
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.

Luxury Mountainside with Spectacular Views
Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond
This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

Stunning King Suite |Unbeatable Downtown Location!
Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

King Bed | Amazing Location | Stunning Design
✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

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.

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!

Cozy King suite! $0 cleaning fee
Brand new listing! 1 BR/ 1 bath apartment in a prime location steps away from Walnut street with plenty of restaurants, shops, coffee shops & UPMC Shadyside hospital! Fully equipped for both long and short stays. - King bed (memory foam mattress) - Sleeper sofa - 24/7 Guest communication - Pet friendly - Fully stocked kitchen - Smart Home Technologies - Central AC/ Heat - Free street parking - Speedy wifi & desk - Free washer/ dryer Message today to secure your reservation!

Urban Nest PGH | Unit B - 1BR Free Parking Stay
Enjoy a stylish first-floor 1BR with a gourmet kitchen featuring high-end appliances and a spacious living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable night’s sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to shared parking (6 spots, first-come, first-served). Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.

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!

Shadyside/Pittsburgh, Modern & Cozy 1BD w/Prkng
Modern and family oriented 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.
Popular amenities for Pittsburgh holiday rentals
Other great holiday rentals in Pittsburgh

Brand New! Lawrenceville KING Suite - Huge Balcony

Huge Open Concept 2BR by Walnut

Stylish 1BR Near the NFL Draft

Cozy Apt in Heart of Shadyside - Private Balcony

Luxury Retreat - Stunning Pittsburgh Skyline Views

Upscale King Suite by WholeFoods

Grandview Ave Luxe | City Views | Amenities Galore

Downtown Pittsburgh Views + Restaurant. Bar. Pool.
When is the best time to visit Pittsburgh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £63 | £64 | £69 | £75 | £87 | £89 | £82 | £82 | £80 | £94 | £94 | £79 |
| 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 3,750 holiday rentals in Pittsburgh

Nightly prices starting at
Pittsburgh holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 239,710 verified reviews to help you choose

Family-friendly holiday rentals
1,890 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,250 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
2,470 properties have a dedicated workspace

Wifi availability
3,650 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
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Raccoon Creek State Park
- Ohiopyle State Park
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Sri Venkateswara Temple
- Senator John Heinz History Center
- Randyland
- Stage AE
- Petersen Events Center
- Cathedral of Learning
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