A brightly lit bridge with reflections on the water at night.

Cheswick Holiday Rentals

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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 Cheswick holiday rentals

A two-story house with a wooden porch and a staircase leading to the upper floor.

1. Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions

Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Cheswick
7.4 out of 10, Good, (13 reviews)
"The listing was inaccurate - the beds situation that was listed was not what was there , thank goodness the 1 person did not come with us - he would've had nowhere to sleep , the beds were uncomfortable, hardly slept at all the whole time I was there the listing said towels were included - they were not there , the host said ceiling fans did not work, but all they had to do was be switched on - will not ever be staying here again - be very wary if you do -its WAY off the beaten path - renter...
United States
Vicki M.
The price is HK$1,820
HK$6,912 total
includes taxes & fees
11 Oct - 12 Oct
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
A backyard with a hot tub, a wooden deck, and a swimming pool surrounded by a white fence.

2. Comfortable private unit with hot tub, swimming pool and free parking

Comfortable private unit with hot tub, swimming pool and free parking
Gibsonia
9.8 out of 10, Exceptional, (74 reviews)
"The place was perfect for what we were looking for. "
United States
Robert P.
The price is HK$627
HK$1,544 total
includes taxes & fees
4 Oct - 5 Oct
Comfortable private unit with hot tub, swimming pool and free parking
A bedroom with a bed, a nightstand, a shelf with decorative items, and two abstract paintings on the wall.

3. Butler's heart!

Butler's heart!
Lawrenceville
8.6 out of 10, Excellent, (48 reviews)
"Nice property pretty close to a lot of good restaurants, bars and buses downtown."
United States
George
The price is HK$424
HK$1,232 total
includes taxes & fees
28 Sept - 29 Sept
Butler's heart!
A living room with a sectional sofa, a ceiling fan, and a view of the outside.

4. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is HK$1,177
HK$2,982 total
includes taxes & fees
24 Sept - 25 Sept
Penn Hills Home ~ 11 Mi to Pittsburgh
A bedroom with a bed, a bench, a ceiling fan, and a window with blinds.

5. Lawrenceville/Central @3 Large and Spacious 1BD with Free Street Parking

Lawrenceville/Central @3 Large and Spacious 1BD with Free Street Parking
Lawrenceville
10.0 out of 10, Exceptional, (7 reviews)
"This was a. very sweet spot to stay on Butler with great food, cafe, and bars nearby. "
United States
Anna S.
Lawrenceville/Central @3 Large and Spacious 1BD with Free Street Parking
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

6. 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$847
HK$1,472 total
includes taxes & fees
28 Sept - 29 Sept
Not so tiny house with full kitchen & patio swing
A dining area with a wooden table and chairs, a refrigerator, and a view of the backyard through large windows.

7. Cozy&Modern 2 Bdr Apt Natrona

Cozy&Modern 2 Bdr Apt Natrona
Natrona Heights
9.6 out of 10, Exceptional, (14 reviews)
"Enjoyed a great night's sleep here! Comfy beds and the coffee was very accessible first thing in the morning! "
United States
Dana Z.
The price is HK$777
HK$961 total
includes taxes & fees
30 Sept - 1 Oct
Cozy&Modern 2 Bdr Apt Natrona
A living room with a fireplace, a piano, a TV, and a sofa.

8. Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (43 reviews)
"Easy communication, lovely space, great location. We hope to stay here again!"
United States
Christina M.
The price is HK$494
HK$1,447 total
includes taxes & fees
24 Sept - 25 Sept
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
A room with a potted plant, a framed picture, a shelf with books, and a dining area with a chair and table.

9. Cozy Lawrenceville Flat.

Cozy Lawrenceville Flat.
Lawrenceville
9.6 out of 10, Exceptional, (20 reviews)
"Very walkable, many local businesses, bars and restaurants nearby…"
United States
Joseph W.
The price is HK$475
HK$1,309 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Lawrenceville Flat.
A compact kitchen with a white door, grey cabinets, a sink, and a wooden countertop.

10. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (70 reviews)
"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "
United States
Jennifer B.
The price is HK$549
HK$1,518 total
includes taxes & fees
28 Sept - 29 Sept
Cozy escape close to downtown, stadiums & parks
A modern interior with a polished floor, a grey sofa, and a white door with text.

11. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (49 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
The price is HK$839
HK$1,448 total
includes taxes & fees
30 Sept - 1 Oct
Melwood Suites Unit 107 Studio
A modern living room with a brick accent wall, a flat-screen TV, and a city view.

12. Modern 1BR Brick+Kingbed+Free Parking+Close to DT

Modern 1BR Brick+Kingbed+Free Parking+Close to DT
Bluff
9.8 out of 10, Exceptional, (24 reviews)
"Nice apartment, and really (surprisingly) just a short drive to lots of what Pittsburgh has to offer (Oakland and Pitt, the Southside, Downtown, Strip, and lots of other neighborhoods). The check in and check out were super easy as well. I would recommend getting the parking upgrade if driving, just easier not to sweat residents only zones versus other areas (and arranging it through the host was a breeze), Great stay."
United States
Matthew
The price is HK$1,129
HK$1,945 total
includes taxes & fees
24 Sept - 25 Sept
Modern 1BR Brick+Kingbed+Free Parking+Close to DT
A modern kitchen with a white brick wall, a flat-screen TV mounted above a wooden shelf, and a bar area with stools.

13. 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, (49 reviews)
"Great location and very comfortable beds!"
United States
Cassi D.
The price is HK$561
HK$1,395 total
includes taxes & fees
24 Sept - 25 Sept
307 37th St · Lawrenceville Row House - Walk to Everything!
A modern kitchen with wooden accents, a dining area with a table and chairs, and a gray sofa with patterned cushions.

14. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (42 reviews)
"Great location and really nice property."
United States
Tracy H.
The price is HK$847
HK$1,455 total
includes taxes & fees
24 Sept - 25 Sept
Lovely Strip District loft with free parking
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

15. 424-Apt. 405

424-Apt. 405
3.5 star property
Oakland
9.4 out of 10, Exceptional, (12 reviews)
"It was perfect!"
United States
Ninway
The price is HK$957
HK$1,583 total
includes taxes & fees
7 Oct - 8 Oct
424-Apt. 405
A modern kitchen with a cityscape view, a brick accent wall, and a small island with seating.

16. 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, (15 reviews)
"Great location!"
United States
Amanuel A
The price is HK$508
HK$1,329 total
includes taxes & fees
20 Oct - 21 Oct
Charming 1-Bedroom Apartment in Lovely Pittsburgh With AC
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

17. 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$459
HK$1,406 total
includes taxes & fees
5 Oct - 6 Oct
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
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$549
HK$1,464 total
includes taxes & fees
8 Oct - 9 Oct
Explore Pittsburgh from a Modern, Hip Bungalow
A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

19. 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$832
HK$2,060 total
includes taxes & fees
12 Oct - 13 Oct
1209 Ocala St Pittsburgh
A modern living room with a gray sofa, a wooden coffee table, and a patterned rug. A kitchen with white cabinets and a brick accent wall is visible in the background.

20. 3-bedroom house in quiet neighborhood of Pittsburgh close to everything.

3-bedroom house in quiet neighborhood of Pittsburgh close to everything.
North Side
9.2 out of 10, Wonderful, (19 reviews)
"Very nice place and in super quiet neighborhood"
United States
Alex D.
The price is HK$861
HK$2,200 total
includes taxes & fees
29 Sept - 30 Sept
3-bedroom house in quiet neighborhood of Pittsburgh close to everything.
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

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

10/10 Excellent
"Room was clean and the staff were pleasant."
Jonathan 1-night trip
Posted less than an hour ago
Wyndham Grand 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.

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

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking: This holiday home rental outside of Cheswick offers a fireplace, a balcony and a BBQ 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 that you can cook with friends or family.

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. Other popular places to visit in the area include Acrisure Stadium and PPG Paints Arena.

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.