Holiday Rentals in Pittsburgh, PA

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Pittsburgh, PA holiday rentals
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Best Holiday rentals and Airbnb offers in Pittsburgh, PA

Best family friendly Pittsburgh, PA holiday rentals

Among the 3853 accommodations in Pittsburgh, PA, here are the 4 best family friendly rentals

Free Parking ⁕ Affordable Stay ⁕ 5 Min To Downtown - Pittsburgh, PA
9.9 234 reviews
Pittsburgh, PA
20/07 – 16/08
SG$121/nighttotal: SG$3267 (27 )

Free Parking ⁕ Affordable Stay ⁕ 5 Min To Downtown

1 2
apartment , Pittsburgh
This one-bedroom Pittsburgh apartment, located in the Dormont district, is conveniently situated approximately 8 kilometres from Heinz Field and PNC Park, offering easy access to public transport and major attractions.
The 1-bathroom flat sleeps two guests and features a newly renovated kitchen with stainless steel appliances, a comfortable living area with a smart TV, and a private garden with free parking; nearby amenities include Las Palmas restaurant and a grocery store.
Regal Bricks Lux - City View - Parking - 5 Min To Downtown - Fire Pit - Pittsburgh, PA
8.8 15 reviews
Pittsburgh, PA
12/07 – 17/07
SG$415/nighttotal: SG$2075 (5 )

Regal Bricks Lux - City View - Parking - 5 Min To Downtown - Fire Pit

5 6
apartment , Pittsburgh
This North Side Pittsburgh holiday home offers spacious accommodation for up to 12 adults and a baby, located within 3.2 kilometres of Downtown Pittsburgh, the Andy Warhol Museum, and the Allegheny Science Center.
The 204-square-metre property boasts five bedrooms, two bathrooms, a fully equipped kitchen, a terrace, a garden, parking, and pet-friendly amenities, including a unique loft area with a children’s play space and stunning city skyline views.
Ohio River Valley Views In The City! - Pittsburgh, PA
9.9 112 reviews
Pittsburgh, PA
12/07 – 17/07
SG$396/nighttotal: SG$1980 (5 )

Ohio River Valley Views In The City!

1 6
apartment , Pittsburgh
This Grandview house, a short 1.6km walk from the Monterrey Bay Fish Grotto and minutes from Pittsburgh city centre, offers a blend of rural charm and urban convenience.
Sleeping six guests across three bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, multiple outdoor decks with fire pits, high-speed Wi-Fi, free garage parking, and family-friendly amenities including a travel cot, high chair and baby gates.
Comfortable Home With An Artful Flair Close To Pnc, Museums And Restaurants.. - Pittsburgh, PA
9.4 38 reviews
Pittsburgh, PA
25/06 – 28/06
SG$686/nighttotal: SG$2058 (3 )

Comfortable Home With An Artful Flair Close To Pnc, Museums And Restaurants..

3 4
apartment , Pittsburgh
This house is located in East Liberty, a lively neighbourhood just 3 kilometres from West Penn Hospital, Carnegie Mellon University, and the University of Pittsburgh. It has received excellent reviews from previous guests.
This three-bedroom property has space for up to five guests and includes a fully equipped kitchen with a fridge, microwave, and dishwasher. It also features a garden, a terrace, and free Wi-Fi.

Best Pittsburgh, PA holiday rentals with parking

424 Gold Way - Studio Apt. 401 - Pittsburgh, PA
8.7 27 reviews
Pittsburgh, PA
28/10 – 31/10
SG$200/nighttotal: SG$600 (3 )

424 Gold Way - Studio Apt. 401

1 1
apartment , Pittsburgh
This Oakland flat is situated within 1.6km of the University of Pittsburgh, Carnegie Mellon University, and Heinz Memorial Chapel, and approximately 4.2km from the PPG Paints Arena.
The self-catering apartment offers free Wi-Fi, on-site parking, and a kitchenette with a microwave and fridge, close to Schenley Park and within walking distance of numerous restaurants and shops.
Bloomfield/pittsburgh Bright & Spacious 2bd W/prkg - Pittsburgh, PA
9.4 13 reviews
Pittsburgh, PA
10/07 – 09/08
SG$158/nighttotal: SG$4740 (30 )

Bloomfield/pittsburgh Bright & Spacious 2bd W/prkg

2 1
apartment , Pittsburgh
This Bloomfield flat in Pittsburgh is conveniently located a short walk from UPMC Children's Hospital and a short drive from the University of Pittsburgh and Carnegie Mellon University.
The two-bedroom, one-bathroom apartment sleeps five, features a fully equipped kitchen with dishwasher, a 55-inch smart TV, free parking, and a terrace; a washer/dryer and cleaning supplies are provided.
Newly Renovated 2-bed Near Downtown-north Shore - Pittsburgh, PA
8.0 17 reviews
Pittsburgh, PA
04/09 – 07/09
SG$180/nighttotal: SG$540 (3 )

Newly Renovated 2-bed Near Downtown-north Shore

2 2
house , Pittsburgh
This newly renovated 2-bedroom property is located in Pittsburgh's North Shore district, providing easy access to downtown attractions with Heinz Field 3.5 kilometres away.
This accommodation offers a floor area of 130 square meters, can host up to 12 guests, and features a fully equipped kitchen with a dishwasher, air conditioning, complimentary on-site parking, free Wi-Fi, and an on-site water park.
2br - Parking - 5 Min To North Shore! - Pittsburgh, PA
8.7 147 reviews
Pittsburgh, PA
01/10 – 10/10
SG$230/nighttotal: SG$2070 (9 )

2br - Parking - 5 Min To North Shore!

2 1
apartment , Pittsburgh
This apartment is located in Pittsburgh, just 3 km from the North Shore, home to Heinz Field and the Pittsburgh Children's Museum, offering easy access to popular attractions. The property has received very good ratings for its location, cleanliness and overall experience.
The apartment has two bedrooms and one bathroom, covering 111 square metres. It is equipped with a fully equipped kitchen, a washing machine, free Wi-Fi, a private entrance, free parking, and a terrace.

Frequently asked questions about holiday rentals in Pittsburgh, PA

  • What should a first-time visitor not miss in Pittsburgh, PA?

    You absolutely must visit the Carnegie Museum of Natural History, with its dinosaur skeletons and impressive collection. The Andy Warhol Museum is also a must-see, showcasing the work of one of Pittsburgh's most famous sons. And, of course, no trip to Pittsburgh is complete without a ride on the Duquesne Incline, offering stunning views of the city.
  • What are the best Airbnb and vacation rentals in Pittsburgh, PA?

    3e *New* Huge Spacious 3 Bedroom In Oakland That Sleeps 12, Luxury Pittsburgh Grandview Ave Apt and Pittsburgh's Only Tiny House are the most popular Airbnb and vacation rentals in Pittsburgh, PA among travelers.

  • Which neighborhood in Pittsburgh, PA should you consider for a vacation rental?

    The Strip District is a vibrant area with lots of restaurants and shops, but it can be noisy at night. Lawrenceville is a bit quieter, with trendy restaurants and bars, and is close to the city centre. If you want to be near the action, then the South Side Flats is the place to be, with its nightlife and proximity to the stadiums.
  • What are the most popular Airbnbs in Pittsburgh, PA?

    Among the Airbnbs in Pittsburgh, PA, City View King Bed At Pittsburgh Downtown, Pittsburgh's Only Tiny House and Luxury Pittsburgh Grandview Ave Apt are the most popular ones.

  • What are the top family-friendly attractions in Pittsburgh, PA?

    The Pittsburgh Zoo & PPG Aquarium is always a hit with families. The Carnegie Science Center is another great option, with interactive exhibits and a planetarium. And for a bit of fun, the Phipps Conservatory and Botanical Gardens is a lovely place to spend a few hours.
  • What are the best vacation rentals with a pool in Pittsburgh, PA?

  • When is the best time to book a vacation rental in Pittsburgh, PA?

    The best time to book a vacation rental in Pittsburgh is during the shoulder seasons, April-May and September-October, when the weather is still pleasant but the crowds are smaller. You can also find good deals during the winter months, but be prepared for colder weather.
  • What are the best rentals for families and kids in Pittsburgh, PA?

  • What events or festivals should visitors check out in and around Pittsburgh, PA?

    The Three Rivers Arts Festival in June is a great event with live music, art installations, and food stalls. The Pittsburgh Pride Festival in June is a colourful celebration of diversity. And for a unique experience, check out the Picklesburgh festival in July, celebrating all things pickle.
  • What are the best rentals or Airbnbs with a jacuzzi in Pittsburgh, PA?

  • What are the best budget-friendly activities in Pittsburgh, PA?

    Take a walk or bike ride along the Three Rivers Heritage Trail, which runs through the city centre and offers stunning views of the rivers. Visit the free museums in the Oakland neighbourhood, including the Carnegie Museum of Art and the Carnegie Museum of Natural History. And don't forget to check out the free concerts and events held in the city parks throughout the summer.
  • What are the best restaurants with local dishes in Pittsburgh, PA?

    For a classic Pittsburgh experience, try the Primanti Bros. sandwiches, piled high with meat, cheese, and fries. The Pittsburgh-style hot dog, topped with coleslaw and french fries, is another local favourite. And for a taste of the city's Italian heritage, check out one of the many Italian restaurants in the Strip District.
  • What are the best walking or cycling routes in Pittsburgh, PA?

    The Great Allegheny Passage is a popular cycling route that runs from Pittsburgh to Cumberland, Maryland. The Three Rivers Heritage Trail is a great option for a leisurely walk or bike ride through the city centre. And for a scenic walk, try the Mount Washington Trail, which offers stunning views of the city.
  • Are there pet-friendly attractions in Pittsburgh, PA?

    Many of the city parks are pet-friendly, including Schenley Park and Highland Park. Some restaurants also have outdoor seating areas that are pet-friendly. Check the websites of individual attractions to confirm pet policies.
  • What are the benefits of choosing a vacation rental in Pittsburgh, PA?

    Vacation rentals offer more space and privacy than a hotel room, and often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Pittsburgh, PA?

    Pittsburgh is a city known for its sports teams, including the Pittsburgh Steelers (American Football), Pittsburgh Pirates (Baseball), and Pittsburgh Penguins (Ice Hockey). You can catch a game at Heinz Field, PNC Park, or PPG Paints Arena, respectively.

Destinations nearby

Best Pittsburgh, PA holiday rentals with a balcony

East End Pittsburgh 4 Bedroom Getaway - Pittsburgh, PA
10 3 reviews
Pittsburgh, PA
25/09 – 28/09
SG$1087/nighttotal: SG$3261 (3 )

East End Pittsburgh 4 Bedroom Getaway

4 8
apartment , Pittsburgh
This East Liberty flat is located in a residential area with good walkability, offering easy access to Bakery Square (approximately 0.5 kilometres), Carnegie Mellon University (approximately 0.8 kilometres), and the University of Pittsburgh (approximately 1.3 kilometres), as well as Frick Park (approximately 0.8 kilometres), Phipps Conservatory (approximately 1.3 kilometres), and the Carnegie Museums (approximately 1.6 kilometres).
This four-bedroom property accommodates up to eight guests and features air conditioning, a kitchen equipped with a fridge, microwave, and dishwasher, a terrace/balcony, garden access, and on-site parking for two vehicles, with in-unit laundry facilities for added convenience.
Hostwise Stays  Off-street Parking, 2 Full Baths, Great Patio! - Pittsburgh, PA
10 12 reviews
Pittsburgh, PA
25/06 – 28/06
SG$485/nighttotal: SG$1455 (3 )

Hostwise Stays Off-street Parking, 2 Full Baths, Great Patio!

2 4
apartment , Pittsburgh
This Bloomfield, Pittsburgh property is conveniently located 0.8km from West Penn Hospital, and within 4.8km of both Carnegie Mellon University and the University of Pittsburgh.
This two-bedroom, two-bathroom house offers 130 square metres of living space, a private garden, parking, and sleeps up to four guests, boasting a fully equipped kitchen and free Wi-Fi.
Hostwise Stays  Fire Pit Evenings, Hot Tub, Prime Location & Parking - Pittsburgh, PA
10 7 reviews
Pittsburgh, PA
16/07 – 19/07
SG$1032/nighttotal: SG$3096 (3 )

Hostwise Stays Fire Pit Evenings, Hot Tub, Prime Location & Parking

4 8
apartment , Pittsburgh
This South Side Flats property is conveniently located within 3.2km of Duquesne University and PPG Paints Arena, and within 4.8km of PNC Park and the University of Pittsburgh.
This 232 square metre, four-bedroom, three-bathroom house sleeps eight guests and boasts a fully equipped kitchen, terrace, garden, parking, and concierge service, offering a smoke-free environment ideal for families.
Relax & Feel At Home During Your Pittsburgh Stay - Pittsburgh, PA
9.5 233 reviews
Pittsburgh, PA
27/08 – 04/09
SG$290/nighttotal: SG$2320 (8 )

Relax & Feel At Home During Your Pittsburgh Stay

2 2
house , Pittsburgh
This comfortable home is situated just outside Pittsburgh city centre, offering a peaceful residential setting within easy reach of major attractions like Point State Park and the Andy Warhol Museum. It has consistently received excellent ratings for location, cleanliness and user experience.
This two-bedroom property spans 148 square metres and can accommodate up to eight guests. It comes with a fully equipped kitchen, air conditioning, a patio, free Wi-Fi, cable TV, and parking, making it ideal for a relaxing and enjoyable stay in Pittsburgh.

Best Pittsburgh, PA holiday rentals with air conditioning

Stunning Panoramic Views, 3bedr, 2 Decks + Firepit - Pittsburgh, PA
9.6 56 reviews
Pittsburgh, PA
14/08 – 17/08
SG$726/nighttotal: SG$2178 (3 )

Stunning Panoramic Views, 3bedr, 2 Decks + Firepit

1 10
apartment , Pittsburgh
Skyline on Sterling, a three-bedroom house in a mountainous area of Pittsburgh, offers breathtaking panoramic views of the city and convenient access to hiking trails in a nearby 65-acre park.
This newly renovated property sleeps up to 10 guests in a luxurious setting, boasting a fully equipped kitchen, multiple outdoor spaces including a deck with firepit, and work-friendly areas with high-speed Wi-Fi; amenities include a dishwasher, a handheld steamer, and free toiletries.
Perfect Mount Washington Home Walkable W Parking - Pittsburgh, PA
9.7 206 reviews
Pittsburgh, PA
31/07 – 07/08
SG$160/nighttotal: SG$1120 (7 )

Perfect Mount Washington Home Walkable W Parking

2 1
apartment , Pittsburgh
This Mount Washington flat offers stunning city views, being situated 3.7 kilometres from downtown Pittsburgh attractions such as the David L. Lawrence Convention Centre and the Andy Warhol Museum, and within walking distance of local restaurants and amenities.
The 80 square metre self-catering apartment sleeps four, boasting two bedrooms, one bathroom, free Wi-Fi, cable TV, parking, and a fully equipped kitchen including a dishwasher; nearby activities include visits to Point State Park (3.2km), PNC Park (3.8km), and the Pittsburgh Children's Museum (4.7km).
Shadyside/pittsburgh, Modern & Bright 1bd W/prkng - Pittsburgh, PA
9.8 142 reviews
Pittsburgh, PA
30/06 – 01/07
SG$129/nightfor 1 night

Shadyside/pittsburgh, Modern & Bright 1bd W/prkng

1 2
apartment , Pittsburgh
This Shadyside flat, in a central Pittsburgh location minutes from UPMC hospitals and Walnut Street's shops and restaurants, offers easy access to universities.
The one-bedroom, one-bathroom apartment sleeps four, featuring a fully equipped kitchen with dishwasher, in-unit laundry, a 55-inch Smart TV, and free parking; high-speed internet and a smart home security system are also provided.
Spacious 3 Br Suite W/ Office! Central + Parking - Pittsburgh, PA
9.8 213 reviews
Pittsburgh, PA
03/07 – 06/07
SG$523/nighttotal: SG$1569 (3 )

Spacious 3 Br Suite W/ Office! Central + Parking

1 7
apartment , Pittsburgh
This Friendship/Shadyside Pittsburgh apartment is conveniently located near UPMC Shadyside hospital, West Penn Hospital, and Children's Hospital of Pittsburgh of UPMC, a short drive from these medical facilities.
This newly renovated three-bedroom suite sleeps seven, features a private office, in-unit laundry, a fully equipped kitchen with modern appliances, keyless entry, and free off-street parking for one car; it is pet-friendly (a £24 pet fee applies).
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