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Cheswick Holiday Rentals

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Our top choices for Cheswick holiday rentals

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 NZ$1,532
includes taxes & fees
11 Oct - 12 Oct
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions

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, (75 reviews)
"The place was perfect for what we were looking for. "
United States
Robert P.
The price is NZ$344
includes taxes & fees
12 Oct - 13 Oct
Comfortable private unit with hot tub, swimming pool and free parking

3. 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, (73 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is NZ$331
includes taxes & fees
12 Oct - 13 Oct
Not so tiny house with full kitchen & patio swing

4. 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 NZ$280
includes taxes & fees
12 Oct - 13 Oct
Butler's heart!

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 NZ$246
includes taxes & fees
14 Oct - 15 Oct
Cozy&Modern 2 Bdr Apt Natrona

6. HIghland Park Heritage Studio

HIghland Park Heritage Studio
Highland Park
9.6 out of 10, Exceptional, (5 reviews)
"The place is well maintained and resides in a quite neighborhood"
United States
Xiaohui
HIghland Park Heritage Studio

7. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
The price is NZ$679
includes taxes & fees
18 Oct - 19 Oct
Penn Hills Home ~ 11 Mi to Pittsburgh

8. 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)
"Had a great stay. Host was very accommodating and very responsive. We are very happy. Price was great."
United States
Lisa K.
The price is NZ$320
includes taxes & fees
14 Oct - 15 Oct
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

9. Shadyside/Central @2 Bright and Stylish Studio with Free Parking

Shadyside/Central @2 Bright and Stylish Studio with Free Parking
Shadyside
9.8 out of 10, Exceptional, (9 reviews)
"Absolutely perfect! Check-in was easy and the parking right behind the property was the best part. Would definitely stay here again!!"
United States
Anonymous traveller
The price is NZ$191
includes taxes & fees
19 Oct - 20 Oct
Shadyside/Central @2 Bright and Stylish Studio with Free Parking

10. 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 NZ$360
includes taxes & fees
14 Oct - 15 Oct
424-Apt. 405

11. Accessible - Friendly Family - Safe Locale

Accessible - Friendly Family - Safe Locale
Verona
9.8 out of 10, Exceptional, (22 reviews)
"Great location, host was responsive and helpful. Thanks for letting us stay in our home!"
United States
Hannah B.
The price is NZ$1,118
includes taxes & fees
12 Oct - 13 Oct
Accessible - Friendly Family - Safe Locale

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

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (45 reviews)
"It was perfect! It was absolutely clean and welcoming. A perfect home away from home. Very responsive and flexible host. Would definitely stay here again."
United States
Tina
The price is NZ$329
includes taxes & fees
13 Oct - 14 Oct
Spacious 1-Bedroom Apartment In Pittsburgh (B1)

13. 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 NZ$385
includes taxes & fees
13 Oct - 14 Oct
424 Gold Way-Apt 402, 2 Bed/1Bath

14. CozySuites - William

CozySuites - William
4.0 star property
Downtown Pittsburgh
6.0 out of 10, (25 reviews)
"Great price and a reasonably comfortable room. Superb location."
United States
Andrew
The price is NZ$286
includes taxes & fees
14 Oct - 15 Oct
CozySuites - William

15. Cozy Lawrenceville Flat.

Cozy Lawrenceville Flat.
Lawrenceville
9.2 out of 10, Wonderful, (21 reviews)
"Very walkable, many local businesses, bars and restaurants nearby…"
United States
Joseph W.
The price is NZ$300
includes taxes & fees
12 Oct - 13 Oct
Cozy Lawrenceville Flat.

16. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (75 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is NZ$333
includes taxes & fees
9 Nov - 10 Nov
Explore Pittsburgh from a Modern, Hip Bungalow

17. Eclectic Historic Sunny Vista Home with City Views, Northshore

Eclectic Historic Sunny Vista Home with City Views, Northshore
North Side
9.6 out of 10, Exceptional, (41 reviews)
"Awesome place to stay. Clean and comfortable. Lisa was great. Easy access to public transportation downtown. We will be back again. Highly recommend this place."
United States
William G.
The price is NZ$356
includes taxes & fees
15 Oct - 16 Oct
Eclectic Historic Sunny Vista Home with City Views, Northshore

18. 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 NZ$330
includes taxes & fees
13 Oct - 14 Oct
Melwood Suites Unit 107 Studio

19. 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 NZ$318
includes taxes & fees
13 Oct - 14 Oct
307 37th St · Lawrenceville Row House - Walk to Everything!

20. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (72 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 NZ$343
includes taxes & fees
20 Oct - 21 Oct
Cozy escape close to downtown, stadiums & parks
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

Find out more about Cheswick

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cheswick holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cheswick. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cheswick. Seeing all the best attractions is bound to make you fall in love with Cheswick. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cheswick short-term rentals, that won’t be hard to do.

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 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.