Cheswick Vacation Rentals from ￥22,055: Search Short-Term Rentals

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Our top choices for Cheswick vacation 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

Cheswick

"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...

Vicki M.

￥80,355 total

includes taxes & fees

Aug 30 - Aug 31

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

Pittsburgh

Dennis K.

A modern interior with a polished floor, a grey sofa, and a white door with text.

3. Melwood Suites Unit 107 Studio

Oakland

Lisa

￥18,259 total

includes taxes & fees

Aug 30 - Aug 31

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

￥60,552 total

includes taxes & fees

Aug 30 - Aug 31

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

Natrona Heights

Dana Z.

￥21,384 total

includes taxes & fees

Sep 8 - Sep 9

A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

6. 424 Gold Way-Apt. 302

Oakland

Kai

￥36,859 total

includes taxes & fees

Aug 30 - Aug 31

A historic building with a large arched entrance, multiple windows, and a clock tower.

7. Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

Marci

￥27,617 total

includes taxes & fees

Sep 2 - Sep 3

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

Gibsonia

Robert P.

￥31,056 total

includes taxes & fees

Sep 1 - Sep 2

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

Garfield

John B.

￥60,720 total

includes taxes & fees

Sep 2 - Sep 3

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

Garfield

Anna B.

￥30,051 total

includes taxes & fees

Aug 30 - Aug 31

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

Vandergrift

nathan z.

￥54,525 total

includes taxes & fees

Aug 31 - Sep 1

A dining area with a round table, chairs, and a ceiling light fixture.

12. Hydee's Hideaway

Swissvale

Cathy K.

￥57,711 total

includes taxes & fees

Sep 1 - Sep 2

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

Oakland

Corinna

￥34,316 total

includes taxes & fees

Sep 1 - Sep 2

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

Crawford-Roberts

"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....

Mende

￥37,357 total

includes taxes & fees

Sep 1 - Sep 2

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!

Lawrenceville

Cassi D.

￥30,768 total

includes taxes & fees

Sep 9 - Sep 10

A modern hotel room with a large bed, a yellow armchair, a desk, and a brick wall.

16. 190.5 44th St. - Lawrenceville

Lawrenceville

Jocelyn

￥43,433 total

includes taxes & fees

Aug 31 - Sep 1

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

Anna S.

￥20,937 total

includes taxes & fees

Aug 31 - Sep 1

A modern hotel interior with a polished floor, a sofa, and a bed in the background.

18. 461 Melwood Suites Unit 102 Studio

Oakland

Steve

￥41,540 total

includes taxes & fees

Sep 1 - Sep 2

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.

Strip District

Jon V.

￥39,099 total

includes taxes & fees

Aug 30 - Aug 31

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

Oakland

Jung yeon

￥37,778 total

includes taxes & fees

Sep 10 - Sep 11

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Top Cheswick Hotel Reviews

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

"I can’t say enough about this hotel. Staff excellent! Every person we talked to pleasant and helpful jsut amazing 100% would recommend and stay here again"

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

8/10 Good

"Absolutely an amazing location if you are doing anything at the baseball stadium. It was very pricey, especially for a Holiday Inn. However, we absolutely could not beat the convenience of less than 10 minute walk from our stadium seat back to our bed after a concert."

DoubleTree by Hilton Pittsburgh - Green Tree

8/10 Good

"This is my second weekend stay at the Doubletree by Hilton. The hotel staff are very helpful, the rooms are larger and comfortable 👌. The bathroom amenities are perfect. The fridge and flat-screen and work center are very clean and practical. The beds are very comfortable, and I had 2 good nights sleep. Thank you for a wonderful stay."

Find out more about Cheswick

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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?

Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking: This vacation 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 you can cook with friends or family.

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.

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Check prices for these dates

Our top choices for Cheswick vacation rentals

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

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

3. Melwood Suites Unit 107 Studio

4. Penn Hills Home ~ 11 Mi to Pittsburgh

5. Cozy&Modern 2 Bdr Apt Natrona

6. 424 Gold Way-Apt. 302

7. Placemakr Downtown Pittsburgh at The Pennsylvanian

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

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

10. Not so tiny house with full kitchen & patio swing

11. Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

12. Hydee's Hideaway

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

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

15. 307 37th St · Lawrenceville Row House - Walk to Everything!

16. 190.5 44th St. - Lawrenceville

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

18. 461 Melwood Suites Unit 102 Studio

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

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

Find vacation rentals that suit your style

Top Cheswick Hotel Reviews

Drury Plaza Hotel Pittsburgh Downtown

Placemakr Downtown Pittsburgh at The Pennsylvanian

Wyndham Grand Pittsburgh Downtown

Pittsburgh Marriott City Center

Hilton Garden Inn Pittsburgh Downtown

Hyatt House Pittsburgh/Bloomfield/Shadyside

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

DoubleTree by Hilton Pittsburgh - Green Tree

Find out more about Cheswick

Frequently asked questions

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