Vacation rentals in Wilkinsburg

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Top-rated vacation rentals in Wilkinsburg

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Guest favourite
The compact kitchen features rich wooden cabinetry and modern appliances. A small stove and an oven are positioned against a decorative backsplash. A stainless steel sink is situated underneath a window, and a coffee maker sits beside a colorful patterned rug on the floor.
Apartment in Pittsburgh
4.91 out of 5 average rating, 32 reviews

Meade Street Apartment Near Chatham U , Pitt & CMU

Enjoy your stay in Pittsburgh in style and comfort in this unique apartment with touches of the old and new! This stylish retreat is located in the heart of Pittsburgh in Point Breeze North near Chatham University and Pitt. This one-of-a-kind apartment will greet you with the timeless charm of beautiful woodwork and flooring, seamlessly blending classic elegance with modern comfort. Situated on the 2nd floor, this inviting residence offers comfort, convenience, & a fantastic location. Book now!!

Top guest favourite
A comfortable living area is presented with a light-colored sectional sofa, a glass coffee table, and a decorative pouf. Two large windows allow natural light to fill the space, where a stylish floor lamp stands nearby. A fireplace with a mirror above adds a cozy touch.
Home in Point Breeze
5 out of 5 average rating, 22 reviews

Cozy 2BR House in Pittsburgh

Our 2-bedroom, 1.5-bath home is nestled next to Frick Park and walking distance to some of Pittsburgh's best bakeries, restaurants, & bars. Enjoy thoughtfully curated interiors, a fully equipped kitchen, bedrooms with blackout blinds and queen beds, and ample free street parking. Multiple bus lines (61A, 61B, 67) provide easy access to CMU, Pitt, Downtown, Squirrel Hill and more. This house is 100 years old and was lovingly restored. We hope you enjoy it as much as we loved giving it new life!

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 Regent Square
4.99 out of 5 average rating, 113 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, 284 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
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.
Apartment in Pittsburgh
4.88 out of 5 average rating, 43 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
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
4.99 out of 5 average rating, 84 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
An inviting living space features a comfortable sectional sofa and a television mounted on the wall. Light streams in through large windows adorned with shutters, highlighting a potted plant and decorative wall hanging. A small dining table with a patterned tablecloth is visible nearby.
Apartment in Regent Square
4.98 out of 5 average rating, 132 reviews

"April's Retreat" Regent Square King Bed Frick Prk

Take it easy at this tranquil getaway that is close to everything Pittsburgh. You'll enjoy the one bedroom apartment on the 2nd floor of this historic building in Regent Square. Walk to Frick Park, restaurants, coffee shops and bars on Braddock. Hike or mountain bike on the 22 miles of trails. Small and well-appointed kitchen if you like to prepare your own meals. Tons of natural light. Close to bus routes. Need more space? Traveling with others? Check out my other 2bd listing.

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, 483 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.

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.
Apartment in Point Breeze
4.8 out of 5 average rating, 251 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 spacious bed is positioned against a white wall, featuring neutral bedding and decorative pillows. Two modern bedside lamps provide soft lighting. To the left, a sleek sleeper sofa complements the minimalist design of the room.
Apartment in Friendship
4.84 out of 5 average rating, 244 reviews

PRIVATE MINI STUDIO IN BRIGHT NEW BASEMENT (A)

This Bright basement studio is for anyone needing a stylish, clean place to stay while visiting Pittsburgh. It has a new queen bed, sleeper sofa, desk, bar and a very large bathroom. It has a private entrance at the back of a beautiful 1890s Pittsburgh mansion. It works very well for travelers 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
4.96 out of 5 average rating, 123 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 two-story brick house is showcased, featuring a welcoming porch and steps leading to the entryway. The well-maintained lawn stretches across the front, bordered by shrubbery. Nearby homes can be seen in the background under a partly cloudy sky.
Home in Squirrel Hill South
4.97 out of 5 average rating, 73 reviews

New & Cozy Apt in Squirrel Hill

Welcome to our newly renovated walk-out basement unit in Squirrel Hill, one of the safest neighborhoods of Pittsburgh. It is central to all of the best attractions. Pittsburgh downtown is only 15 minutes drive. The unit enjoys proximity to Frick Park, Schenley Park, Carnegie Mellon University, University of Pittsburgh, grocery stores, cafes, restaurants, shops, movie theater, and local amenities on Murray, Forbes, and Shady avenues.

Popular amenities for Wilkinsburg vacation rentals

When is the best time to visit Wilkinsburg?

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Frequently Asked Questions

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • How much does it cost to stay in apartment rentals in Wilkinsburg?

    Experience the best of Wilkinsburg with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Wilkinsburg have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Wilkinsburg. Enjoy a tailored experience with all the comforts you desire.

  • 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 Blackridge, over 260 vacation rentals in East Hills, and over 260 vacation rentals in Singer Place.

  • What are the most popular amenities for House Rentals in Wilkinsburg?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Wilkinsburg

  • Total vacation rentals

    Explore 60 vacation rentals in Wilkinsburg

  • Nightly prices starting at

    Wilkinsburg vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Wilkinsburg vacation rentals include wifi 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