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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Top guest favourite
A cozy living area features a purple sofa complemented by decorative pillows and a geometric rug. Large windows allow natural light to fill the space, while a ceiling fan provides air circulation. A decorative fireplace and wall art enhance the room's aesthetic.
Home in Manchester
4.93 out of 5 average rating, 279 reviews

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.

Top guest favourite
Outdoor seating is provided on a deck, featuring two wicker chairs with deep blue cushions and a glass-top coffee table. Panoramic views of the Pittsburgh skyline and river are visible in the background.
Apartment in Mount Washington
4.94 out of 5 average rating, 521 reviews

Luxury Pittsburgh Grandview Ave Apt

Best Location in the City of Pittsburgh! Center of Grandview Ave - Panoramic City views from the living room and the master bedroom. 2 bed/2 bath,Includes: TV, internet, full kitchen, fully furnished. Charming Victorian house - modern inside. Gorgeous deck overlooking the City:) Visitors parking is available free of charge (on the street) for 1 vehicle (there are 6-8 spots directly in front of the building) I need make, color, year and license plate including the state for the car registration

Top guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 297 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.

Top guest favourite
Flat in Lower Lawrenceville
4.96 out of 5 average rating, 113 reviews

Upscale DoubleKing Suite~Butler St~2 ParkingSpaces

2 OFF STREET PARKING SPACES 2 KING bedroom (+Full Size Sleeper Sofa) 1 bath apartment w/ a private patio steps from Butler St in Lawrenceville neighborhood! Sleeper Sofa and extra linens for bigger groups. Enjoy this stylish space in the coolest neighborhood in town, steps to dozens of restaurants, shops, coffee shops. Walk to UPMC Children's hospital and the Strip District, short drive to Downtown, North Shore, Shadyside, Oakland, Pitt, CMU, & several hospitals! Book your stay today!

Guest favourite
The primary bedroom features a spacious queen bed with a plush blanket and decorative pillows. A modern staircase leads to the loft office area above. Natural light fills the room, complemented by artwork on the walls and a soft rug underfoot.
Townhouse in Lower Lawrenceville
4.97 out of 5 average rating, 214 reviews

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!

Guest favourite
A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.
Flat in Central Northside
4.95 out of 5 average rating, 211 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Guest favourite
A fully equipped kitchen features modern white cabinetry, sleek granite countertops, and stainless steel appliances, including a microwave and stove. A double-basin sink is positioned near the window, with essential kitchenware, plates, and glassware arranged on the counter.
Flat in Shadyside
4.91 out of 5 average rating, 350 reviews

Upscale Double King Bed Suite ~ Steps from Walnut!

Upscale 2 bedroom/ 1 bathroom APT perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Two Memory foam king beds 🌟24/7 Guest Support ⭐️In-unt Washer/ Dryer 🌟Fully stocked & equipped kitchen ⭐️Sleeper sofa (Full) 🌟Pet Friendly (Most provide vaccination records) ⭐️Private entrance & front porch ⭐️Steps from popular Walnut Street!

Guest favourite
Flat in Downtown Pittsburgh
4.96 out of 5 average rating, 112 reviews

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!

Superhost
A modern bedroom is characterized by sloped wooden ceilings and exposed beams. A spacious bed with a light gray coverlet is centered against the wall, flanked by two bedside tables with lamps. Natural light enters through a small window, illuminating the wooden floor.
Flat in Shadyside
4.87 out of 5 average rating, 244 reviews

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.

Guest favourite
The open kitchen area is illuminated by pendant lighting above the countertop, featuring a spacious sink and a wooden surface. Large windows dressed with light curtains invite natural light, while a small potted plant adds a touch of greenery. The entrance door is positioned to the right.
Home in Deutschtown
4.97 out of 5 average rating, 155 reviews

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.

Guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.92 out of 5 average rating, 381 reviews

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!

Guest favourite
The living area features a comfortable couch and a coffee table, with a wall of windows allowing natural light to fill the space. A desk and chair are positioned for workspace, while decorative elements and plants add a homely touch.
Flat in Lower Lawrenceville
4.9 out of 5 average rating, 135 reviews

Pet Friendly with King Bed on Butler Street!

Located right in the heart of Lawrenceville on Butler St., you can't beat this location! Our 1st floor apartment is tastefully furnished and stocked for short term and longer term stays - perfect for living and working, or quick getaways! Our well appointed kitchen is great for cooking, our two desks are perfect for two work from home travelers, our cozy bedroom invites you to sleep in, and the living room's couch and smart TV invite you to relax!

Popular amenities for Pittsburgh holiday rentals

When is the best time to visit Pittsburgh?

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Avg. price$109 SGD$110 SGD$118 SGD$129 SGD$150 SGD$153 SGD$141 SGD$141 SGD$137 SGD$162 SGD$162 SGD$136 SGD
Avg. temp-2°C0°C4°C11°C16°C21°C23°C22°C18°C12°C6°C1°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

Destinations to explore