Holiday Rentals in Pittsburgh, PA

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Pittsburgh, PA holiday rentals
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3853 Holiday Rentals and Airbnb 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

Steel City Speakeasy | Theater  Games  Stadiums - Pittsburgh, PA
8.8 3 reviews
Pittsburgh, PA
25/09 – 28/09
NZ$1395/nighttotal: NZ$4185 (3 )

Steel City Speakeasy | Theater Games Stadiums

4 8
apartment , Pittsburgh
This four-bedroom Pittsburgh apartment, located in the North Side, offers convenient access to attractions such as Station Square and The Mall at Robinson.
The 151-square-metre (1625 sq ft) property sleeps eleven guests and includes a fully equipped kitchen, two bathrooms, a garden, tennis court, parking, and on-site amenities such as a laundry room, games room and barbeque grills.
Loft 2 Bedrooms Sleeps 5 W/parking - Pittsburgh, PA
9.0 7 reviews
Pittsburgh, PA
25/08 – 29/08
NZ$319/nighttotal: NZ$1276 (4 )

Loft 2 Bedrooms Sleeps 5 W/parking

2 1
apartment , Pittsburgh
This Victorian-style apartment is located in Pittsburgh's Highland Park neighbourhood, within walking distance of Pittsburgh Zoo & PPG Aquarium and Highland Park itself, and a short drive from Lawrenceville and several universities.
This three-bedroom, one-bathroom dwelling sleeps five guests and features a fully equipped kitchen, in-unit laundry, a children's playroom, and stunning stained-glass windows; free street parking is available.
Hostwise Stays - The Peralta - Brand New, Great Kitchen, Theater Room - Pittsburgh, PA
10 1 review
Pittsburgh, PA
25/07 – 31/07
NZ$627/nighttotal: NZ$3762 (6 )

Hostwise Stays - The Peralta - Brand New, Great Kitchen, Theater Room

3 4
house , Pittsburgh
HostWise Stays - The Peralta is a modern house situated in Pittsburgh, Pennsylvania, conveniently located 1.9km from the David L. Lawrence Convention Centre, 2.4km from Heinz Field, and 3.2km from Point State Park.
This two-bedroom, three-bathroom property offers 186 square metres of space, boasting two living rooms, a fully equipped kitchen with dishwasher, free Wi-Fi, and a concierge service; it comfortably sleeps nine guests and is near multiple Pittsburgh attractions.
Firepit | Sauna | Driveway | Hammock | King Beds - Pittsburgh, PA
10 14 reviews
Pittsburgh, PA
25/07 – 31/07
NZ$454/nighttotal: NZ$2724 (6 )

Firepit | Sauna | Driveway | Hammock | King Beds

3 4
apartment , Pittsburgh
This three-bedroom flat is located in the walkable Bloomfield area of Pittsburgh, a short drive from Lawrenceville, Shadyside, and downtown Pittsburgh, and close to local cafés and breweries.
This family-friendly accommodation offers private sauna facilities, an outdoor area with a firepit and hammock, a chef's kitchen with a premium coffee setup, keyless entry, free off-street parking for two cars, and Smart TVs in every room, accommodating up to six guests.

Best Pittsburgh, PA holiday rentals with parking

New Loft 3 Min To Childrens Hospital Sleeps 4 - Pittsburgh, PA
9.0 7 reviews
Pittsburgh, PA
01/08 – 02/08
NZ$515/nightfor 1 night

New Loft 3 Min To Childrens Hospital Sleeps 4

1 2
apartment , Pittsburgh
This Oakland flat is situated within 1.6km of UPMC Shadyside hospital, Carnegie Mellon University, and the University of Pittsburgh, and approximately 4.3km from the PPG Paints Arena.
The one-bedroom, one-bathroom apartment sleeps four guests and offers amenities including Wi-Fi, air conditioning, parking, an on-site fitness centre, and essential appliances; nearby, guests can enjoy easy access to public transport and Oakland's diverse dining and shopping options.
Modern All-new, Near Downtown, Private Parking - Walking To Children Hospital - Pittsburgh, PA
10 59 reviews
Pittsburgh, PA
16/07 – 19/07
NZ$966/nighttotal: NZ$2898 (3 )

Modern All-new, Near Downtown, Private Parking - Walking To Children Hospital

3 8
apartment , Pittsburgh
This charming house is located in Garfield, just 0.5 kilometres from West Penn Hospital and within 5 kilometres of Carnegie Mellon University and the University of Pittsburgh, offering a convenient base for exploring the city. It has received excellent reviews from previous guests, who have praised its comfortable and welcoming atmosphere.
The property features 3 bedrooms, 4 bathrooms, and a floor area of 178 square metres, comfortably accommodating up to 10 guests. Amenities include a fully equipped kitchen, a garden, a terrace, a spa, and parking, providing everything you need for a relaxing and enjoyable stay.
Cozy Apt In Heart Of Shadyside - Private Balcony - Pittsburgh, PA
9.9 183 reviews
Pittsburgh, PA
26/06 – 27/06
NZ$607/nightfor 1 night

Cozy Apt In Heart Of Shadyside - Private Balcony

2 1
apartment , Pittsburgh
This Shadyside flat is situated a short distance from Walnut Street's shops and restaurants, within a 0.8 km walk of UPMC Shadyside & AHN West Penn hospitals, and conveniently close to Carnegie Mellon University and the University of Pittsburgh.
The two-bedroom, one-bathroom apartment sleeps five guests, boasting a fully equipped kitchen with high-end appliances, four 4K smart TVs, a private covered balcony with an outdoor smart TV, and a garden; pet-friendly with a one-time cleaning fee applies.
Bloomfield, Pittsburgh Large And Accessible 3 Bedroom Apr With Free Parking - Pittsburgh, PA
8.9 35 reviews
Pittsburgh, PA
12/07 – 17/07
NZ$536/nighttotal: NZ$2680 (5 )

Bloomfield, Pittsburgh Large And Accessible 3 Bedroom Apr With Free Parking

3 6
apartment , Pittsburgh
This Bloomfield, Pittsburgh flat is ideally situated near several universities, including the University of Pittsburgh and Carnegie Mellon University, and attractions such as the Pittsburgh Zoo & PPG Aquarium, all within a 3-6.4 kilometre radius.
The 139 square metre property offers a spacious three-bedroom layout sleeping up to 13 guests, boasting amenities such as free parking, Wi-Fi, a fully equipped kitchen, and a balcony; laundry services are also available.

Frequently asked questions about holiday rentals in Pittsburgh, PA

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

    You can't visit Pittsburgh without seeing the iconic incline railways, like the Duquesne Incline. You should also visit the Carnegie Museum of Natural History and the Andy Warhol Museum.
  • What are the best Airbnb and holiday rentals in Pittsburgh, PA?

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

    The Strip District is a great choice for a vacation rental, as it's close to downtown and has lots of restaurants and shops. If you prefer a quieter area, you could try the Lawrenceville neighbourhood, which is up-and-coming and full of independent businesses.
  • What are the most popular Airbnbs in Pittsburgh, PA?

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

    The Pittsburgh Zoo & PPG Aquarium is a must for families, and the Carnegie Science Center has interactive exhibits for all ages. The Phipps Conservatory and Botanical Gardens is a great place to spend a few hours, especially in the summer.
  • What are the best holiday 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, from April to May or September to October, when the weather is still pleasant and the prices are lower. You could also book in the winter for some festive fun.
  • What are the best rentals for families and kids 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 follows the Allegheny, Monongahela, and Ohio Rivers. You can also visit the free museums on the North Shore, like the Andy Warhol Museum and the Carnegie Science Center.
  • What are the best rentals or Airbnbs with a jacuzzi in Pittsburgh, PA?

  • What are the best restaurants with local dishes in Pittsburgh, PA?

    Primanti Bros. is famous for its sandwiches with fries and coleslaw inside. The Original Oyster House is a classic spot for seafood, while the Pittsburgh Public Market has a variety of local vendors.
  • Are there pet-friendly attractions in Pittsburgh, PA?

    Many of the parks in Pittsburgh are dog-friendly, including Schenley Park and the Strip District. The Phipps Conservatory and Botanical Gardens also allows dogs on a leash.
  • What are the benefits of choosing a vacation rental in Pittsburgh, PA?

    Vacation rentals offer more space and privacy than hotels, and they can be more affordable, especially for families or groups. You also have the option of cooking your own meals and doing your own laundry.

Destinations nearby

Best Pittsburgh, PA holiday rentals with a balcony

Mt Washington Gem-private Deck-stunning City Views - Pittsburgh, PA
9.4 3 reviews
Pittsburgh, PA
21/10 – 22/10
NZ$340/nightfor 1 night

Mt Washington Gem-private Deck-stunning City Views

1 2
apartment , Pittsburgh
This Mount Washington flat boasts panoramic Pittsburgh skyline views and is minutes from Grandview Avenue's 'Restaurant Row' and Shiloh Street's sweet treats, offering easy access to Pittsburgh's attractions.
The 70 square metre one-bedroom apartment sleeps three, features a fully equipped gourmet kitchen with stainless steel appliances, a king-size bed, private balcony, and smart TV with high-speed Wi-Fi.
2 Mi To Market Sq! Row House W/ Dedicated Office - Pittsburgh, PA
10 1 review
Pittsburgh, PA
11/09 – 16/09
NZ$560/nighttotal: NZ$2800 (5 )

2 Mi To Market Sq! Row House W/ Dedicated Office

2 2
apartment , Pittsburgh
This Pittsburgh flat is situated in the South Side Slopes district, offering convenient access to PNC Park, a 5-minute drive away, and PPG Paints Arena, just a 3-minute drive.
This 137 square metre abode accommodates up to 4 guests, featuring 2 bedrooms, 3 bathrooms, a private garden and terrace, air conditioning, Wi-Fi, and a fully equipped kitchen with a dishwasher and microwave.
2 Mi To Market Sq! Row House With Dedicated Office - Pittsburgh, PA
Pittsburgh, PA
25/09 – 28/09
NZ$637/nighttotal: NZ$1911 (3 )

2 Mi To Market Sq! Row House With Dedicated Office

2 2
house , Pittsburgh
This terraced house is situated approximately 3.2 kilometres from Market Square, offering convenient access to downtown Pittsburgh.
This property provides ample space with 138 square metres of floor area, accommodating up to 7 guests with 3 bathrooms, air conditioning, free WiFi, and a fully equipped kitchen.
Hostwise Stays - The Lodi - Lower Lawrenceville, Beautiful! - Pittsburgh, PA
9.9 225 reviews
Pittsburgh, PA
10/07 – 15/07
NZ$448/nighttotal: NZ$2240 (5 )

Hostwise Stays - The Lodi - Lower Lawrenceville, Beautiful!

2 2
house , Pittsburgh
HostWise Stays - The Lodi is a two-bedroom house in Lower Lawrenceville, Pittsburgh, conveniently located within 5km of the Andy Warhol Museum, PNC Park, and the University of Pittsburgh.
This 88 square metre property offers a fully equipped kitchen, garden, parking, and accommodates up to four guests, with amenities including air conditioning, Wi-Fi, and a private entrance.

Best Pittsburgh, PA holiday rentals with air conditioning

Crane Cottage-hot Tub/private 1 Acre/arcade/pond - Pittsburgh, PA
9.2 364 reviews
Pittsburgh, PA
08/07 – 09/07
NZ$413/nightfor 1 night

Crane Cottage-hot Tub/private 1 Acre/arcade/pond

3 8
apartment , Pittsburgh
This apartment is located just 3 kilometres from downtown Pittsburgh, offering easy access to major attractions like the stadiums and Rivers Casino, while still providing a secluded, woodland cottage feel. It has received excellent ratings for cleanliness, user experience, and location.
The property sleeps up to 8 guests and comes with two bathrooms, a fully equipped kitchen, and a spacious garden. Amenities include a hot tub, multiple fireplaces, a home arcade, a washer and dryer, a work station with a printer, and a variety of outdoor entertainment options such as a covered porch swing, a gas firepit table, a gas grill and smoker combo, an outdoor TV, two hammocks, a ping pong table, cornhole boards, and a koi pond with a waterfall.
3 Bedroom Apartment Central Shadyside Loc - Pittsburgh, PA
9.1 103 reviews
Pittsburgh, PA
17/07 – 19/07
NZ$295/nighttotal: NZ$590 (2 )

3 Bedroom Apartment Central Shadyside Loc

3 2
apartment , Pittsburgh
This Shadyside apartment rental in Pittsburgh is ideally located within 1.6km of Chatham University, Carnegie Mellon University, and the University of Pittsburgh, offering easy access to restaurants and grocery stores.
The self-contained basement flat sleeps five guests across three bedrooms with varying bed sizes (queen, double, single), and includes a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a garden, and off-street parking.
Spacious 3br Near City And Stadiums - Walk Or Ride - Pittsburgh, PA
9.8 147 reviews
Pittsburgh, PA
08/08 – 10/08
NZ$428/nighttotal: NZ$856 (2 )

Spacious 3br Near City And Stadiums - Walk Or Ride

3 2
house , Pittsburgh
This Pittsburgh house rental, situated in the Deutschtown neighbourhood, is within walking distance of Allegheny General Hospital and the stadiums.
The three-bedroom property sleeps six guests comfortably, offering two queen beds, two double beds, a sofa bed, a dedicated workspace, and amenities including a fridge-freezer, microwave, dishwasher, and complimentary Wi-Fi.
Prime Butler St. Apt, Across From Umami! - Pittsburgh, PA
9.9 83 reviews
Pittsburgh, PA
12/07 – 18/07
NZ$246/nighttotal: NZ$1476 (6 )

Prime Butler St. Apt, Across From Umami!

1 1
apartment , Pittsburgh
This Butler Street flat in Pittsburgh's Lawrenceville neighbourhood offers easy access to numerous bars and restaurants, with several breweries within a short walking distance.
The one-bedroom apartment sleeps two, features a well-equipped kitchen with Cuisinart cookware, a dedicated workspace with 1 gigabit internet, in-building laundry, and 4K TVs; keyless entry and eco-friendly amenities are also provided.
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