Cheswick Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Cheswick

Exterior
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4.0 star property
Downtown Pittsburgh
7.6 out of 10, Good, (39)
"Nice room and great location."
United States
Jacobus
The price is ￥20,632
￥23,520 total
includes taxes & fees
Dec 17 - Dec 18
Placemakr Downtown Pittsburgh at The Pennsylvanian
Front of property
Stay Pittsburgh

Stay Pittsburgh

2.0 star property
Downtown Pittsburgh
7.8 out of 10, Good, (213)
"Great location"
United States
Angela
Stay Pittsburgh
Exterior
Kasa South Side Pittsburgh

Kasa South Side Pittsburgh

4.0 star property
South Side Flats
8.2 out of 10, Very Good, (105)
"Clean great views hotel "
United States
Shomario
The price is ￥21,933
￥35,080 total
includes taxes & fees
Dec 30 - Dec 31
Kasa South Side Pittsburgh
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette | Free WiFi
Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio

2.0 star property
Oakland
9.4 out of 10, Exceptional, (40)
"Spotless, amazing stay"
United States
Carlos
The price is ￥18,424
￥21,003 total
includes taxes & fees
Dec 27 - Dec 28
Melwood Suites Unit 107 Studio
Interior
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 ￥8,098
￥26,738 total
includes taxes & fees
Dec 8 - Dec 9
Abode Pittsburgh - Downtown Convention Center
Deluxe Apartment, 1 Bedroom, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop
CozySuites - Press House

CozySuites - Press House

2.0 star property
Downtown Pittsburgh
3.6 out of 10, (5)
"Nice area in downtown Pittsburg PA. It was roomy. Furniture was cheap but we understand why. "
United States
Elliott
The price is ￥8,842
￥25,996 total
includes taxes & fees
Dec 8 - Dec 9
CozySuites - Press House
Deluxe Apartment, 1 Queen Bed, Non Smoking | Private kitchen | Fridge, microwave, stovetop, dishwasher
CozySuites - William

CozySuites - William

2.0 star property
Downtown Pittsburgh
4.0 out of 10, (5)
"The apartment we rented had not been cleaned prior to our arrival. There were dirty linens, dirty handprints on doors and light switches, and when we stripped the bed linens prior to checkout there was a blood stain on the pillow. Yuck!"
United States
Don
The price is ￥8,842
￥24,228 total
includes taxes & fees
Dec 8 - Dec 9
CozySuites - William
Apartment | 2 bedrooms
2 Bedroom Downtown Apt Clean and Safe

2 Bedroom Downtown Apt Clean and Safe

2.0 star property
Downtown Pittsburgh
10.0 out of 10, Exceptional, (1)
"I enjoyed the location very much. It was so easy to get to, everything was walking distance and the view was gorgeous. The rooms were tidy with comfortable furniture and smelled pleasant. I plan on trying to stay here anytime i am in the city. "
United States
Michael
The price is ￥15,319
￥22,237 total
includes taxes & fees
Dec 7 - Dec 8
2 Bedroom Downtown Apt Clean and Safe
Apartment | 2 bedrooms
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 ￥15,319
￥22,237 total
includes taxes & fees
Dec 9 - Dec 10
2 Bedroom 2 Bath Downtown Sleeps Six Walkable
Apartment | Private kitchen | Fridge, microwave, oven, dishwasher
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 ￥9,770
￥28,817 total
includes taxes & fees
Dec 7 - Dec 8
CozySuites at Lawrenceville
Terrace/patio
Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

2.0 star property
Vandergrift
10.0 out of 10, Exceptional, (3)
"Beautiful property! "
United States
Anna M.
The price is ￥36,599
￥53,061 total
includes taxes & fees
Dec 16 - Dec 17
Hungry Hollow Hideaway - Luxury Cabin on Private Acreage
Apartment | 2 bedrooms
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 ￥17,098
￥24,266 total
includes taxes & fees
Dec 8 - Dec 9
6 Beds Downtown Apt Very Quick Walk Everywhere
View from property
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, (61)
"Really great place for a couple's getaway. "
United States
Zac R.
The price is ￥27,768
￥45,478 total
includes taxes & fees
Dec 16 - Dec 17
Not so tiny house with full kitchen & patio swing
Apartment | 1 bedroom
City Views Downtown Apt Walk Everywhere

City Views Downtown Apt Walk Everywhere

2.0 star property
Downtown Pittsburgh
The price is ￥13,706
￥20,398 total
includes taxes & fees
Dec 7 - Dec 8
City Views Downtown Apt Walk Everywhere
Front of property
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 ￥16,749
￥28,816 total
includes taxes & fees
Jan 5 - Jan 6, 2026
424-Apt. 403
Apartment | 1 bedroom
Cute Downtown APT Quick Safe Walk to PPG Arena

Cute Downtown APT Quick Safe Walk to PPG Arena

2.0 star property
Downtown Pittsburgh
The price is ￥13,706
￥20,398 total
includes taxes & fees
Dec 10 - Dec 11
Cute Downtown APT Quick Safe Walk to PPG Arena
TV
The Light Room

The Light Room

McKeesport
9.6 out of 10, Exceptional, (4)
"The house has a very peaceful atmosphere."
United States
Susan G.
The price is ￥13,957
￥26,301 total
includes taxes & fees
Dec 8 - Dec 9
The Light Room
Front of property
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, (13)
"Pleasantly surprised with the place. Loved the 'industrial' feel. Very comfortable beds and had everything we needed. I'd definitely come back again"
United States
Raymond
The price is ￥26,209
￥39,600 total
includes taxes & fees
Jan 5 - Jan 6, 2026
424 Gold Way - Apt. 404 2Bed/1Bath
Front of property
424 Gold Way-Apt. 302

424 Gold Way-Apt. 302

3.5 star property
Oakland
9.8 out of 10, Exceptional, (23)
"Property has everything you need. Great food and coffee within walking distance "
United States
Tracy
The price is ￥20,781
￥33,412 total
includes taxes & fees
Jan 5 - Jan 6, 2026
424 Gold Way-Apt. 302
Terrace/patio
Vintage inspired 2 bdr home in Pittsburgh near city views

Vintage inspired 2 bdr home in Pittsburgh near city views

Mount Washington
10.0 out of 10, Exceptional, (4)
"Great place close to downtown, in a nice quiet hilly neighborhood across the river. 15 steps or so to front door and a flight up to bed and bath, so you need to be able to manage them. Beds were comfy and everything clean and shiny!! Enjoyed our stay! "
United States
Lisa M.
The price is ￥23,107
￥59,166 total
includes taxes & fees
Dec 6 - Dec 7
Vintage inspired 2 bdr home in Pittsburgh near city views
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

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Spacious clean room "
Autumn 1-night trip
Posted 16 hours ago
Omni William Penn Hotel

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:

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

Frequently asked questions

Are there vacation rentals in Cheswick?

Yes, we have vacation rentals close to top points of interest in Cheswick, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Cheswick has to offer?

The Light Room: This vacation home rental outside of Cheswick has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

How many vacation rentals will I find in Cheswick?

Expedia has 3 vacation 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. Other popular places to visit in the area include PPG Paints Arena and PNC Park.

What are vacation rentals like in Cheswick?

Vacation rentals are private properties you can reserve for several days or more in Cheswick. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.