
Holiday rentals in Pittsburgh
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Top-rated holiday rentals in Pittsburgh
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Pittsburgh, PA - North Side
Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Artsy Apt in Lawrenceville with deck & parking
One bedroom, one bathroom 2nd floor apartment located in Lower Lawrenceville with easy access to downtown, the Strip District, Shadyside, and our own very walkable neighborhood. You'll be able to park right behind the property and walk to a ton of coffee shops, yoga, art galleries, shops, and restaurants. There is a washer/dryer in the bathroom. The kitchen has a dishwasher. The second bed is a pullout couch in the living room. Every window has a shade you can pull down to keep out the light.

Bright Downtown 1BR Getaway
Welcome to our sleek and inviting 1-bedroom apartment in downtown Pittsburgh—perfect for Steelers fans! Enjoy being just steps from the city’s top attractions and restaurants, with Steelers Stadium only a short drive away. The unit features a thoughtfully designed living area, a fully equipped kitchen for cooking and a cozy bedroom perfect for relaxing after a day of exploring the city. Whether you're visiting for work or leisure, our unit offers a serene and central home base for your stay.

1 Bed, idyllic, stadiums, free parking, & Pets OK
Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

Head to Pittsburgh From Mt. Lebanon Cottage
Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Spectacular Skyline Views - Luxury 2 Bedroom
Watch the city skyline buzz from the comfort of your couch or bed. This high end luxury home is located on Mt. Washington and close to everything Pittsburgh. Minutes walk to Southside, Downtown, Strip District, Heinz Field, and PPG Convention Center just to name a few. Super clean, comfortable, and cool with all of the amenities of your own home. Just bring your bag and make this home base while you're in the Burgh. Great for couples, friends, solo adventurers, and business travelers.

Grandview Ave - King Bed - Spectacular Views!
One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

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).

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.

Brand New! In the heart of Pgh!
Near all things downtown and north shore! Have a peaceful stay in the city, close to PNC Park, Acrisure Stadium, Stage AE, the David Lawrence Convention Center, as well as the Science Center, Aviary, Andy Warhol Museum, and so much more! Lots of restaurants, breweries, and bars to explore. This one bedroom is walkable to many local spots and a quick ride to even more Pittsburgh attractions. We have everything to make your stay comfortable and relaxing!

The Little Riad: A Moroccan Oasis
Le Petit Riad, "The Little Courtyard" in French, is an immersive Moroccan experience. Inspired by Chefchaouen, the sapphire colored city, this is a tiny space with big IMPACT. Every meticulous detail will leave you wondering if somehow, magically, you ended up on a flight to the Mediterranean, instead of PIT. Nestled in a quiet alley literally steps from Butler Street and all Lawrenceville, the hottest hood in Pittsburgh, has to offer.

SPACIOUS 1 BEDROOM APT IN PITTSBURGH (K2)
This spacious 1 Bedroom Apt is ideal if you need a quality, clean, designer place to stay in the city. It has a separate bedroom with queen bed, a large living room with new sleeper sofa, a fully functional kitchen, a good sized dining area and a full bathroom. It a has private entrance on the 1st floor and works well for those who needs a safe, clean and comfy apartment in a hip walk-able location (not suitable for kids under 10).
Popular amenities for Pittsburgh holiday rentals
Other great holiday rentals in Pittsburgh

Mexican War Streets, The Heinz Suite.

Spacious bedroom, The Run

Walk to Acrisure

Near Acrisure & PPG | Free Parking | Sleeps 3

Spacious 1-BR Apt| Rooftop & Gym

Pittsburgh Deutschtown City House

Family Home in Glenshaw

Skyline Serenity Retreat
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 | $109 SGD | $117 SGD | $128 SGD | $149 SGD | $151 SGD | $140 SGD | $140 SGD | $136 SGD | $160 SGD | $160 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 Phipps Conservatory and Botanical Gardens
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- PNC Park
- Carnegie Mellon University
- Seven Springs Mountain Resort
- Strip District
- Fallingwater
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- Point State Park
- National Aviary
- Kennywood
- Raccoon Creek State Park
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- University Of Pittsburgh
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- David Lawrence Convention Center
- Randyland
- Senator John Heinz History Center
- Cathedral of Learning
- Stage AE
- Carnegie Science Center
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