Cheswick Holiday Rentals

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Our top choices for Cheswick holiday rentals

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

Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
2.0 star property
Cheswick
8.4 out of 10, Very good, (9)
"This is one of my favorite locations I’ve stayed at. The house is lovely, clean, comfortable, quiet, has everything you need, the pool and hot tub are fantastic, and it’s close to anywhere you want to go while feeling like a hideaway retreat. I’m already looking forward to coming back! "
United States
Criss V.
The price is AU$655
includes taxes & fees
31 Jan - 1 Feb
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.4 out of 10, Exceptional, (3)
"Perfect for our needs"
United States
Barbara
The price is AU$408
includes taxes & fees
8 Jan - 9 Jan
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

💜Lawrenceville Loft off Butler - Top Floor & Bespoke Woodwork💜

💜Lawrenceville Loft off Butler - Top Floor & Bespoke Woodwork💜
Lawrenceville
9.6 out of 10, Exceptional, (23)
"Great stay"
United States
Stephen V.
The price is AU$333
includes taxes & fees
8 Jan - 9 Jan
💜Lawrenceville Loft off Butler - Top Floor & Bespoke Woodwork💜

Abode Pittsburgh - Downtown Convention Center

Abode Pittsburgh - Downtown Convention Center
3.5 star property
Downtown Pittsburgh
7.6 out of 10, Good, (87)
"Good location, clean place. Was affordable. Perfect for our guys weekend, with the 3 of us. "
United States
Michael
The price is AU$256
includes taxes & fees
8 Jan - 9 Jan
Abode Pittsburgh - Downtown Convention Center

3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen

3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen
2.0 star property
Squirrel Hill
10.0 out of 10, Exceptional, (3)
"It was a pleasure staying there"
United States
msimchowitz
The price is AU$375
includes taxes & fees
11 Jan - 12 Jan
3min>Carnegie Mellon University:UPMC Shadyside:3min>CMU:Full Kitchen

Butler's heart!

Butler's heart!
Lawrenceville
9.0 out of 10, Wonderful, (26)
"Cute little apartment . Served our needs and would stay here again."
United States
Tami D.
The price is AU$236
includes taxes & fees
8 Jan - 9 Jan
Butler's heart!

🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙
North Side
9.2 out of 10, Wonderful, (73)
"Property was clean and host was very helpful/informative as well as response!"
United States
Brandon D.
The price is AU$345
includes taxes & fees
14 Jan - 15 Jan
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

424-Apt 304

424-Apt 304
3.5 star property
Oakland
9.2 out of 10, Wonderful, (12)
"Love the location nicely done Will return "
United States
Lamont
The price is AU$276
includes taxes & fees
15 Jan - 16 Jan
424-Apt 304

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
10.0 out of 10, Exceptional, (27)
"Nice place. Came exactly as advertised. Nice diverse neighborhood with a lot available within walking distance."
United States
Gary L.
The price is AU$280
includes taxes & fees
2 Feb - 3 Feb
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

City view• 2 BEDS •Free Parking•Urban Escape

City view• 2 BEDS •Free Parking•Urban Escape
2.0 star property
North Side
10.0 out of 10, Exceptional, (3)
"Good location, clean, comfortable and modern place. "
United States
MIHAELA
The price is AU$231
includes taxes & fees
8 Jan - 9 Jan
City view• 2 BEDS •Free Parking•Urban Escape

★ HostWise Stays ★ 4 Blocks From UPMC Children's

★ HostWise Stays ★ 4 Blocks From UPMC Children's
Lawrenceville
10.0 out of 10, Exceptional, (14)
"Great location and communication from host! The home was clean, comfortable, and exactly as described. We loved and appreciated the kitchen amenities! We very much enjoyed our stay. We would absolutely stay here again and highly recommend this rental. "
United States
Heather S.
The price is AU$281
includes taxes & fees
8 Jan - 9 Jan
★ HostWise Stays ★ 4 Blocks From UPMC Children's

Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (38)
"Romantic "
United States
Jeff
The price is AU$292
includes taxes & fees
25 Jan - 26 Jan
Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

Hungry Hollow Hideaway - Luxury Cabin on Private Acreage
2.0 star property
Vandergrift
10.0 out of 10, Exceptional, (5)
The price is AU$502
includes taxes & fees
8 Jan - 9 Jan
Hungry Hollow Hideaway - Luxury Cabin on Private Acreage

Free Parking • KING bed • Cozy Urban Studio

Free Parking • KING bed • Cozy Urban Studio
2.0 star property
North Side
8.4 out of 10, Very good, (5)
"Great communication with the host. Perfect location with so many things to do. "
United States
Liset
The price is AU$219
includes taxes & fees
15 Jan - 16 Jan
Free Parking • KING bed • Cozy Urban Studio

★ HostWise Stays ★ King Beds, Near Stadiums, Dining, Street Parking

★ HostWise Stays ★ King Beds, Near Stadiums, Dining, Street Parking
North Side
9.6 out of 10, Exceptional, (10)
"Check in was easy, house was super clean. The record store/bar/coffee shop next door was awesome! "
United States
Jessica C.
The price is AU$303
includes taxes & fees
19 Jan - 20 Jan
★ HostWise Stays ★ King Beds, Near Stadiums, Dining, Street Parking

Cozy&Modern 2 Bdr Apt Natrona

Cozy&Modern 2 Bdr Apt Natrona
2.0 star property
Natrona Heights
9.6 out of 10, Exceptional, (10)
"Great property, very cozy and clean. Easy access to Rte 28 and into Pittsburgh."
United States
Darren H.
The price is AU$223
includes taxes & fees
1 Feb - 2 Feb
Cozy&Modern 2 Bdr Apt Natrona

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, (37)
"Clean cozy little house on the hill!"
United States
Randolph
The price is AU$287
includes taxes & fees
11 Jan - 12 Jan
Eclectic Historic Sunny Vista Home with City Views, Northshore

Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (56)
"Very easy to get to off of the highway. Nice and cozy home with all the necessities you should need. Lovely welcome committee out front to say hello. The place was clean and nicely organized."
United States
Kathleen C.
The price is AU$265
includes taxes & fees
15 Jan - 16 Jan
Explore Pittsburgh from a Modern, Hip Bungalow

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Lawrenceville
10.0 out of 10, Exceptional, (4)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
The price is AU$258
includes taxes & fees
4 Feb - 5 Feb
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

2 Bedroom Downtown Apt Clean and Safe

2 Bedroom Downtown Apt Clean and Safe
2.0 star property
Downtown Pittsburgh
10.0 out of 10, Exceptional, (1)
"I enjoyed the location very much. It was so easy to get to, everything was walking distance and the view was gorgeous. The rooms were tidy with comfortable furniture and smelled pleasant. I plan on trying to stay here anytime i am in the city. "
United States
Michael
The price is AU$170
includes taxes & fees
15 Jan - 16 Jan
2 Bedroom Downtown Apt Clean and Safe
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

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, 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 favourite 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 depend 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 AU$164 per night. Entering your travel dates in the search wizard might find you 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 4Bdr Loft Home, North Shore, City Skyline: 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. In the wider area, you’ll find PNC Park and Oakmont Country Club.

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.