Holiday rentals in Pittsburgh

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Top-rated holiday rentals in Pittsburgh

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Guest favourite

Home in Bridgeville

4.95 out of 5 average rating, 110 reviews

Off-Street Parking | StaySpero

Free Off-Street Parking Spot, with additional free street parking Washer and Dryer in Property Wifi with ROKU TV 20 mins from the airport. 20 mins from downtown. 5 mins from Top Golf, Starbucks, shopping and other major amenities. Fully Stocked Kitchen Dedicated Office Space During your stay: I am available by phone from 9a-9p for emergencies only. For non-emergencies, after hours and inquiries, please contact us through this AIRBNB MESSAGE PORTAL. We have 24/7 support to help during your stay.

16–23 Nov

$127 SGD per night

Guest favourite

Loft in Pittsburgh

4.96 out of 5 average rating, 250 reviews

The Ultimate Urban Loft-A WALKABLE-Hot Property!

LOCATION -- LOCATION ..More Room..Great Views and Where All The Action Is!! This well-appointed and spacious one bedroom loft apartment is located in the heart of the cool vibe of the historic "Strip District." Within walking distance of great restaurants, coffee shops, fresh produce and lively night life. Perfect location for business travelers on week days and leisure travelers on weekends. Just minutes from Central Business District, Convention Center, Heinz Field, PNC Park and PPG Arena.

30 Sep – 7 Oct

$195 SGD per night

Guest favourite

Bungalow in Carnegie

4.97 out of 5 average rating, 113 reviews

Groovy Retro Get-Away

With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport & many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including keurig coffee, WiFi & a smart TV for streaming.

11–18 Jan

$122 SGD per night

Guest favourite

Flat in Pittsburgh

4.95 out of 5 average rating, 126 reviews

Lovely South Side spacious 1 Bedroom with parking

This apartment could not be more centrally located. 2 blocks from historic Carson street in the heart of the South Side. Restaurants, bars, shopping, bus transportation just outside the front door. Convenient to all Pittsburgh sports venues/theater district. Apartment is fully equipped with all kitchen amenities, a spacious bedroom and bath. New tiled shower installed January ‘23. Work space provided. A/c provided in the summer. Small on site reserved parking space makes this a rare find!

30 Dec – 6 Jan

$136 SGD per night

Guest favourite

Guest suite in Pittsburgh

4.95 out of 5 average rating, 231 reviews

Warm & Cozy, Newly Remodeled Private Space.

The PITT Stop Explore Pittsburgh’s vibrant streets with this warm & cozy, newly remodeled studio as your base! The PITT Stop is centrally located in Brighton Heights, a smaller section of Pittsburgh’s North Side. One of the most historic and culturally eclectic areas you will find. Here in Brighton Heights, you’ll be rooted in the coziness of an urban neighborhood while being close to everything metropolitan Pittsburgh has to offer. **Please see ‘Other Details to Note’ section for more.**

15–22 Jan

$133 SGD per night

Guest favourite

Guest suite in Pittsburgh

4.97 out of 5 average rating, 137 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

3–10 Oct

$108 SGD per night

Guest favourite

Guest suite in Pittsburgh

4.98 out of 5 average rating, 363 reviews

Lawrenceville Designer “Tiny Living”, Walkable

The Nesting Box is an ideal space to return to and recharge in after “free-ranging” locally. Comfortable, cool, and centrally located to the best of Butler Street. Designers collaborated to maximize the minimal space with creative comforts while experiencing "tiny living". Our shipping container addition led us to have 2 front doors. We welcome guests to our on-street guest suite. Urban family homestead with 2 cats, 2 dogs, and for 5 years 3 chickens that resided with us (recently rehomed).

7–12 Jun

$184 SGD per night

Guest favourite

Flat in Pittsburgh

4.95 out of 5 average rating, 387 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

10–17 Jul

$129 SGD per night

Guest favourite

Home in Pittsburgh

4.91 out of 5 average rating, 173 reviews

Cozy studio apartment, private entrance + porch

This cozy, private basement apartment is located on the tippy top of Pittsburgh's North Side in a neighborhood called Spring Hill. Hello incredible view! By car, you'll be minutes from downtown, the stadiums, incredible restaurants, concert venues, art museums and more! Enjoy your own entrance, porch, full bath, working area & kitchenette. Two sweet cats & one very cool kid live on the premises. We don't allow the cats in the room but you may find them lounging on the back porch.

16–23 Sep

$128 SGD per night

Guest favourite

Flat in Pittsburgh

4.91 out of 5 average rating, 327 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

16–23 Sep

$129 SGD per night

Guest favourite

Home in Pittsburgh

4.91 out of 5 average rating, 348 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

10–17 Sep

$168 SGD per night

Guest favourite

Flat in Pittsburgh

4.99 out of 5 average rating, 144 reviews

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!

11–18 Jul

$181 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Pittsburgh holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Pittsburgh's top sights

PNC Park228 locals recommend

PPG Paints Arena94 locals recommend

Heinz Field205 locals recommend

Pittsburgh Zoo & PPG Aquarium177 locals recommend

Rivers Casino104 locals recommend

The Waterfront41 locals recommend

Other great holiday rentals in Pittsburgh

Guest favourite

Home in Pittsburgh

4.9 out of 5 average rating, 189 reviews

Private unit close to Stage AE, stadium, downtown.

16–21 Jun

$150 SGD per night

Guest favourite

Flat in Pittsburgh

5.0 out of 5 average rating, 125 reviews

Artsy Apt in Lawrenceville with off-street parking

2–9 Jan

$199 SGD per night

Guest favourite

Townhouse in Pittsburgh

4.93 out of 5 average rating, 220 reviews

Parking! No cleaning Fee! Walkable neighborhood!

21–28 Aug

$202 SGD per night

Guest favourite

Flat in Pittsburgh

4.99 out of 5 average rating, 169 reviews

The Bellevue Suite *Free parking, 10mins to DWNTWN

17–24 Oct

$142 SGD per night

Guest favourite

Home in Irwin

5.0 out of 5 average rating, 108 reviews

Our cozy contemporary home near PA turnpike

27 Dec – 3 Jan

$147 SGD per night

Guest favourite

Loft in Pittsburgh

4.84 out of 5 average rating, 188 reviews

Lovely Lawrenceville Loft

7–14 Jun

$144 SGD per night

Guest favourite

Flat in Pittsburgh

4.96 out of 5 average rating, 123 reviews

Cozy One-Bedroom East Side Apartment

8–15 Dec

$134 SGD per night

Guest favourite

Flat in Pittsburgh

5.0 out of 5 average rating, 7 reviews

Upscale King Suite by WholeFoods

20–27 Aug

$144 SGD per night

Show all

Quick stats about holiday rentals in Pittsburgh

Total rentals	3.2K properties
Rentals with dedicated workspaces	2.2K properties have a dedicated workspace
Rentals with a pool	60 properties have a pool
Pet-friendly rentals	1.1K properties allow pets
Family-friendly rentals	1.5K properties are a good fit for families
Total number of reviews	174K reviews

Holiday rentals in Pittsburgh

Top-rated holiday rentals in Pittsburgh

Home in Bridgeville

Loft in Pittsburgh

Bungalow in Carnegie

Flat in Pittsburgh

Guest suite in Pittsburgh

Guest suite in Pittsburgh

Guest suite in Pittsburgh

Flat in Pittsburgh

Home in Pittsburgh

Flat in Pittsburgh

Home in Pittsburgh

Flat in Pittsburgh

Holiday rentals for every style

Flats

Houses

Hotels

Popular amenities for Pittsburgh holiday rentals

Stay near Pittsburgh's top sights

Other great holiday rentals in Pittsburgh

Home in Pittsburgh

Flat in Pittsburgh

Townhouse in Pittsburgh

Flat in Pittsburgh

Home in Irwin

Loft in Pittsburgh

Flat in Pittsburgh

Flat in Pittsburgh

Quick stats about holiday rentals in Pittsburgh

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore