Search Holiday Rentals in Cheswick

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Cheswick holiday rentals

Front of property
424-Apt 304

424-Apt 304

424-Apt 304
3.5 star property
Oakland
9.2 out of 10, Wonderful, (12)
"Love the location nicely done Will return "
United States
Lamont
The price is ฿3,359
฿5,780 total
includes taxes & fees
28 Dec - 29 Dec
424-Apt 304
Apartment | 2 bedrooms
6 Beds Downtown Apt Very Quick Walk Everywhere

6 Beds Downtown Apt Very Quick Walk Everywhere

6 Beds Downtown Apt Very Quick Walk Everywhere
2.0 star property
Downtown Pittsburgh
10.0 out of 10, Exceptional, (2)
"We only stayed for one night went to the Steeler game ! Go Steelers ! Beat the Bengals by the way ! lol the location was great close to stadium. We walked afterwards. There was a couple of good bars in the neighborhood to watch the rest of the games and all it is a perfect spot specially if you're in for a game, I would highly recommend it to any of my friends or family "
United States
John
The price is ฿3,809
฿5,300 total
includes taxes & fees
11 Jan - 12 Jan 2026
6 Beds Downtown Apt Very Quick Walk Everywhere
Banquet hall
Abode Pittsburgh - Downtown Convention Center

Abode Pittsburgh - Downtown Convention Center

Abode Pittsburgh - Downtown Convention Center
3.5 star property
Downtown Pittsburgh
7.6 out of 10, Good, (87)
"Good location, clean place. Was affordable. Perfect for our guys weekend, with the 3 of us. "
United States
Michael
The price is ฿1,764
฿5,521 total
includes taxes & fees
5 Jan - 6 Jan 2026
Abode Pittsburgh - Downtown Convention Center
Interior entrance
Kasa South Side Pittsburgh

Kasa South Side Pittsburgh

Kasa South Side Pittsburgh
4.0 star property
South Side Flats
8.2 out of 10, Very good, (106)
"Location to restaurants was great. Elevator was out of order in the parking garage the whole time and had to walk the stairs twice a day. For a week we were there."
United States
Frank
The price is ฿3,863
฿6,426 total
includes taxes & fees
5 Jan - 6 Jan 2026
Kasa South Side Pittsburgh
House (3 Bedrooms) | Interior
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.4 out of 10, Exceptional, (3)
"Perfect for our needs"
United States
Barbara
The price is ฿1,929
฿9,899 total
includes taxes & fees
7 Jan - 8 Jan 2026
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette | Free WiFi
Melwood Suites Unit 106 Studio

Melwood Suites Unit 106 Studio

Melwood Suites Unit 106 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (3)
"Best stay ever! And I’ve been many places. "
United States
Malcolm
The price is ฿3,328
฿6,127 total
includes taxes & fees
28 Dec - 29 Dec
Melwood Suites Unit 106 Studio
Exterior
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
7.8 out of 10, Good, (48)
"I had a wonderful stay, very quiet and clean "
United States
Leslie
The price is ฿4,137
฿4,716 total
includes taxes & fees
5 Jan - 6 Jan 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Front of property
Stay Pittsburgh

Stay Pittsburgh

Stay Pittsburgh
2.0 star property
Downtown Pittsburgh
8.0 out of 10, Very good, (216)
"Perfect place to stay for what I needed,everything is walkable if you don’t mind walking as I don’t mind it at all,great way to see the city "
Australia
Bradley
Stay Pittsburgh
Front of property
424-Apt. 403

424-Apt. 403

424-Apt. 403
3.5 star property
Oakland
9.6 out of 10, Exceptional, (33)
"The host is wonderful. "
United States
Chaz
The price is ฿3,359
฿5,780 total
includes taxes & fees
28 Dec - 29 Dec
424-Apt. 403
Front of property
424-Apt. 405

424-Apt. 405

424-Apt. 405
3.5 star property
Oakland
9.4 out of 10, Exceptional, (12)
"It was perfect!"
United States
Ninway
The price is ฿4,168
฿6,702 total
includes taxes & fees
28 Dec - 29 Dec
424-Apt. 405
Lounge
CozySuites at Lawrenceville

CozySuites at Lawrenceville

CozySuites at Lawrenceville
3.5 star property
Lawrenceville
7.4 out of 10, Good, (3)
"Great hip location walking distance to good food and cute shops. Public bus stop right next to development. Large studio suite decorated hip and modern. Great view of skyline from windows. All dishes and cookware are there if you choose to cook. Neighborhood is really nice and feels safe overall."
United States
Taylor
The price is ฿2,146
฿6,206 total
includes taxes & fees
7 Jan - 8 Jan 2026
CozySuites at Lawrenceville
Apartment | 2 bedrooms
2 Bedroom 2 Bath Downtown Sleeps Six Walkable

2 Bedroom 2 Bath Downtown Sleeps Six Walkable

2 Bedroom 2 Bath Downtown Sleeps Six Walkable
2.0 star property
Downtown Pittsburgh
8.0 out of 10, Very good, (2)
"Basic amenities but excellent customer service. "
United States
Angelika
The price is ฿3,306
฿4,727 total
includes taxes & fees
11 Jan - 12 Jan 2026
2 Bedroom 2 Bath Downtown Sleeps Six Walkable
Exterior
424 Gold Way-Apt. 303

424 Gold Way-Apt. 303

424 Gold Way-Apt. 303
3.5 star property
Oakland
8.8 out of 10, Excellent, (16)
"I love this place great place to get away and be comfortable "
United States
Damon
The price is ฿3,297
฿5,709 total
includes taxes & fees
7 Jan - 8 Jan 2026
424 Gold Way-Apt. 303
Front of property
424 Gold Way - Apt. 404 2Bed/1Bath

424 Gold Way - Apt. 404 2Bed/1Bath

424 Gold Way - Apt. 404 2Bed/1Bath
3.5 star property
Oakland
9.0 out of 10, Wonderful, (14)
"Apt was great and spacious, its very convenient to Pitt and CMU but entrance is in a side street that feels like an alley and the immediate area doesn’t feel like a neighborhood so that was only downside. Literally 2 min drive to anywhere but prefer to stay where immediate area is more walkable lively community. For the price and space it was great though."
United States
jennifer
The price is ฿5,257
฿7,943 total
includes taxes & fees
28 Dec - 29 Dec
424 Gold Way - Apt. 404 2Bed/1Bath
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette | Free WiFi
Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.6 out of 10, Exceptional, (41)
"Spotless, amazing stay"
United States
Carlos
The price is ฿3,695
฿4,213 total
includes taxes & fees
26 Dec - 27 Dec
Melwood Suites Unit 107 Studio
House, 4 Bedrooms | Living area | Smart TV, streaming services
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

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

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home
3.0 star property
West Mifflin
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home
Free WiFi
461 Melwood Suites Unit 102 Studio

461 Melwood Suites Unit 102 Studio

461 Melwood Suites Unit 102 Studio
2.0 star property
Oakland
10.0 out of 10, Exceptional, (2)
"Property manage me were very responsive. We added one more night close to our stay because we realize our flight was arriving super early, so we reached out, problem solved. Also, we got good recommendations on what’s around the area to eat and local sight seeing places not promoted on the internet. Overall, best customer services all around"
United States
Steve
The price is ฿2,862
฿7,928 total
includes taxes & fees
5 Jan - 6 Jan 2026
461 Melwood Suites Unit 102 Studio
Exterior
461 Melwood Suites Unit 101 2Bed/2Bath

461 Melwood Suites Unit 101 2Bed/2Bath

461 Melwood Suites Unit 101 2Bed/2Bath
3.0 star property
Oakland
10.0 out of 10, Exceptional, (3)
"Very responsive, easy access, great value."
United States
Justin
The price is ฿4,731
฿10,060 total
includes taxes & fees
28 Dec - 29 Dec
461 Melwood Suites Unit 101 2Bed/2Bath
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette | Free WiFi
Melwood Suites Unit 104 Studio

Melwood Suites Unit 104 Studio

Melwood Suites Unit 104 Studio
2.0 star property
Oakland
8.0 out of 10, Very good, (1)
"There was a very loud brawl with fighting and shouting Friday night right next door. "
United States
Petra
The price is ฿3,048
฿5,808 total
includes taxes & fees
28 Dec - 29 Dec
Melwood Suites Unit 104 Studio
Front of property
424-Apt. 406

424-Apt. 406

424-Apt. 406
3.5 star property
Oakland
9.0 out of 10, Wonderful, (6)
"Awesome apartment in an ideal location. We loved this place. "
United States
Wilson
The price is ฿4,168
฿6,702 total
includes taxes & fees
28 Dec - 29 Dec
424-Apt. 406
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 Cheswick Hotel Reviews

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent
"Nice stay with parking next door. Walked to many downtown places."
JOEL 1-night trip
Posted 16 hours ago
Hilton Garden Inn Pittsburgh Downtown

Find out more about Cheswick

Search for holiday rentals in Cheswick on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheswick using one of the methods below:

  • View our selection of featured holiday rentals in Cheswick
  • Use the map to find apartments and other holiday homes in the Cheswick neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cheswick while they last

Look no further and take a look at our great range of rental properties in Cheswick!

Frequently asked questions

Are there holiday rentals in Cheswick?

Yes, there are holiday rentals close to the most popular sights in Cheswick, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Cheswick?

Expedia has 3 holiday rentals for your stay in Cheswick.

What can I see and do in Cheswick?

Allegheny River and Deer Lakes Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find PNC Park and Oakmont Country Club.

What are holiday rentals like in Cheswick?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cheswick. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.