Holiday rentals in Pittsburgh

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Top-rated holiday rentals in Pittsburgh

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.

8–15 Dec

$169 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!

27 Aug – 3 Sep

$136 SGD per night

Guest favourite

Guest suite in Pittsburgh

4.94 out of 5 average rating, 233 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.**

14–21 Mar

$133 SGD per night

Guest favourite

Guest suite in Pittsburgh

4.97 out of 5 average rating, 138 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.

10–15 Oct

$117 SGD per night

Guest favourite

Home in Pittsburgh

4.9 out of 5 average rating, 190 reviews

Private unit close to Stage AE, stadium, downtown.

Our comfortable unit is walking distance to all North Shore destinations--both stadiums, Stage AE, Science Center, Aviary and even The Roxian. Ideal for couples, solo adventurers, business travelers. The subway a 10 minute walk and free to downtown and PPG Paints Arena. There's a TV, AC unit and Keurig. Provided fresh towels and toiletries. Manchester is minutes from freeways in ALL directions and just off the Great Allegheny Passage. Abundant free parking in historic Victorian district.

17–22 Jun

$150 SGD per night

Guest favourite

Guest suite in Pittsburgh

4.98 out of 5 average rating, 364 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

$176 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

*PLENTY OF FREE STREET PARKING* 1 BDRM apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. This is a 3rd floor unit in my 100+ year old four-square home. It has a private entrance with a Keypad for Airbnb guests, there are 2 other units in the building. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Pet friendly ($50 fee) just add your pet under pets in the guest section when booking.

20–27 Oct

$149 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!

7–14 Jan

$112 SGD per night

Guest favourite

Guest suite in West Mifflin

4.99 out of 5 average rating, 101 reviews

Hilltop Suite, Quiet Street

My wife Steph and myself (Chris) would like to welcome you to our guest suite. We think that you will find our small suite very cozy and will find everything that you need. You will have your own entrance through the back of the house as well as onsite parking. Inside, we've worked hard to make the space very updated and clean. Amenities include your own bathroom with a deluxe shower, an in-suite mini kitchen with stove and fridge, a small dining table, a couch, and a comfy queen bed.

22–29 Aug

$151 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.

26 Sep – 3 Oct

$130 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).

9–16 Nov

$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!

7–14 Jul

$181 SGD per night