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 5303 accommodations in Pittsburgh, PA, here are the 4 best family friendly rentals

Strip District Studio-free Parking-natural Light - Pittsburgh, PA
9.2 29 reviews

Strip District Studio-free Parking-natural Light

studio, Pittsburgh
This one-bedroom Pittsburgh apartment is ideally situated in the Strip District, less than 0.5km from the Allegheny River and within 4.8km of the University of Pittsburgh, PPG Paints Arena, PNC Park, and Acrisure Stadium.
The self-catering flat sleeps two guests and boasts free Wi-Fi, a fully equipped kitchen including a microwave and dishwasher, on-site parking, and a washing machine; nearby attractions include numerous restaurants and shops.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Pittsburgh, PA
No reviews

Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Pittsburgh
This Pittsburgh city centre flat offers self-check-in and is within a 1.6- to 2.4-kilometre walk of the David L. Lawrence Convention Centre, PNC Park, PPG Paints Arena, and Heinz Field.
The one-bedroom apartment sleeps two guests, includes a kitchen with fridge, microwave, and coffee machine, plus free Wi-Fi, air conditioning, and on-street parking (garage parking available for £19 per day).
Hostwise Stays  Tech Stay W/ In-home Cinema & Secure Parking Spot - Pittsburgh, PA
10 6 reviews

Hostwise Stays Tech Stay W/ In-home Cinema & Secure Parking Spot

apartment, Pittsburgh
This three-bedroom Pittsburgh North Side property is situated less than 1.6km from Randyland and PNC Park, and under 4.8km from Acrisure Stadium and PPG Paints Arena, offering convenient access to major attractions and public transport.
The self-catering house sleeps six guests, boasting four bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, laundry facilities and ample parking; nearby activities include exploring the North Shore and visiting the Allegheny Station.
Spacious Pittsburgh Home With Deck And Grill - Pittsburgh, PA
10 13 reviews

Spacious Pittsburgh Home With Deck And Grill

apartment, Pittsburgh
This newly renovated four-bedroom, three-bathroom flat offers excellent access to Downtown Pittsburgh, Rivers Casino, PNC Park, and Acrisure Stadium, all within approximately 4.8 kilometres, with Allegheny General Hospital and the David L. Lawrence Convention Centre also nearby.
This family-friendly residence accommodates up to nine guests and features a fully fenced garden with a large rear deck, on-site parking, and essential amenities including Wi-Fi, air conditioning, and a fully equipped kitchen.

Best Pittsburgh, PA holiday rentals with parking

Hostwise Stays - The Peralta - Brand New, Great Kitchen, Theater Room - Pittsburgh, PA
10 1 review

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

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.
Cozy 1br Retreat Near Highland Park & Zoo - Pittsburgh, PA
9.0 2 reviews

Cozy 1br Retreat Near Highland Park & Zoo

apartment, Pittsburgh
This Highland Park flat is situated approximately 8 km from the Pittsburgh Zoo & PPG Aquarium, 21 km from the city centre, and 21 km from local universities.
The two-bedroom, one-bathroom property sleeps five, boasting a fully equipped kitchen, smart TV, free street parking, and is within walking distance of local eateries and a coffee shop.
'Squirrel Nest' Sunny & Stylish In Prime Location - Pittsburgh, PA
9.8 76 reviews

'Squirrel Nest' Sunny & Stylish In Prime Location

apartment, Pittsburgh
This renovated East Liberty flat is conveniently located near shops and restaurants, within easy walking distance of bus routes providing quick access to Pittsburgh city centre, Carnegie Mellon University, and the University of Pittsburgh.
The two-bedroom apartment, sleeping four, boasts a fully equipped kitchen, in-unit laundry, and a spacious living/dining area; pet-friendly with additional charges applying.
The Hideaway Above The Cafe | <1 Mile To Pnc Park - Pittsburgh, PA
9.9 102 reviews

The Hideaway Above The Cafe | <1 Mile To Pnc Park

apartment, Pittsburgh
This newly renovated one-bedroom apartment, situated above a café in a central Pittsburgh neighbourhood, offers easy access to attractions such as PNC Park, Acrisure Stadium, and the Strip District.
The self-catering flat sleeps four guests and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus free reserved off-street parking; nearby amenities include the Penn Brewery and PPG Paints Arena.

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.

Popular destinations

Best Pittsburgh, PA holiday rentals with a balcony

Andrew & Andy Apt  Inspired By Pittsburgh Icons - Pittsburgh, PA
8.8 9 reviews

Andrew & Andy Apt Inspired By Pittsburgh Icons

apartment, Pittsburgh
This Mt. Washington flat is situated a short walk from the Monongahela Incline, offering easy access to Pittsburgh city centre and the attractions of Grandview Avenue, and is housed in a building with a fascinating history as an Italian social club.
The 70 square metre (753 square feet) self-catering property features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, private patio, free Wi-Fi, and a smart TV; nearby activities include Saturday night swing dancing on the lookout.
Comfortable Apartment - Pittsburgh's Little Italy - Pittsburgh, PA
7.9 53 reviews

Comfortable Apartment - Pittsburgh's Little Italy

apartment, Pittsburgh
This one-bedroom flat in Pittsburgh's Little Italy is conveniently located close to the University of Pittsburgh, Carnegie Mellon University, and Chatham University, making it a great choice for students, faculty, or visitors attending events at these institutions. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 65 square metre flat can accommodate up to four guests and has a fully equipped kitchen, a patio, and air conditioning, providing everything you need for a pleasant stay. The apartment also offers free Wi-Fi, a dishwasher, a microwave oven, a fridge, and parking.
4 Story Home With 3 King Beds And Cozy Backyard - Pittsburgh, PA
No reviews

4 Story Home With 3 King Beds And Cozy Backyard

house, Pittsburgh
This Schenley Heights townhouse is ideally situated for academic visits, being 1.6 kilometres from the University of Pittsburgh and 1.6 kilometres from Carnegie Mellon University, with Chatham University also a short 1.9 kilometres away.
This substantial 220 square metre, four-storey property accommodates up to 31 guests across five bedrooms, featuring a fully equipped kitchen, air conditioning, a balcony, and a garden, all within easy reach of downtown Pittsburgh's attractions.

Best Pittsburgh, PA holiday rentals with air conditioning

4 Bedrooms  Private Patio  Stylish Central Stay - Pittsburgh, PA
9.7 204 reviews

4 Bedrooms Private Patio Stylish Central Stay

apartment, Pittsburgh
This Pittsburgh property is conveniently located near PNC Park, a 1.6km walk away, and within a short drive of Acrisure Stadium, PPG Paints Arena, and the University of Pittsburgh.
This four-bedroom, one-bathroom house sleeps eight guests and boasts a fully equipped kitchen with fridge, freezer, and microwave, free parking, air conditioning, internet access, and a private yard; nearby attractions include exceptional restaurants.
Lawrenceville Group Stay Easy Access To Downtown - Pittsburgh, PA
9.0 29 reviews

Lawrenceville Group Stay Easy Access To Downtown

apartment, Pittsburgh
This three-bedroom flat is situated in Pittsburgh's Upper Lawrenceville district, a short drive from the University of Pittsburgh and the Pittsburgh Zoo, with local shops and restaurants nearby.
This well-maintained property offers a bright living area, an updated kitchen, and comfortably accommodates up to eight guests, featuring two bathrooms and parking.
9br Family Retreat W/ Bbq & Parking Near Shopping - Pittsburgh, PA
9.8 12 reviews

9br Family Retreat W/ Bbq & Parking Near Shopping

apartment, Pittsburgh
This nine-bedroom Pittsburgh property, ideal for large groups, is conveniently located near Bakery Square and Google's offices, offering easy access to the University of Pittsburgh and Carnegie Mellon University.
Sleeping up to 16 guests across three self-contained units, this spacious house boasts nine king-sized beds, five bathrooms, fully equipped kitchens with stainless steel appliances, free parking, and outdoor deck space; wheelchair access is available on the ground floor.
Prime Location 3 Bed 1.5 Bath - Pittsburgh, PA
9.8 23 reviews

Prime Location 3 Bed 1.5 Bath

apartment, Pittsburgh
This South Side Flats house, within 3-5km of Rivers Casino, Heinz Field, and Pittsburgh city centre, offers convenient access to major attractions.
Sleeping six guests, the property comprises three bedrooms (two king, one double), a full kitchen with dishwasher, a garden, parking, and excellent guest ratings; a half-bathroom adds convenience.
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