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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 652 Vacation Homes in Cheswick with updated reviews, rates, and availability.

Breathtaking Spacious PGH Skyline Loft On Carson Street
Smart TV

Breathtaking Spacious PGH Skyline Loft On Carson Street

8.6 out of 10, Excellent, (25)
"Lived the character of the house & neighborhood. Reminded me of home. "
Breathtaking Spacious PGH Skyline Loft On Carson Street
Urban Retreat with Garage on Mt Washington
Property grounds

Urban Retreat with Garage on Mt Washington

10.0 out of 10, Exceptional, (42)
"Very clean, inviting home. Property owner very responsive and easy to deal with."
The price is SAR 297
SAR 697 total
includes taxes & fees
27 Apr - 28 Apr
Urban Retreat with Garage on Mt Washington
Spacious Downtown Loft | Free Parking | Gym
1 bedroom, iron/ironing board, WiFi, bed sheets

Spacious Downtown Loft | Free Parking | Gym

9.6 out of 10, Exceptional, (29)
"We had the best time in Pittsburgh. It was our first time going and we loved it. Our Vrbo was amazing! It was very clean and we had everything we needed. We definitely will be coming back! Thank you so much for everything! "
The price is SAR 282
SAR 882 total
includes taxes & fees
15 Apr - 16 Apr
Spacious Downtown Loft | Free Parking | Gym
Home away from home!!!
Interior

Home away from home!!!

8.6 out of 10, Excellent, (24)
"Great, clean, perfect location"
The price is SAR 1,408
SAR 2,372 total
includes taxes & fees
15 Apr - 16 Apr
Home away from home!!!
2 King Beds / Free Parking / BBQ / Arcade / Patio
Terrace/patio

2 King Beds / Free Parking / BBQ / Arcade / Patio

9.8 out of 10, Exceptional, (20)
"Rented the house for one night and absolutely loved it. My son loved it the most, which is why I chose it. Would highly recommend!"
The price is SAR 345
SAR 1,092 total
includes taxes & fees
21 Apr - 22 Apr
2 King Beds / Free Parking / BBQ / Arcade / Patio
Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.
Fridge, microwave, oven, stovetop

Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.

2.0 star property
9.6 out of 10, Exceptional, (4)
"The owner answered all of my questions within minutes. It was convenient to many places we visited- the aviary, Phipps, Mt. Washington. It is on a very steep hill it wasn’t much of an issue but my car had 6 people and luggage so it was a struggle to drive up. The neighbor came over to tell us not to park in his spot(there aren’t assigned spaces he just likes to park in front of his ring camera) which was a little off putting because he woke us up from a nap in between outings but he was fairly...
Kids Centered House - Free Parking, Wifi, Fully Functional Kitchen.
View from the Top! Steps from Grandview, Sleeps 8
Smart TV, fireplace

View from the Top! Steps from Grandview, Sleeps 8

10.0 out of 10, Exceptional, (43)
"We really enjoyed our stay in Mount Washington. It was a cool, historical home, but with modern updates throughout, including new renovations in the kitchen and bathroom. The property was clean and comfortable, conveniently located near restaurants and museums, and just steps away from an amazing view of downtown. The property owner, Tony, was very responsive to all our needs and questions. Would definitely stay there again!"
View from the Top! Steps from Grandview, Sleeps 8
Charming Carnegie Cottage 15 Minutes from Airport & Downtown
Fridge, microwave, oven, stovetop

Charming Carnegie Cottage 15 Minutes from Airport & Downtown

9.4 out of 10, Exceptional, (32)
"The house was very nice. Great kitchen and bath good floors. Beds good one a bit soft. Not 5 stars because almost none of the windows stay open they all slam shut and the don't even provide sticks to keep them up. We stayed in mid March and wanted to take advantage of the 70 degree days, but no luck.Would stay again just bring something to prop the windows open."
Charming Carnegie Cottage 15 Minutes from Airport & Downtown
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
Fridge, microwave, oven, stovetop

Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh

9.8 out of 10, Exceptional, (10)
"The house is adorable, the kitchen is amazing. the location is perfection "
Charming Hydrangea Cottage in Sewickley Village 4bd/1.5 b - 20 min to Pittsburgh
Enjoy Urban Living at our Steel City Getaway w/ Seasonal Hot Tub!
Terrace/patio

Enjoy Urban Living at our Steel City Getaway w/ Seasonal Hot Tub!

10.0 out of 10, Exceptional, (34)
"Stayed here over a long weekend for a hockey tournament. We commuted to Ice Castle in Castle Shannon at various times of day and it was very reasonable. Neighborhood was quiet and clean. Driveway parking available which we used and had to park an additional vehicle on the street. No issues finding parking. Backyard was fully fenced and clean. Would be super cute in the Spring-Fall time. Salt and shovel were available for us as well as a couple of space heaters should we needed them. I would have...
Enjoy Urban Living at our Steel City Getaway w/ Seasonal Hot Tub!
Regal Bricks LUX - City View - Parking - 5 Min to Downtown - Fire Pit
Smart TV

Regal Bricks LUX - City View - Parking - 5 Min to Downtown - Fire Pit

9.6 out of 10, Exceptional, (7)
"This property met all our needs! The property management was great with their communication too! Thank you! "
The price is SAR 634
SAR 1,691 total
includes taxes & fees
20 Apr - 21 Apr
Regal Bricks LUX - City View - Parking - 5 Min to Downtown - Fire Pit
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
Fridge, microwave, oven, stovetop

★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

10.0 out of 10, Exceptional, (33)
"We loved our stay. Property is super clean and very close to everything that we wanted to see. We’d definitely stay again."
The price is SAR 372
SAR 1,254 total
includes taxes & fees
22 Apr - 23 Apr
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
★WALK to ACRISURE STADIUM in 10 MINS! King Beds, FREE Park
2 bedrooms, iron/ironing board, WiFi, bed sheets

★WALK to ACRISURE STADIUM in 10 MINS! King Beds, FREE Park

10.0 out of 10, Exceptional, (17)
"Our family had a great weekend getaway and enjoyed the house and the neighborhood. It was great to have two tandem parking spots which fit our minivan and SUV! Beds were comfortable, and the pullout sofa worked well for our teenager."
★WALK to ACRISURE STADIUM in 10 MINS! King Beds, FREE Park
307 37th St · Lawrenceville Row House - Walk to Everything!
TV

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

9.4 out of 10, Exceptional, (29)
"This place is everything I read in the comments. Owners were communicative and seemed to want us to be happy with our stay. The house is older and charming in a nice part of Pittsburg. The microwave button was broke and cold water handle in the shower fell off. Nothing major that ruined our stay. "
The price is SAR 310
SAR 653 total
includes taxes & fees
20 Apr - 21 Apr
307 37th St · Lawrenceville Row House - Walk to Everything!
California Ave Quarters | Newly Renovated 2BR Home
Fridge, microwave, oven, stovetop

California Ave Quarters | Newly Renovated 2BR Home

10.0 out of 10, Exceptional, (4)
"Clean and exactly how they described it"
The price is SAR 582
SAR 964 total
includes taxes & fees
4 May - 5 May
California Ave Quarters | Newly Renovated 2BR Home
Large Downtown Loft |Free Parking| Gym | City View
TV

Large Downtown Loft |Free Parking| Gym | City View

9.8 out of 10, Exceptional, (24)
"We enjoyed our stay and appreciated the excellent communication and detailed instructions to make our stay easy and efficient. The apartment was clean and comfortable. It would be nice to have 2 wine glasses and coffee pods in the unit to make the stay complete. The location was easy to expressway travel in and out of town. We would definitely stay again. "
The price is SAR 282
SAR 882 total
includes taxes & fees
15 Apr - 16 Apr
Large Downtown Loft |Free Parking| Gym | City View
Family and 🐕 friendly☆3BR house☆Porch swing☆Mars☆PGH☆Cranberry
Fridge, microwave, oven, stovetop

Family and 🐕 friendly☆3BR house☆Porch swing☆Mars☆PGH☆Cranberry

10.0 out of 10, Exceptional, (19)
"We enjoyed our stay at this property. The house was very clean. We stayed for 2 weeks, so I used the kitchen a lot it had everything we needed to cook which was great. The bed was very comfortable. Laurel was easy to get hold of. Would definitely stay here again and it was so nice to be able to bring our dog too. "
Family and 🐕 friendly☆3BR house☆Porch swing☆Mars☆PGH☆Cranberry
Two King Beds ★ Balcony Views ★ Patio ★ Minutes to Stadiums!
3 bedrooms, premium bedding, desk, iron/ironing board

Two King Beds ★ Balcony Views ★ Patio ★ Minutes to Stadiums!

9.6 out of 10, Exceptional, (25)
"Very nice. Easy process. "
The price is SAR 415
SAR 1,162 total
includes taxes & fees
6 May - 7 May
Two King Beds ★ Balcony Views ★ Patio ★ Minutes to Stadiums!
Family Friendly 3-BR Bungalow near Attractions
3 bedrooms, iron/ironing board, travel crib, WiFi

Family Friendly 3-BR Bungalow near Attractions

9.4 out of 10, Exceptional, (10)
"Wonderful sweet home located near restaurants , train line and quiet neighborhood . "
Family Friendly 3-BR Bungalow near Attractions
Weekly discount. Family & pet friendly, A block to Main St. Walk to dine/shop.
Fridge, microwave, oven, stovetop

Weekly discount. Family & pet friendly, A block to Main St. Walk to dine/shop.

10.0 out of 10, Exceptional, (15)
"Had a family wedding in Butler. Place was clean and convenient. Thank you"
Weekly discount. Family & pet friendly, A block to Main St. Walk to dine/shop.
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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Other property types in Cheswick

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

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"The title of the listing, "Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions" is a perfect description for this home. The location is super quiet in a good way. No highway noise, no loud neighbors, almost too quiet ;) Plenty of off street parking is on site which was a big plus for me. We didn't interact with any of the neighbors though a number of them waved as they drove or walked by. Definitely a welcoming environment. While it is 'off the beaten path' it is...
The price is SAR 826
SAR 1,546 total
includes taxes & fees
14 May - 15 May
Spacious cozy retreat, off the beaten path close to all Pittsburgh attractions
Stay Pittsburgh
Exclusive Apartment (400) | Living area | Smart TV

Stay Pittsburgh

2.0 star property
7.6 out of 10, Good, (114)
"Great stay, everything was nice. Would definitely recommend. Nice workers too. Very up beat and friendly "
The price is SAR 226
SAR 450 total
includes taxes & fees
28 Apr - 29 Apr
Stay Pittsburgh
Kasa South Side Pittsburgh
Exterior

Kasa South Side Pittsburgh

4.0 star property
8.4 out of 10, Very Good, (78)
"Good communication with property owners. Great apt stay in the South Side Flats. Cool area! "
Kasa South Side Pittsburgh
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.