
Holiday houses in Wilkinsburg
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Top-rated holiday rentals in Wilkinsburg
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Pittsburgh, PA - North Side
Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

2BR Apt. /Pittsburgh/East/Regent Square/Frick Park
First floor 2-bedroom apartment with classic decor. Modern bath/kitchen with complete utensils. Wi-Fi & wired gigabit network. Two TVs with service. Appropriate for business traveler, families with older children. Living and dining room accommodates 8-10 people. Convenient to downtown, Oakland/universities. Across street parking. Nearby restaurant/stores and park in walking distance. Open bar. No per-person or amenities charges. Virtual tour at https://my.matterport.com/show/?m=BFeAkSV4ekM

Upscale King Bed Suite |ADA w/ Free parking!
Enjoy our spacious king-sized bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐ADA Accessible! ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt! ⭐$0 cleaning fee!

Historic Sunporch Suite
Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Cozy King Suite with Parking!
In the heart of Shadyside! 1 Block to Walnut St w/ FREE OFF STREET PARKING Short Walk to UPMC & West Penn hospitals, 3 min drive to CMU & Pitt! 1BR/1 bath apartment in a prime location, with all Shadyside has to offer just steps away! Enjoy dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted & entirely remodeled in March 2024, everything down to the soundproofing, granite kitchen, and top of the line appliances & in-unit laundry is brand new!

Comfort Central
Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Friendship Retreat~B | 1BR w/ Gourmet Kitchen
Enjoy a stylish first-floor 1BR with a gourmet kitchen featuring high-end appliances and a spacious living area perfect for relaxing or entertaining. The queen-size bedroom offers a comfortable night’s sleep. High-speed WiFi and a dedicated workspace make it ideal for business travelers or remote work. Access to shared parking (6 spots, first-come, first-served). Located near West Penn Hospital and UPMC Shadyside, perfect for couples, visiting families, or medical stays.

A Fresh Mid Century 2- bedroom East End Area
A fresh Mid Century Condo that pays tribute to the 1950's in Pittsburgh. A fully remodeled first floor 2-bedroom unit in a 6 unit Condo. Large windows and shaded back porch overlooking courtyard. Close to many local restaurants, bars, cafes, and the bus line. Near Frick Park! Free parking space. Easy access to local universities (Pitt, CMU, Duquense), East Liberty, Squirrel Hill, Oakland, South Side, downtown and the stadium district. Minutes away from Parkway (376).

Pittsburgh Area 2 Bedroom Apt.
Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center & Carnegie Museums 8 mi. Monroeville Convention Center & Sri Venkateswara Temple 5mi, International A/P 27 mi. PENS Hockey Arena 9 mi. I-76 PA turnpike 8 mi. Kennywood Park 5 mi.

"April's Haven" Regent Square King Frick Park
Take a break and unwind at this peaceful retreat. Two bedroom third floor apartment walking distance to Frick Park, shops, restaurants, and bars on Braddock. Quiet historic neighborhood with brick streets. Hike or mountain bike on the 22 miles of trails in fabulous Frick Park. Short drive or easy bus ride to universities and UPMC facilities. Don't need 2 bedrooms? Traveling with others? Check out my other 1bd listing. https://air.tl/JAWjri9Y

Cozy 2 bedrooms unit - 10 minutes to Downtown
Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 5 people. This cozy unit is in a duplex nestled in a safe and quiet neighborhood, just a stone's throw away from the vibrant regent square, 10 min to downtown. Step into our fully stocked beautiful kitchen where you can whip up your favorite drinks and meals. Enjoy the comfort and convenience of this lovely unit during your visit.🏡✨

Renovated large private studio in Squirrel Hill
Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.
Popular amenities for Wilkinsburg holiday rentals
Stay near Wilkinsburg's top sights
Other great holiday rentals in Wilkinsburg

Cozy 1 bedroom in Regent Square

Cottage on a hill

Easy Access to Pittsburgh: Urban Retreat w/ Deck

*Posh Pittsburgh* 2-story suite with pool & patio

Hamnett Gallery House *Recently Updated!*

Cozy Suite with "True Bed and Breakfast Roots"

Sergio's Gallery

Regent Square 1 Bedroom Apt - CMU/Pitt
When is the best time to visit Wilkinsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $129 AUD | $120 AUD | $99 AUD | $92 AUD | $129 AUD | $92 AUD | $102 AUD | $103 AUD | $93 AUD | $107 AUD | $107 AUD | $102 AUD |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Wilkinsburg?
Wilkinsburg has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Wilkinsburg?
Experience the best of Wilkinsburg with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Wilkinsburg?
Four-legged friends are welcome in Wilkinsburg. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wilkinsburg?
Yes! Work meets play with ease at over 40 vacation rentals in Wilkinsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Wilkinsburg?
Make yourself at home in Wilkinsburg by choosing from our most frequently booked neighborhoods. We have over 260 vacation rentals in East Hills, over 260 vacation rentals in Blackridge, and over 260 vacation rentals in Singer Place.
Do apartment rentals in Wilkinsburg have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Wilkinsburg. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wilkinsburg have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Wilkinsburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wilkinsburg have wifi?
Absolutely! We offer over 30 house rentals with wifi in Wilkinsburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wilkinsburg have free parking?
Absolutely! We offer over 20 house rentals with free parking in Wilkinsburg. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Wilkinsburg?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 30 homes with a kitchen, over 20 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Wilkinsburg

Total holiday rentals
Explore 70 holiday rentals in Wilkinsburg

Nightly prices starting at
Wilkinsburg holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 1,900 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Wilkinsburg holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wilkinsburg rentals

4.7 Average rating
Wilkinsburg stays receive an average rating of 4.7 out of 5 from guests
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- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Acrisure Stadium
- Idlewild & SoakZone
- University Of Pittsburgh
- Point State Park
- Raccoon Creek State Park
- Ohiopyle State Park
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Museum of Art
- Children's Museum of Pittsburgh
- Sri Venkateswara Temple
- Senator John Heinz History Center
- Randyland
- Stage AE
- Petersen Events Center
- Cathedral of Learning




