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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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 £368
includes taxes & fees
30 Aug - 31 Aug
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
A cozy living room with a wooden cabinet, a coffee table with decorative items, a sofa, a television, and a window with curtains.

2. Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh

Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh
Pittsburgh
10.0 out of 10, Exceptional, (113 reviews)
"Very cozy and accommodating to our needs."
United States
Dennis K.
Clean, Fox Chapel Area, 20 Minutes from Downtown Pittsburgh
A modern interior with a polished floor, a grey sofa, and a white door with text.

3. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.6 out of 10, Exceptional, (47 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
The price is £85
includes taxes & fees
7 Sept - 8 Sept
Melwood Suites Unit 107 Studio
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 £279
includes taxes & fees
25 Aug - 26 Aug
Penn Hills Home ~ 11 Mi to Pittsburgh
A dining area with a wooden table and chairs, a refrigerator, and a view of the backyard through large windows.

5. 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 £105
includes taxes & fees
26 Aug - 27 Aug
Cozy&Modern 2 Bdr Apt Natrona
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

6. 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 £170
includes taxes & fees
25 Aug - 26 Aug
424 Gold Way-Apt. 302
A historic building with a large arched entrance, multiple windows, and a clock tower.

7. Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.6 out of 10, Excellent, (222 reviews)
"Really cool place. Excellent room. Great staff!!"
United States
Matthew
The price is £127
includes taxes & fees
30 Aug - 31 Aug
Placemakr Downtown Pittsburgh at The Pennsylvanian
A backyard with a hot tub, a wooden deck, and a swimming pool surrounded by a white fence.

8. 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, (72 reviews)
"The place was perfect for what we were looking for. "
United States
Robert P.
The price is £145
includes taxes & fees
26 Aug - 27 Aug
Comfortable private unit with hot tub, swimming pool and free parking
A modern living room with a sofa, ottoman, and a coffee table. There is a television, a lamp, and a plant on a side table.

9. Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
Garfield
10.0 out of 10, Exceptional, (65 reviews)
"House was clean, roomy, well appointed with all amenities, and close to everything. "
United States
Cherica W.
The price is £270
includes taxes & fees
25 Aug - 26 Aug
Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

10. 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, (71 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is £141
includes taxes & fees
25 Aug - 26 Aug
Not so tiny house with full kitchen & patio swing
A modern cabin with a wooden exterior, a hot tub, and a staircase leading to the entrance.

11. Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage
Vandergrift
10.0 out of 10, Exceptional, (18 reviews)
"Nice place!!"
United States
nathan z.
The price is £253
includes taxes & fees
25 Aug - 26 Aug
Hungry Hollow Hideaway - Luxury Cabin on Private Acreage
A dining area with a round table, chairs, and a ceiling light fixture.

12. Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (36 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
The price is £270
includes taxes & fees
25 Aug - 26 Aug
Hydee's Hideaway
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

13. 424 Gold Way-Apt 402, 2 Bed/1Bath

424 Gold Way-Apt 402, 2 Bed/1Bath
3.5 star property
Oakland
9.0 out of 10, Wonderful, (12 reviews)
"Good for staying near Pitt and Carnegie. This accommodates inviting people over as well"
United States
Corinna
The price is £159
includes taxes & fees
25 Aug - 26 Aug
424 Gold Way-Apt 402, 2 Bed/1Bath
A hallway with a double door leading to an outdoor area, a staircase, and a view of a brick building.

14. 1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh

1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
3.5 star property
Crawford-Roberts
8.0 out of 10, Very good, (1 review)
"The apartment itself was very clean, spacious and modern. No complaints. The outside of the building was a bit rough with trash all around and the neighborhood was a bit sketchy. The “included parking” is street parking - so that “perk” felt a little misleading, but my car was still there when I woke up lol. The only issue was the air condition - it worked great, but anytime it was on you could hear something flapping around in the exposed ventilation system which was quite loud. Otherwise good....
United States
Mende
The price is £172
includes taxes & fees
25 Aug - 26 Aug
1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
A modern kitchen with a white brick wall, a flat-screen TV mounted above a wooden shelf, and a bar area with stools.

15. 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 £144
includes taxes & fees
25 Aug - 26 Aug
307 37th St · Lawrenceville Row House - Walk to Everything!
A modern hotel room with a large bed, a yellow armchair, a desk, and a brick wall.

16. 190.5 44th St. - Lawrenceville

190.5 44th St. - Lawrenceville
Lawrenceville
10.0 out of 10, Exceptional, (18 reviews)
"Great location, very clean, would definitely stay here again!"
United States
Jocelyn
The price is £201
includes taxes & fees
25 Aug - 26 Aug
190.5 44th St. - Lawrenceville
A bedroom with a bed, a bench, a ceiling fan, and a window with blinds.

17. 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, (6 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 hotel interior with a polished floor, a sofa, and a bed in the background.

18. 461 Melwood Suites Unit 102 Studio

461 Melwood Suites Unit 102 Studio
2.0 star property
Oakland
10.0 out of 10, Exceptional, (2 reviews)
"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 £193
includes taxes & fees
25 Aug - 26 Aug
461 Melwood Suites Unit 102 Studio
A modern living room with a leather sofa, a wooden coffee table, a flat-screen TV, and a staircase with glass railings.

19. Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Strip District
9.8 out of 10, Exceptional, (42 reviews)
"Great stay"
United States
Jon V.
The price is £183
includes taxes & fees
30 Aug - 31 Aug
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
A modern kitchen with a large window, a grey sofa, and a dining area with a small table and chairs.

20. 5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304

5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304
Oakland
9.8 out of 10, Exceptional, (28 reviews)
"Will stay here again!!"
United States
Jung yeon
The price is £173
includes taxes & fees
25 Aug - 26 Aug
5 min to UPMC Shadyside Oakland East Liberty, sleeps 6 unit 304
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

Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

8/10 Good
"I purchased my room through Expedia for about $138 a night and the system offered breakfast for a dollar. My son ordered his room through the hotel website and paid $240 per night either no offer of a breakfast. Be aware of the differences. Breakfast was excellent. Room was clean, quiet and AC worked great. We had problems with the room door lock, changed keys twice and still had issues. They reported it to maintenance when I checked out. Our stay was two days over the weekend staff was friendly. Did not use any of the facilities as I was visiting family. Plenary of parking. The road into the facility needed to be resurfaced. I’d stay there again."
Joseph 2-night trip
Posted less than an hour ago
Crowne Plaza Suites Pittsburgh South by IHG

Find out more about Cheswick

Everything you need to know about Cheswick holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cheswick holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheswick holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cheswick holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheswick. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheswick holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheswick holiday rentals we have selected for you start as low as £92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cheswick rentals

At Expedia, we put the best Cheswick holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheswick rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheswick holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheswick. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 & Central 3BD Home Pittsburgh/North Side with Free Street Parking: This holiday home rental outside of Cheswick is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 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 PPG Paints Arena and PNC Park.

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.