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Cheswick Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Cheswick vacation rentals

Property grounds

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.
$445 nightly
The price is $503
Sep 30 - Oct 1
Total with taxes and fees
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Terrace/patio

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, (73 reviews)
"The place was perfect for what we were looking for. "
United States
Robert P.
$172 nightly
The price is $195
Sep 1 - Sep 2
Total with taxes and fees
Comfortable private unit with hot tub, swimming pool and free parking
Studio, 1 Queen Bed with Sofa bed, Non Smoking, Kitchenette

3. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (48 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
$164 nightly
The price is $187
Sep 3 - Sep 4
Total with taxes and fees
Melwood Suites Unit 107 Studio
Room

4. Butler's heart!

Butler's heart!
Lawrenceville
8.6 out of 10, Excellent, (47 reviews)
"Nice property pretty close to a lot of good restaurants, bars and buses downtown."
United States
George
$139 nightly
The price is $157
Sep 1 - Sep 2
Total with taxes and fees
Butler's heart!
Room

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, (6 reviews)
"This was a. very sweet spot to stay on Butler with great food, cafe, and bars nearby. "
United States
Anna S.
$97 nightly
The price is $111
Sep 3 - Sep 4
Total with taxes and fees
Lawrenceville/Central @3 Large and Spacious 1BD with Free Street Parking
Living area

6. Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.6 out of 10, Exceptional, (15 reviews)
"Good parking and nice location."
United States
Justin
$95 nightly
The price is $109
Sep 1 - Sep 2
Total with taxes and fees
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
House (3 Bedrooms) | Interior

7. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
$334 nightly
The price is $380
Sep 1 - Sep 2
Total with taxes and fees
Penn Hills Home ~ 11 Mi to Pittsburgh
Dining

8. 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.
$119 nightly
The price is $134
Sep 15 - Sep 16
Total with taxes and fees
Cozy&Modern 2 Bdr Apt Natrona
Living area

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

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (43 reviews)
"Located in a quiet neighborhood with street parking. Shops nearby. Clean and comfortable. Could use additional plates and coffee mugs. Overall a nice stay."
United States
Deborah A.
$164 nightly
The price is $185
Sep 2 - Sep 3
Total with taxes and fees
Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Living area

10. Central/Lawrenceville @1B Spacious 2BD with Free Street Parking

Central/Lawrenceville @1B Spacious 2BD with Free Street Parking
Lawrenceville
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was very clean, spacious and homey. I had a very relaxing stay."
United States
Michael T.
Central/Lawrenceville @1B Spacious 2BD with Free Street Parking
Interior

11. 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.
$167 nightly
The price is $168
Sep 7 - Sep 8
Total with taxes and fees
Cozy Lawrenceville Flat.
Private kitchen

12. 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.
$187 nightly
The price is $189
Sep 1 - Sep 2
Total with taxes and fees
Not so tiny house with full kitchen & patio swing
A modern kitchen with a brick wall, wooden flooring, and a dining area with a table and chairs.

13. Brand New ★ Prime Location ★ Exposed Brick Beauty!

Brand New ★ Prime Location ★ Exposed Brick Beauty!
Lawrenceville
10.0 out of 10, Exceptional, (26 reviews)
"This place was great for our family of four. Walkable to many restaurants and shops. It was a quick drive to various attractions and areas of Pittsburgh. Of all the areas we visited, we liked Lawrenceville the best. Highly recommend this property for location, cleanliness, and easy check in. "
United States
Johanna M.
$184 nightly
The price is $208
Sep 8 - Sep 9
Total with taxes and fees
Brand New ★ Prime Location ★ Exposed Brick Beauty!
Property grounds

14. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (72 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
$159 nightly
The price is $180
Sep 1 - Sep 2
Total with taxes and fees
Explore Pittsburgh from a Modern, Hip Bungalow
Room

15. 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
$305 nightly
The price is $345
Sep 7 - Sep 8
Total with taxes and fees
190.5 44th St. - Lawrenceville
Living area

16. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (40 reviews)
"Great location and really nice property."
United States
Tracy H.
$187 nightly
The price is $189
Sep 2 - Sep 3
Total with taxes and fees
Lovely Strip District loft with free parking
Front of property

17. 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
$178 nightly
The price is $203
Sep 1 - Sep 2
Total with taxes and fees
424-Apt. 405
Interior

18. Shadyside/Pittsburgh, Modern & Unique 1 Bedroom with Free Parking

Shadyside/Pittsburgh, Modern & Unique 1 Bedroom with Free Parking
Shadyside
9.2 out of 10, Wonderful, (10 reviews)
"Lovely place, good location. Would stay again!"
United States
Nicole B.
$95 nightly
The price is $109
Sep 2 - Sep 3
Total with taxes and fees
Shadyside/Pittsburgh, Modern & Unique 1 Bedroom with Free Parking
Living area

19. ★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!

★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!
Upper Hill
9.6 out of 10, Exceptional, (22 reviews)
"Easy check in. Very cute house with everything a small group needs for a quick stay. Comfortable beds, TVs and plenty of space to retreat after a long day. Highly recommend!"
United States
Ginny S.
$252 nightly
The price is $285
Sep 2 - Sep 3
Total with taxes and fees
★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!
Interior

20. 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.
$192 nightly
The price is $193
Sep 7 - Sep 8
Total with taxes and fees
307 37th St · Lawrenceville Row House - Walk 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

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Our stay was outstanding and the staff, property, and food was awesome. I loved the history of this hotel and I definitely would stay here again!!"
Mark 5-night trip
Posted 1 hour ago
Omni William Penn Hotel

Find out more about Cheswick

Everything you need to know about Cheswick vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cheswick vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cheswick vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cheswick in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cheswick rentals

At Expedia, we put the best Cheswick vacation 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 vacation.

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 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.