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 Regent Square
4.99 out of 5 average rating, 118 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, 292 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
Home in Pittsburgh
4.89 out of 5 average rating, 151 reviews

East End Gem | Your Home Away from Home

This bright, stylish, and comfortable space, designed by an HGTV producer! With a fully remodeled kitchen and bathroom, cozy beds, and inviting rooms, this home offers the perfect home away from home. Conveniently located within 20 minutes of everything Pittsburgh has to offer, including sports fields, rivers, bridges, shopping, museums, historical sites, music venues, universities, and more! Whether you're here for business or pleasure, you'll find everything you need for a relaxing stay.

Top Guest favourite
A comfortable living area features a dark leather sofa and an accent chair with a geometric pattern. Light spills in from a doorway leading to the dining area, where a wooden table is set for four. Decorative elements include a coffee table and wall art.
Home in Pittsburgh
4.97 out of 5 average rating, 444 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Guest favourite
The open living area features a stylish kitchen with stainless steel appliances and a comfortable seating area with a blue couch. Large windows allow natural light to fill the space while offering city views.
Condo in Downtown Pittsburgh
4.95 out of 5 average rating, 308 reviews

Free Parking!★ Private Gym★ Great Views!

Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home at your desk with 400mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

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, 499 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 modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.
Home in East Carson Street
4.91 out of 5 average rating, 422 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Top Guest favourite
This inviting living area features a modern kitchen with granite countertops, a large refrigerator, and a black stove. A comfortable couch is positioned near a wall-mounted TV, which displays colorful imagery. Natural light floods in from large windows, enhancing the warm wood flooring.
Apartment in Bloomfield
4.96 out of 5 average rating, 254 reviews

Bloomfield/Shadyside KING Suite! OffStreet Parking

OFF STREET PARKING SPOT! Brand new KING Suite on a quiet tree lined street in Bloomfield! 1 block to West Penn hospital, and a short walk to UPMC! On site parking makes the short drive to Shadyside, CMU & Pitt a breeze! The building was gutted and remodeled, everything is brand new! Free laundry in the unit! Private patio! Fully stocked for long and short term stays! Dozens of restaurants, shops, coffee shops, and fitness studios close by. Make your reservation today!

Top Guest favourite
Apartment in Pittsburgh
4.99 out of 5 average rating, 131 reviews

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.

Superhost
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
4.83 out of 5 average rating, 257 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, 130 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
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.
Apartment in Pittsburgh
4.95 out of 5 average rating, 152 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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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 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.

  • Do house rentals in Wilkinsburg have air conditioning?

    Absolutely! We offer over 20 house 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 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.

  • Do house rentals in Wilkinsburg have a kitchen?

    Absolutely! We offer over 30 house 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 East Hills, over 260 vacation rentals in Singer Place, and over 260 vacation rentals in Blackridge.

  • 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 air conditioning, over 20 homes with free parking, over 30 homes with a kitchen, 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 $17 NZD 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, Wi-Fi and Pool across Wilkinsburg rentals

  • 4.7 Average rating

    Wilkinsburg stays receive an average rating of 4.7 out of 5 from guests