The price is AEDĀ 764
AEDĀ 1,384 total
includes taxes & fees
8 Nov - 9 Nov
Pittsburgh #GoadLife - Local Art - Family/Dog/Business Friendly - Patio BBQ
A residential backyard with a patio area, outdoor seating, and a covered outdoor space.

12. Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.0 out of 10, Wonderful, (4 reviews)
"Perfect for our needs"
United States
Barbara
The price is AEDĀ 264
AEDĀ 1,300 total
includes taxes & fees
9 Nov - 10 Nov
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
A modern interior with a polished floor, a grey sofa, and a white door with text.

13. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (50 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
The price is AEDĀ 436
AEDĀ 728 total
includes taxes & fees
11 Nov - 12 Nov
Melwood Suites Unit 107 Studio
A wooden cabin with a porch and a small deck.

14. LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (48 reviews)
"Great home base while visiting family and friends"
United States
Lynne H.
The price is AEDĀ 496
AEDĀ 748 total
includes taxes & fees
10 Nov - 11 Nov
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
A modern staircase with a dark wood finish and white balusters, leading to an upper floor.

15. Squirrel Hill Chic ā€¢ Spaciuos 1BR + Parking & Gym

Squirrel Hill Chic ā€¢ Spaciuos 1BR + Parking & Gym
Squirrel Hill South
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was spacious and well equipped."
United States
Anonymous traveler
The price is AEDĀ 364
AEDĀ 411 total
includes taxes & fees
7 Dec - 8 Dec
Squirrel Hill Chic ā€¢ Spaciuos 1BR + Parking & Gym
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

16. 424 Gold Way-Apt 402, 2 Bed/1Bath

424 Gold Way-Apt 402, 2 Bed/1Bath
3.5 star property
Oakland
9.2 out of 10, Wonderful, (13 reviews)
"The place was unique and spacious. It was super clean and close to all things good in Pittsburgh. Met my expectations and more. Would rent again."
United States
Krystyna
The price is AEDĀ 492
AEDĀ 791 total
includes taxes & fees
22 Nov - 23 Nov
424 Gold Way-Apt 402, 2 Bed/1Bath
A modern living room with a sofa, coffee table, TV, and a plant.

17. Urban Oasis, Easy City Access, Brand New!

Urban Oasis, Easy City Access, Brand New!
Mount Washington
8.6 out of 10, Excellent, (8 reviews)
"We loved the place- slept like a baby. "
United States
karl k.
The price is AEDĀ 309
AEDĀ 619 total
includes taxes & fees
8 Nov - 9 Nov
Urban Oasis, Easy City Access, Brand New!
A living room with a fireplace, a television, and a dining area with a table and chairs.

18. HostWise Stays - Southside Gem ā€“ Patio, Smart TVs, Walk Everywhere

HostWise Stays - Southside Gem ā€“ Patio, Smart TVs, Walk Everywhere
South Side Flats
9.8 out of 10, Exceptional, (6 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 AEDĀ 399
AEDĀ 804 total
includes taxes & fees
7 Nov - 8 Nov
HostWise Stays - Southside Gem ā€“ Patio, Smart TVs, Walk Everywhere
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.

19. 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.
The price is AEDĀ 376
AEDĀ 907 total
includes taxes & fees
7 Nov - 8 Nov
M&J - Emlin 513 St.
A modern kitchen with a brick wall, white bar stools, and a dining area with a grey sofa.

20. Cozy&Modern 2Bdr Apt PIttsburgh

Cozy&Modern 2Bdr Apt PIttsburgh
South Side Flats
10.0 out of 10, Exceptional, (20 reviews)
"Great location, very clean, and exactly as described. We had a wonderful stay and would definitely stay here again! "
United States
Abby S.
Cozy&Modern 2Bdr Apt PIttsburgh
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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Find vacation rentals that suit your style

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Top Pleasant Hills Hotel Reviews

A well-maintained lawn with a curved pathway, a variety of shrubs, and a building with a brown roof and multiple windows.
Jefferson Hills Motel

Jefferson Hills Motel

Jefferson Hills Motel
Clairton

10/10 Excellent

The room was clean, the front desk was hospitable, and it was quiet and comfortable. I would recommend this Motel.
United States
Richard
Reviewed December 28, 2025
Jefferson Hills Motel

Frequently Asked Questions

Are there vacation rentals in Pleasant Hills?

Yes, we give you a choice of vacation rentals near popular attractions in Pleasant Hills, or you can go with a more remote option if you're looking for relaxation. Pleasant Hills is known for its sporting events and restaurants. Make sure you have time to check out the shopping while you're in the area.

What are some of the best vacation home rentals in Pleasant Hills?

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking: This vacation home rental near Pleasant Hills offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Pleasant Hills?

Expedia has 3 vacation rentals for your stay in Pleasant Hills.

What can I see and do in Pleasant Hills?

While exploring the area, visit family-friendly sights like Sandcastle Water Park, or get outside and enjoy nature at PNC Park. PPG Paints Arena and Acrisure Stadium are other popular places to visit in the area.

What are vacation rentals like in Pleasant Hills?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Pleasant Hills. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.