Holiday houses 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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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.
Apartment in Pittsburgh
4.99 out of 5 average rating, 122 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

Top Guest favourite
The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.
Guest suite in Highland Park
4.98 out of 5 average rating, 309 reviews

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.

Guest favourite
Apartment in Shadyside
4.98 out of 5 average rating, 127 reviews

Shadyside/Central @1 Spacious & Modern 1Bdr w/Prkg

Spacious and family oriented & Modern 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom, living room & dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

Guest favourite
A modern living room features a comfortable sofa with decorative pillows, complemented by an armchair and a coffee table. The kitchen area showcases a marble countertop, with bar stools provided for dining. Bright wall art enhances the space, illuminated by natural light from the window.
Apartment in Shadyside
4.91 out of 5 average rating, 312 reviews

Queen Bed Suite|Heart of Shadyside|Walkable &Quiet

Stylish and freshly renovated 1 BR/ 1 bath apartment perfectly located in the heart of Shadyside where you can easily walk to plenty of bars, restaurants, shops and more! Fully equipped for an extended stay, weekend getaway, or just a place to crash for the night. ⭐️Super comfy queen memory foam mattress 🌟24/7 Guest support ⭐️Free off-street parking! 🌟Fully stocked & equipped kitchen ⭐️Queen sized pull out sofa 🌟Pet Friendly (Must provide vaccination records) ⭐️Laundry (Free and in-unit)

Guest favourite
A spacious studio is presented with a king-size bed featuring a soft green coverlet. Light drapes frame the windows, and a cozy dining area with two chairs is situated by the sunroom. Soft natural light floods the room, creating an inviting ambiance.
Apartment in Highland Park
4.96 out of 5 average rating, 139 reviews

Highland Park Heritage Studio

Step into a chic blend of vintage charm and modern comfort! This private studio, set in a stunning Victorian building, is in a quiet yet walkable neighborhood—just minutes from the Zoo/Aquarium, restaurants, and Highland Park. A short drive takes you to Lawrenceville, hospitals, and universities. Enjoy a king-size bed, sunroom with a foldable sofa, full kitchen, new bathroom, and in-unit washer & dryer. Large windows fill the space with natural light. Safe, stylish, and inviting!

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.
Apartment in Pittsburgh
4.91 out of 5 average rating, 520 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.

Top Guest favourite
The living area features a cozy couch with a decorative throw, providing a warm contrast to the exposed brick wall. A dining area with two stools is situated near the kitchen, while a large smart TV displays various streaming options.
Apartment in Shadyside
4.93 out of 5 average rating, 257 reviews

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Guest favourite
Condo in Pittsburgh
4.92 out of 5 average rating, 169 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).

Top Guest favourite
A wooden staircase leads to the upper level, framed by polished handrails and original woodwork. A woven runner rug adds texture to the hardwood floor. A small console table stands against the wall, paired with a green potted plant. Light filters in through a nearby doorway.
Home in Pittsburgh
5 out of 5 average rating, 105 reviews

Cheerful 3-bedroom home with on-street parking

Enjoy your stay in this beautifully renovated 3 story 1920s centrally-located home in the Greenfield neighborhood of Pittsburgh (right next to Squirrel Hill). Less than 10 minutes to Downtown, PPG Arena, Bakery Square, CMU, Pitt, Chatham, and Duquesne University. Minutes away from excellent restaurants and bars in Pittsburgh. Fully equipped entire home for an extended or few nights stay. Enjoy outdoor seating on the front porch and back deck with a fenced in backyard.

Guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Pittsburgh
4.93 out of 5 average rating, 404 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

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.
Apartment 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.
Apartment in Pittsburgh
4.95 out of 5 average rating, 146 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.🏡✨

Popular amenities for Wilkinsburg holiday rentals

When is the best time to visit Wilkinsburg?

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Avg. price$111 NZD$101 NZD$111 NZD$111 NZD$156 NZD$111 NZD$123 NZD$125 NZD$113 NZD$130 NZD$130 NZD$123 NZD
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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 $34 NZD 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 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

    60 of Wilkinsburg holiday rentals include Wi-Fi 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!