
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.

Private unit close to Stage AE, Roxian, stadiums.
Our comfortable unit is walking distance to North Shore destinations--Acrisure, PNC, Stage AE, Science Center, Aviary. The Roxian a short drive. 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.

The Paris of Appalachia— FREE parking
Centrally-located in park-like, tranquil, historic area. Easy, quick walk to PNC Park, Acrisure Stadium, Stage AE, The Warhol, Science Center, North Shore, & AGH Hospital (all 5-7 min walk). Downtown is a 15 min walk or short lightrail. The Strip, Lawrenceville, Sq. Hill & U. Pitt/CMU all a short drive. Newly renovated, artful space (1100+ sq.ft) in one of Pittsburgh's most desirable city neighborhoods. WiFi, 65' smart TV, & FREE parking permit (nearby hotels charge $45/night for parking).

Walk to Stadiums! Free Off-Street Parking!
Watch the sun shine through two story stained glass windows in our recently restored 1800’s church turned luxury apartment! Featuring an open, two story floor plan with two large bedrooms, two full bathrooms, a fully stocked kitchen and organic coffee bar plus more located on a quiet, residential street in one of Pittsburgh’s most up and coming neighborhoods. Walk a few blocks to Allegheny General hospital as well as neighborhood bars plus all major stadiums. This spacious condo has it all!

Cozy 1BR Minutes from NFL Draft
Welcome to our newly remodeled 1 bedroom apartment, featuring modern furnishings, upscale appliances, and abundant natural light. Just steps from the David L. Lawrence Convention Center (DLCC), it's perfect for business travelers and event-goers. Enjoy nearby attractions like PNC Park, Market Square, and the Cultural District—all within walking distance. Whether you're visiting for business or leisure, our space provides a comfortable and convenient base for your Pittsburgh stay!

Shadyside/Pittsburgh, Modern & Unique 1BD w/Prkng
Unique and family oriented modern 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!
In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Deutschtown Carriage House
Newly renovated carriage house in the heart of the historic Deutschtown district. This special place is close to everything: PNC Park, Acrisure Stadium, Allegheny General Hospital (AGH), National Aviary, Children’s Museum, the Warhol, Mattress Factory, Allegheny Commons Park, Stage AE, Downtown, and many restaurants. Whether you're a sports fan, a traveling nurse, a concert-goer, or just coming to Pittsburgh for a little of everything, this is the place for you.

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!
With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Walk to Acrisure | Free Park | 2 BR+2 BA ~Sleeps 4
Stay close to everything in Pittsburgh’s North Side—steps from AGH and minutes to stadiums, museums, restaurants, and local favorites. Whether you're in town for a game, concert, hospital visit, or quick getaway, you’ll have a comfortable, convenient place to come home to. 🚶 Nearby favorites: • AGH – 0.1 mi • Children’s Museum – 0.5 mi • Warhol Museum – 0.7 mi • PNC Park – 0.8 mi • Downtown – 1.2 mi • Acrisure Stadium – 1.3 mi • Stage AE – 1.3 mi

Renovated large private studio in Squirrel Hill
Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

Huge 1-Bedroom Apartment In Pittsburgh (B1)
This 1 Bedroom Apartment is ideal if you need a safe, clean, stylish place to stay in the city. It has a huge bedroom with queen bed, large living room with Italian leather sectional, giant fully functional kitchen, separate nook with extra sofa bed and a full bathroom. It works well for couples or friends visiting Pittsburgh, affording you a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Cozy 2BR steps from Walnut St!
2 bedroom/ 1 bathroom apartment in the heart of Shadyside, steps from Walnut Street! 🌟2 Memory foam queen beds (Nectar Mattresses!) 🌟Spacious living room with pull out bed 🌟24/7 guest support 🌟Fully stocked & equipped kitchen 🌟Private washer/ dryer 🌟Super comfy furnishings throughout We're here for you before, during and after your stay! Reach out if you have any questions or feel free to book instantly.
Popular amenities for Pittsburgh holiday rentals
Other great holiday rentals in Pittsburgh

Beatty's Bohemian Retreat

Updated Home Near Butler St Walkable Lawrenceville

House in Little Italy for couple who want privacy

Charming Bellevue Hideaway • 1 BR Retreat

#50 Cozy Home in the heart of Shadyside

Allegheny River Aqua Villa

The Weary Traveler

Urban Tranquility - Cozy Home @ Awesome Location
When is the best time to visit Pittsburgh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 SGD | $110 SGD | $117 SGD | $129 SGD | $149 SGD | $152 SGD | $140 SGD | $140 SGD | $136 SGD | $161 SGD | $161 SGD | $135 SGD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Frequently Asked Questions
What are the best places to stay in Pittsburgh?
Explore neighborhoods like Shadyside, Lawrenceville, and the Strip District for accommodations that blend easy access to dining, unique shops, and local character. Downtown Pittsburgh also has city views and a vibrant atmosphere close to major attractions.
What are the best things to do in Pittsburgh with kids?
Families often visit the Carnegie Science Center, Pittsburgh Zoo and PPG Aquarium, and the Children's Museum of Pittsburgh for interactive exhibits and hands-on learning. Local parks and riverfront trails invite outdoor play.
What are some of the best things to do in Pittsburgh?
Explore the Andy Warhol Museum, take in local history at the Heinz History Center, and wander the Strip District for food and shopping. The Phipps Conservatory and Botanical Gardens and Point State Park are frequently suggested for green spaces.
How is the weather in Pittsburgh?
Pittsburgh has cold winters ranging from 21–36°F (-6–2°C), and warm, humid summers near 64–83°F (18–28°C). Spring and autumn bring mild days and frequent rain, so a jacket and umbrella come in handy.
What are the best places to visit in Pittsburgh?
Pittsburgh has popular sites like the Carnegie Museum of Art, the Duquesne Incline for skyline views, and the lively Strip District. Phipps Conservatory and Botanical Gardens and the Andy Warhol Museum are also frequently suggested.
What are some hiking trails in Pittsburgh?
Explore forested paths at Frick Park, stroll the scenic trails of Schenley Park, or head to Riverview Park for wooded ravines and open fields. These parks welcome walkers, joggers, and families looking for nature nearby.
What are some family activities we can do in Pittsburgh?
Families often visit the Pittsburgh Zoo and PPG Aquarium, build and play at the Children's Museum of Pittsburgh, or discover science at the Carnegie Science Center. Parks and community festivals give opportunities for group fun throughout the year.
What are some of the best day trip ideas from Pittsburgh?
Explore local state parks for hiking, visit covered bridges in nearby towns, or discover regional history at rural museums. Popular outdoor destinations around Pittsburgh include Ohiopyle State Park and Fallingwater, a Frank Lloyd Wright home.
Are there any pet friendly accommodations available in Pittsburgh?
Many stays in neighborhoods like Lawrenceville, South Side, and Shadyside welcome pets. City parks and trails provide green spaces for walks and outdoor play with your dog.
What are some local tips for visiting Pittsburgh?
Locals suggest bringing comfortable shoes for hilly streets and exploring the city’s food scene beyond downtown. Riding the incline railways is a unique way to take in river and skyline views.
What is Pittsburgh known for?
Pittsburgh is known for its historic steel industry, distinct bridges spanning three rivers, and vibrant arts and sports culture. The city hosts renowned museums and a mix of heritage neighborhoods.
What are the best hidden gems to explore in Pittsburgh?
Explore local murals in the Garfield neighborhood, wander the gardens at Mellon Park, or discover public art installations scattered through city spaces. Many visitors also enjoy finding smaller galleries and artist-run spaces just outside the typical museum circuit.
What are the best foods to try in Pittsburgh?
Try a sandwich from Primanti Bros., sample pierogies reflecting Eastern European roots, and taste burnt almond torte from local bakeries. Many restaurants highlight farm-to-table dishes and Pittsburgh-style pizza.
What should I bring for a trip to Pittsburgh?
Pack layers for changing temperatures, a rain jacket or umbrella for wet days, and comfortable shoes for exploring hilly neighborhoods. A reusable water bottle and sun protection come in handy for outdoor activities.
What is the nightlife in Pittsburgh like?
Neighborhoods such as the Strip District, South Side, and Lawrenceville have a mix of breweries, music venues, and late-night eateries. You will find live bands, relaxed lounges, and spaces for dancing across the city.
What are the most popular events or festivals in Pittsburgh?
Pittsburgh hosts the Three Rivers Arts Festival in early summer, light-focused events like Highmark Light Up Night in late autumn, and seasonal celebrations marking sports and local heritage. Jazz festivals and multicultural food events are often celebrated.
Are there family friendly vacation rentals in Pittsburgh?
Many vacation rentals in areas such as Shadyside, Squirrel Hill, and North Side are often described as family friendly. Look for homes with kitchen access, extra space, and proximity to parks or museums.
When is the best time to visit Pittsburgh?
Late spring through early fall is often recommended for milder temperatures, blooming gardens, and outdoor events. Autumn draws visitors with colorful foliage and cool evenings.
Quick stats about holiday rentals in Pittsburgh

Total holiday rentals
Explore 3,490 holiday rentals in Pittsburgh

Nightly prices starting at
Pittsburgh holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 232,330 verified reviews to help you choose

Family-friendly holiday rentals
1,780 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,280 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
2,480 properties have a dedicated workspace

Wifi availability
3,430 of Pittsburgh holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Pittsburgh rentals

4.8 Average rating
Pittsburgh stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Pittsburgh’s top spots include PNC Park, Pittsburgh Zoo & PPG Aquarium and Point State Park
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- PNC Park
- Carnegie Mellon University
- Seven Springs Mountain Resort
- Fallingwater
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Raccoon Creek State Park
- National Aviary
- Kennywood
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- Petersen Events Center
- Stage AE
- Sri Venkateswara Temple
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