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Holiday rentals in Pittsburgh

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Quick stats about holiday rentals in Pittsburgh

  • Total holiday rentals

    Explore 3,780 holiday rentals in Pittsburgh

  • Verified guest reviews

    Over 241,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,910 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,200 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    2,520 properties have a dedicated workspace

  • Wifi availability

    3,640 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

Top-rated holiday rentals in Pittsburgh

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

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Guest favourite
A modern living room features large windows that allow natural light to fill the space. A sleek gas fireplace is framed by dark stone, while a large television is mounted on the wall. Comfortable armchairs and a circular coffee table complete the inviting atmosphere.
Home in Strip District

Skyline Haven:5BR/3.5BA +2 parking spots + Rooftop

Experience unparalleled luxury in this spacious 5-bedroom, 3.5-bathroom haven, perfectly situated in the heart of Pittsburgh. Boasting not one, but two roof decks, you'll have the finest city vistas right at your fingertips. Relax by the indoor-outdoor gas fireplace this is a serene escape amidst the urban hustle. With the addition of garage parking for 1 vehicle + Parking pad directly in front of the garage door, your downtown retreat combines modern elegance with supreme comfort, promising a m

4.94 out of 5 average rating, 184 reviews
Guest favourite
The modern kitchen features white cabinetry, stainless steel appliances, and a spacious central island with yellow bar stools. Sleek countertops and stylish pendant lighting enhance the functional space, which is complemented by warm wooden flooring.
Townhouse in South Side Flats

Amazingly Homey w/Garage + Outdoor Space! 5B/2B

Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike

4.88 out of 5 average rating, 313 reviews
Top guest favourite
Flat in Downtown Pittsburgh

Cultural District new King Suite whirlpool tub

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!

4.91 out of 5 average rating, 390 reviews
Guest favourite
Flat in Mount Washington

Grandview Ave Luxe | City Views | Amenities Galore

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

4.95 out of 5 average rating, 194 reviews
Top guest favourite
A modern kitchen features a large, central island with seating for several guests. Equipped with stainless steel appliances, it showcases sleek cabinetry and a mosaic backsplash. Natural light filters through multiple windows, creating a bright and welcoming atmosphere for meal preparation and gatherings.
Home in Mount Washington

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

4.97 out of 5 average rating, 200 reviews
Top guest favourite
Home in Mount Washington

Breathtaking views of PGH! Rooftop Deck + Parking

This immaculate 2 bedroom home with a large rooftop deck has great views overlooking Pittsburgh, Heinz Field, PNC park and the point! Plenty of space for a family, but also ideal for a couples or friends weekend! A short walk to the restaurants and bars of Shiloh Street and the fancy restaurants of Grandview! The overlook is right across the street. Also, walk across the street and ride the incline down to station square, where you will have access to shops, restaurants and many activities.

4.97 out of 5 average rating, 32 reviews
Guest favourite
Tiny home in Sewickley

The Silo @ Red Mud Hollow Farm

Escape to something truly one-of-a-kind in this beautifully crafted grain bin silo guest house tucked into a peaceful, wooded setting in Sewickley, PA. Whether you’re looking for a romantic getaway, a quiet retreat, or a cozy home base near Pittsburgh, this brand-new build blends rustic charm with modern comfort. This isn’t just a place to stay — it’s an experience. From the unique architecture to the peaceful setting, The Silo offers the perfect blend of privacy, style, and accessibility.

5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Bloomfield

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

4.98 out of 5 average rating, 127 reviews
Top guest favourite
A spacious living area features a comfortable sofa and armchair, with a large wall-mounted TV positioned nearby. Floor-to-ceiling glass doors open to a private deck, revealing lush greenery and inviting outdoor seating, creating a serene connection to nature.
Flat in Pittsburgh

Stunning PH Double King Suite w/ Rooftop Terrace

Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

4.98 out of 5 average rating, 130 reviews
Guest favourite
Home in South Side Flats

Hot Tub | King Bed | Free Parking | Patio | BBQ

✓ Hot Tub ✓ Free parking ✓ Arcade / BBQ / Fire Pit / Patio ✓ Vinyl Records / Games ✓ Tv's in Bedrooms ✓ White Noise Machines ✓ 10 Mins to Acrisure Stadium, PNC Park, PPG Paints Arena This themed South Side retreat isn’t just a place to sleep, it’s an experience. Nestled right on Carson Street. You’re at the center of Pittsburgh’s best nightlife, restaurants, & entertainment. But before you get lost in the city’s energy, let’s talk about what’s waiting for you inside.

4.94 out of 5 average rating, 53 reviews
Guest favourite
The kitchen features modern dark cabinetry and a spacious island with four bar stools. Stainless steel appliances, including a refrigerator and microwave, complement the granite countertops. Natural light enters through a window above the sink, illuminating the wood flooring.
Flat in North Side

The Hideaway Above the Cafe | <1 mile to PNC Park

Quaint, newly-renovated apartment located above neighborhood cafe in Pittsburgh, Pennsylvania. Minutes from downtown, North Shore (PNC Park, Acrisure Stadium, Stage AE), Strip District, Convention Center, Rivers Casino, Penn Brewery, and PPG Paints Arena, this one-bedroom apartment is perfect for a getaway to the city, whether you're visiting from the suburbs or out of town. Reservation includes free, reserved off-street parking steps from the unit entrance.

4.92 out of 5 average rating, 115 reviews
Guest favourite
A modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.
Flat in Pittsburgh

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

4.89 out of 5 average rating, 523 reviews

Popular amenities for Pittsburgh holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Pittsburgh's top sights

Acrisure Stadium

371 locals recommend

PNC Park

399 locals recommend

Carnegie Mellon University

128 locals recommend

Andy Warhol Museum

836 locals recommend

University Of Pittsburgh

100 locals recommend

David Lawrence Convention Center

31 locals recommend

Other great holiday rentals in Pittsburgh

Guest favourite
Home in Mount Washington

Skyline Views 3 Parking Spots Minutes to Downtown

4.95 out of 5 average rating, 19 reviews
Guest favourite
The living area features a fold-out sofa adorned with a colorful floral cover, accompanied by two upholstered chairs and a wooden writing desk. A rectangular coffee table sits at the center, with light streaming in through large windows that enhance the space's brightness.
Flat in North Side

1 Bed, idyllic, stadiums, free parking, & Pets OK

4.83 out of 5 average rating, 487 reviews
Flat in South Side Flats

Perfect Getaway

5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in North Side

Comfort Stay Minutes from Stadiums & Downtown

5.0 out of 5 average rating, 13 reviews
Flat in Mount Washington

Luxury Skyline-Experience Walk to Overlooks

4.92 out of 5 average rating, 12 reviewsThe living area features a blend of exposed brick and modern furnishings, with large windows providing a panoramic view of the city. A cozy couch and a sleek coffee table complement the space, while a Smart TV and ceiling fan enhance comfort.
Flat in Mount Washington

Breathtaking City View - 1 Bed -Stylish & Serene

4.71 out of 5 average rating, 84 reviews
Top guest favourite
A private room is viewed from a seated area, featuring soft seating adorned with decorative pillows. A large bed is positioned in the background, illuminated by gentle lighting. An aquarium is visible, complemented by plants that enhance the inviting atmosphere.
Private room in North Side

Victorian Living

4.94 out of 5 average rating, 282 reviews
Superhost
Hotel room in East Liberty

The Maverick by Kasa | Steps to Bakery Square

4.86 out of 5 average rating, 129 reviews

When is the best time to visit Pittsburgh?

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Avg. price£76£74£76£104£103£98£82£82£80£94£94£79
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.

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