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.

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Superhost
Home in Pittsburgh
4.64 out of 5 average rating, 47 reviews

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.

Top guest favourite
A cozy living room area showcases a brown leather sofa adorned with decorative pillows. Two lamps illuminate the space, and a round coffee table is positioned in front of the sofa. Artwork is displayed on the walls, contributing to the classic decor.
Flat in Pittsburgh
4.99 out of 5 average rating, 121 reviews

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

Guest favourite
The bedroom features a spacious bed covered in crisp white linens, highlighted by a blue accent throw. Blue curtains frame multiple windows, allowing natural light to fill the room. A small desk and chair are positioned nearby, complemented by a decorative plant and wall art.
Flat in East Liberty
4.96 out of 5 average rating, 196 reviews

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!

Top guest favourite
An outdoor patio area features a covered pavilion with a colorful mural on the wall. A round table surrounded by black metal chairs is situated on the tiled surface, with greenery and flower beds enhancing the space. Shade is provided by a large tree nearby.
Flat in Pittsburgh
4.96 out of 5 average rating, 98 reviews

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.

Guest favourite
A comfortable living area features plush gray seating, complemented by a cozy area rug. A small, black side table is positioned beside the seating, and a modern electric fireplace provides a warm ambiance against a textured wall. A potted plant adds a touch of greenery.
Flat in Pittsburgh
4.88 out of 5 average rating, 57 reviews

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!

Top guest favourite
The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.
Flat in Pittsburgh
4.91 out of 5 average rating, 518 reviews

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.

Guest favourite
A serene bedroom features a cozy bed with a bright yellow and blue blanket, accented by decorative pillows. A pair of bedside tables with lamps flank the bed, while a framed fox artwork hangs above, contributing to the room's inviting ambiance.
Apartment in Pittsburgh
4.92 out of 5 average rating, 168 reviews

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).

Superhost
The loft features vaulted tin ceilings, showcasing natural light filtering through the windows. A comfortable beige sofa sits in the center, complemented by a wooden table and chairs in the background. Exposed brick walls add to the unique charm.
Flat in Pittsburgh
4.81 out of 5 average rating, 262 reviews

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.

Guest favourite
A modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.
Flat in Pittsburgh
4.9 out of 5 average rating, 498 reviews

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).

Guest favourite
A spacious living area is presented with a light-colored sectional sofa and a black coffee table atop a striped rug. A mounted television is visible above an elegant fireplace. Adjacent, a dining area features a round table with four chairs, illuminated by a stylish light fixture.
Flat in Pittsburgh
4.96 out of 5 average rating, 145 reviews

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.🏡✨

Top guest favourite
A patio area is visible with a round white table surrounded by four metal chairs, shaded by a striped umbrella. A decorative bowl sits on the table. A barbecue grill is positioned beside a stone patio, with green lawn and trees in the background.
Guest suite in Pittsburgh
4.92 out of 5 average rating, 246 reviews

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.

Top guest favourite
The living room features a spacious grey sofa adorned with a navy throw blanket. A blue and cream patterned rug covers the hardwood floor, while natural light streams through sheer white curtains. A light fixture and a small side table complete the serene ambiance.
Flat in Pittsburgh
4.95 out of 5 average rating, 160 reviews

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

When is the best time to visit Wilkinsburg?

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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
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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!