Holiday Rentals in Pittsburgh, PA

3853 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Pittsburgh, PA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Shadyside, Pittsburgh, Modern And Stylish 1 Bedroom Unit5 With Free Parking - Pittsburgh, PA
8.3 3 reviews
Pittsburgh, PA
02/07 – 05/07
SG$475/nighttotal: SG$1425 (3 )

Shadyside, Pittsburgh, Modern And Stylish 1 Bedroom Unit5 With Free Parking

1 3
apartment , Pittsburgh
This modern one-bedroom flat is situated in Shadyside, Pittsburgh, a 15-minute walk from Chatham University and 1.9 miles from Carnegie Mellon University, making it ideal for exploring the city's cultural attractions and universities. The apartment is spacious, offering 60 square metres of living space and accommodating up to three guests.
The flat is equipped with a fully fitted kitchen, a comfortable living area, and a private patio overlooking a garden. Guests can enjoy free parking, Wi-Fi, and air conditioning, as well as the convenience of a dishwasher and a washing machine.
Riverside Retreat - Pittsburgh, PA
9.6 5 reviews
Pittsburgh, PA
18/07 – 19/07
SG$296/nightfor 1 night

Riverside Retreat

1 3
apartment , Oakmont
This Riverside Retreat apartment in Oakmont, near Pittsburgh, Pennsylvania, is conveniently located approximately 47 kilometres from Pittsburgh International Airport.
The 84-square-metre self-catering flat offers one bedroom, one bathroom, and sleeps up to nine guests, boasting a fully equipped kitchen, free Wi-Fi, private parking, and air conditioning; nearby fishing and canoeing opportunities in Pittsburgh are also available.
70 M² House ∙ 3 Bedrooms ∙ 8 Guests - Pittsburgh, PA
Pittsburgh, PA
24/06 – 24/07
SG$544/nighttotal: SG$16320 (30 )

70 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 1
house , Pittsburgh
House for 8 guests. You will stay in Pittsburgh.
Services and facilities include air conditioning, a washing machine and a terrace. Enjoy free parking with this accommodation in Pittsburgh!
Pet-friendly Home With Fenced Yard - Pittsburgh, PA
10 18 reviews
Pittsburgh, PA
27/06 – 04/07
SG$394/nighttotal: SG$2758 (7 )

Pet-friendly Home With Fenced Yard

1 2
apartment , Pittsburgh
This LEED Certified smart home, a private two-floor residence in Pittsburgh, offers modern comfort and is a short trip from downtown attractions.
This pet-friendly flat, accommodating up to six guests, features two bedrooms with en-suite bathrooms, a gourmet kitchen with stainless steel appliances, two dedicated workspaces with high-speed internet, and a private, fenced backyard with a patio and BBQ grill.

Best Pittsburgh, PA holiday rentals with parking

King Edward Apartments - Unit B - Pittsburgh, PA
8.4 10 reviews
Pittsburgh, PA
03/07 – 05/07
SG$475/nighttotal: SG$950 (2 )

King Edward Apartments - Unit B

1 4
apartment , Pittsburgh
This two-bedroom flat is centrally located in Pittsburgh's North Oakland and Shadyside districts, within 500 metres of the University of Pittsburgh and 600 metres of Carnegie Mellon University, and within 1.6 kilometres of UPMC Shadyside and UPMC Presbyterian.
This well-appointed apartment for four guests offers a fully equipped kitchen with a dishwasher, high-speed Wi-Fi, air conditioning in the bedrooms, and building amenities including a lift and a shared laundry, with Acrisure Stadium a 10-minute drive away.
Refined Studio, New Construction, 1 Mile From Town - Pittsburgh, PA
10 2 reviews
Pittsburgh, PA
07/08 – 16/08
SG$165/nighttotal: SG$1485 (9 )

Refined Studio, New Construction, 1 Mile From Town

1 2
studio , Pittsburgh
This Mount Washington flat boasts a superb location, less than 1.6km from the Monongahela Incline and Station Square, offering easy access to downtown Pittsburgh and major attractions.
The 70 square metre property features two bedrooms, one bathroom, and accommodates two guests, complete with a fully equipped kitchen, private balcony, in-unit laundry, and parking.
Cozy Row House Quiet Designer Heaven Central - Pittsburgh, PA
9.5 163 reviews
Pittsburgh, PA
25/09 – 28/09
SG$537/nighttotal: SG$1611 (3 )

Cozy Row House Quiet Designer Heaven Central

2 2
apartment , Pittsburgh
This North Side Pittsburgh property is situated less than 1.6km from Allegheny General Hospital and PNC Park, and under 3.2km from Acrisure Stadium and PPG Paints Arena.
This 89 square metre house offers two bedrooms sleeping four, a fully equipped kitchen, private garden, spa, parking, and free Wi-Fi; nearby attractions include the North Side Station and Wood Street Station, both within a 25-30 minute walk.
Moroccan Retreat | Off-street Parking | Vibrant - Pittsburgh, PA
9.9 66 reviews
Pittsburgh, PA
12/07 – 17/07
SG$354/nighttotal: SG$1770 (5 )

Moroccan Retreat | Off-street Parking | Vibrant

1 6
apartment , Pittsburgh
This three-bedroom, two-bathroom house in Lawrenceville, Pittsburgh offers convenient access to the city's attractions.
The property sleeps six guests, boasts a Grecian-inspired interior, two private patios, off-street parking, and a fully equipped kitchen including a dishwasher and microwave; smart home technology and high-speed internet are also provided.

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

Eclectic Historic Sunny Vista Home With City Views, Northshore - Pittsburgh, PA
9.6 39 reviews
Pittsburgh, PA
21/10 – 22/10
SG$256/nightfor 1 night

Eclectic Historic Sunny Vista Home With City Views, Northshore

1 2
apartment , Pittsburgh
This North Side Pittsburgh property is situated within 3km of Allegheny General Hospital, PNC Park, and Acrisure Stadium, with PPG Paints Arena and Rivers Casino also nearby.
The one-bedroom, one-bathroom apartment sleeps two guests and offers a fully equipped kitchen, private garden, and access to a spa, plus amenities including a Smart TV, DVD player, and parking.
Fun Designer Space With Patio! - Pittsburgh, PA
8.8 5 reviews
Pittsburgh, PA
26/07 – 31/07
SG$167/nighttotal: SG$835 (5 )

Fun Designer Space With Patio!

2 2
apartment , Pittsburgh
This Lawrenceville flat is ideally located near Butler Street, offering easy access to the Strip District and Pittsburgh city centre, all within a few kilometres.
The two-bedroom apartment, sleeping four, features a king-size bed, Netflix and Disney+, a kitchenette, and a balcony; nearby attractions include Station Square, the PPG Paints Arena, and PNC Park.
Central Lawrenceville 3 Spacious And Modern Two Bedroom Apartment With Free Street Parking - Pittsburgh, PA
9.8 4 reviews
Pittsburgh, PA
25/06 – 28/06
SG$470/nighttotal: SG$1410 (3 )

Central Lawrenceville 3 Spacious And Modern Two Bedroom Apartment With Free Street Parking

2 4
apartment , Pittsburgh
This flat is situated in Central Lawrenceville, Pittsburgh, 4.2 kilometres from the Pittsburgh Zoo & PPG Aquarium and 4.7 kilometres from the University of Pittsburgh.
This modern two-bedroom flat, covering 74 square metres and accommodating up to seven guests, offers complimentary on-site parking, free WiFi, a fully equipped kitchen with a dishwasher and oven, and two bathrooms.
Best Location & Neighborhood  (2.5 To Downtown Pgh) - Pittsburgh, PA
9.6 52 reviews
Pittsburgh, PA
28/10 – 31/10
SG$262/nighttotal: SG$786 (3 )

Best Location & Neighborhood (2.5 To Downtown Pgh)

2 1
apartment , Pittsburgh
This apartment is located in Dormont, a quiet residential neighbourhood just 9.6 kilometres from Pittsburgh's main attractions like PPG Paints Arena, Acrisure Stadium, and PNC Park. It is rated excellent by previous guests. This two-bedroom flat sleeps up to six guests and features a fully-equipped kitchen, a terrace, parking, and internet access. Guests can enjoy the convenience of a barbecue area, a comfortable living space with a sofa bed and a DVD player, and easy access to public transport with two metro stations within a 5-minute walk.

Best Pittsburgh, PA holiday rentals with air conditioning

187 Banner Way - Lawrenceville - Pittsburgh, PA
9.9 408 reviews
Pittsburgh, PA
27/06 – 04/07
SG$383/nighttotal: SG$2681 (7 )

187 Banner Way - Lawrenceville

1 2
house , Pittsburgh
This one-bedroom house is located in Lawrenceville, just 0.6 kilometres from the Allegheny River and within 5 kilometres of both the University of Pittsburgh and Carnegie Mellon University, making it ideal for exploring the city and its attractions. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable stay.
The 84 square metre house accommodates up to four guests and features a fully equipped kitchen, a patio, a garden, and free Wi-Fi. Guests can enjoy the convenience of a washer/dryer, a sofa bed, and a smoke-free environment.
*New* Loft 5 Min To Ppg/convention Center Sleeps 4 - Pittsburgh, PA
9.0 4 reviews
Pittsburgh, PA
04/07 – 06/07
SG$316/nighttotal: SG$632 (2 )

*New* Loft 5 Min To Ppg/convention Center Sleeps 4

1 2
apartment , Pittsburgh
This Oakland flat is ideally located less than 1.6km from 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 a fitness centre, parking, Wi-Fi, and a kitchen with a fridge and microwave; nearby attractions include diverse dining options and easy access to public transport.
Hottub/firepit/parking! 
Less Than 1mi Pnc Park - Pittsburgh, PA
9.9 178 reviews
Pittsburgh, PA
04/07 – 06/07
SG$355/nighttotal: SG$710 (2 )

Hottub/firepit/parking! Less Than 1mi Pnc Park

3 2
apartment , Pittsburgh
This three-bedroom Pittsburgh house, ideally situated in the North Side, offers easy access to Downtown Pittsburgh, Oakland, and the North Shore, all within a few kilometres.
Sleeping up to seven guests, this three-storey property boasts a modern kitchen, jacuzzi, private parking, and a garden with fire pit – perfect for exploring Pittsburgh's attractions and enjoying a relaxing stay.
307 37th St · Lawrenceville Row House - Walk To Everything! - Pittsburgh, PA
9.4 313 reviews
Pittsburgh, PA
27/08 – 04/09
SG$216/nighttotal: SG$1728 (8 )

307 37th St · Lawrenceville Row House - Walk To Everything!

2 2
apartment , Pittsburgh
This charming house is situated in Lawrenceville, a lively neighbourhood just a short drive from the Strip District and Downtown Pittsburgh. It has received excellent ratings for location, cleanliness, and user experience.
The property offers 2 bedrooms and 1 bathroom across 330 square metres, comfortably accommodating up to 4 guests. It comes equipped with a kitchen, free Wi-Fi, air conditioning, parking, and access to Prime Video for entertainment.
©2026 cozycozy.com