
Holiday rentals in Wilkinsburg
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Top-rated holiday rentals in Wilkinsburg
Guests agree: these stays are highly rated for location, cleanliness and more.

East end Pittsburgh historic inn
Enjoy an entire four bedroom, three story home, circa 1885 with the best of historic and modern features, to make your stay comfortable and cozy, an elegant family house which accommodates up to eight persons. With front and back porches and back deck, it is nestled in a historic bohemian neighborhood, easily accessible to local colleges, stadiums, historic and cultural attractions, food, dining and shopping. Whatever attracts you to Pittsburgh, I promise an enjoyable and comfortable visit.

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!

Secret Garden by Frick Park with Garage Parking
Disappear into the secret garden of this unique centrally located apartment a few blocks from Frick Park. Steps from Regent Square, a short walk to Point Breeze, close to universities, hospitals, Oakland, Bakery Square, and Rockwell Park. Easy access to 376 Parkway, and 10 to 15 min to downtown. 15 min from Monroeville. This listing is great for anyone who wants some peace and quiet at the end of the day. Located on a dead end street there is little traffic noise to interrupt your relaxation.

The Quiet Cozy Getaway! Located on a private road!
Come relax and enjoy a pleasant experience at this cozy apartment getaway nestled in the Churchill/Monroeville area of Pittsburgh Pull onto your private parking space Enter through your private entrance Use the convenient self checkin keypad Minutes away from Monroeville business district Exit to Downtown Pittsburgh is just 2 minutes away Hi speed internet Smart TV Netflix If you’re seeking a peaceful refuge or a couples retreat come be my guest at The Quiet Cozy Getaway!

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.

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).

private attic loft, and pet friendly
unique one of a kind place. Its a one bedroom attic loft , that has been painstakingly renovated and built with creative little details everywhere. sometimes it's almost like you're in a tree house. It has 20'-vaulted tin ceilings and antique appliances and fixtures. Everything has been updated and works perfectly. There's a Nespresso machine and nice cotton linens on a memory foam king-size bed. It's a great romantic retreat or place to set up shop and stay awhile.

PRIVATE FULL STUDIO IN PITTSBURGH (C2)
This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

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.

Newly remodeled 2 bedroom apartment
Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.
Popular amenities for Wilkinsburg holiday rentals
Stay near Wilkinsburg's top sights
Other great holiday rentals in Wilkinsburg

Saylong Hills

Large windows - walkable - bag drop- Squirrel Hill

Stylish 3BR House + fully fenced in yard + Pgh

Updated Home Near Butler St Walkable Lawrenceville

Easy Access to Pittsburgh: Urban Retreat w/ Deck

*Posh Pittsburgh* 2-story suite w/ pool & hot tub

Cozy Suite with "True Bed and Breakfast Roots"

The Buck Room - King Bed
When is the best time to visit Wilkinsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $83 SGD | $76 SGD | $83 SGD | $83 SGD | $117 SGD | $83 SGD | $92 SGD | $93 SGD | $85 SGD | $97 SGD | $97 SGD | $92 SGD |
| 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 $20 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 apartment rentals in Wilkinsburg have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Wilkinsburg. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wilkinsburg have free parking?
Absolutely! We offer over 20 apartment 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 air conditioning, over 30 homes with a kitchen, over 30 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Wilkinsburg

Total holiday rentals
Explore 60 holiday rentals in Wilkinsburg

Nightly prices starting at
Wilkinsburg holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Wilkinsburg holiday rentals include wifi access

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

4.8 Average rating
Wilkinsburg stays are highly rated by guests – averaging 4.8 out of 5!
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- PNC Park
- Carnegie Mellon University
- Fallingwater
- Seven Springs Mountain Resort
- David Lawrence Convention Center
- Acrisure Stadium
- Pittsburgh Zoo & PPG Aquarium
- University Of Pittsburgh
- Idlewild & SoakZone
- Ohiopyle State Park
- Point State Park
- Raccoon Creek State Park
- Kennywood
- National Aviary
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Sri Venkateswara Temple
- Stage AE
- Children's Museum of Pittsburgh
- Carnegie Museum of Art
- Petersen Events Center
- Senator John Heinz History Center
- Randyland
- Cathedral of Learning





