Holiday houses in Wilkinsburg

Apartment in Regent Square

5 out of 5 average rating, 108 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

4.96 out of 5 average rating, 25 reviews

Houseboat in Blawnox

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Guest suite in Highland Park

4.98 out of 5 average rating, 241 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.

4.86 out of 5 average rating, 132 reviews

Home in Pittsburgh

Beautifully Remodeled 4-Bedroom Colonial Thriller

This large, brick home offers plenty of space, parking, and updated amenities while still only being a few minutes off of the parkway. When arriving you will turn onto the long private driveway that takes you to a two-car garage, deck, and large back yard. Upon entering you will see an open dining room and kitchen on the left and a living room on the right. Three bedrooms and two bathrooms are located upstairs, one bedroom is on the first floor and one bathroom is in the basement.

Apartment in Regent Square

4.98 out of 5 average rating, 105 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.

4.91 out of 5 average rating, 442 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

Condo in Pittsburgh

4.91 out of 5 average rating, 149 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

Apartment in Point Breeze

4.81 out of 5 average rating, 239 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.

4.9 out of 5 average rating, 446 reviews

Apartment in Bloomfield

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).

4.98 out of 5 average rating, 103 reviews

Cozy 2 bedrooms unit - close to Downtown

Welcome to your modern and stylish unit! Kick back and relax in this calm, stylish space that can accommodate 4 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.🏡✨

4.95 out of 5 average rating, 130 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.

4.92 out of 5 average rating, 66 reviews

Guesthouse in Pittsburgh

Unique Rustic Carriage House

Spacious one bedroom Carriage House in Pittsburgh's East End Neighborhood. Located right next to the East End Busway/Hamnett Station. It's a quick bus ride to Shadyside, Oakland, and Downtown. This space is also in a very walkable neighborhood, close to many Bakeries, Restaurants, Coffee shops, and Frick Park. Ample amounts of street parking must be able to walk up a flight of stairs And No Cleaning Fees!

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Popular amenities for Wilkinsburg holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Wilkinsburg

4.93 out of 5 average rating, 15 reviews

Diamond In the Rough

KarlynRating, 5 stars4 weeks ago

We had a wonderful stay! The place was beautiful, spacious, and truly felt like home. Thank you for being such a great host – we’d love to come back!

Private room in Pittsburgh

4.98 out of 5 average rating, 571 reviews

Basement apartment with private entrance and bath

NourRating, 5 stars4 days ago

Michaels place felt right at home. The space was cozy and comfortable. My husband and I appreciated Michaels clear instructions, suggestions , and quick communication. I really enjoyed the snack options and as always, can never beat a massage chair. I highly recommend Michaels space. It was clean, cozy, and felt right at home. :)

Private room in North Oakland

4.92 out of 5 average rating, 126 reviews

Oakland/University @G Modern & Bright Private Bd

Pok ManRating, 5 stars4 days ago

Nate’s place is neat and clean. It’s a little bit of uphill walk from UPitt campus to Nate’s place, but it’s quite enjoyable as long as you’re not in a hectic. The neighbourhood is quiet and safe. We oversaw a great campus view (under a full beautiful moon) when we walk back to Nate’s place, so we are overall quite satisfied with the location. Nate is also very responsive and helpful.

Private room in Point Breeze

4.94 out of 5 average rating, 206 reviews

Cozy Suite with "True Bed and Breakfast Roots"

DianeRating, 5 stars1 month ago

This was our 3rd time staying with Stephanie and Tom. They are both wonderful and friendly hosts and they accommodated my need for a gluten-free breakfast. We always feel safe and comfortable here and their dog is also super sweet!

Private room in Squirrel Hill North

4.93 out of 5 average rating, 116 reviews

Private Room in Pittsburgh near Carnegie Mellon

BitaRating, 5 stars1 day ago

Enjoyed staying here and meeting Autumn. She made me feel right at home and was very helpful.

Private room in Squirrel Hill South

4.87 out of 5 average rating, 599 reviews

Cozy room in lovely Squirrel Hill - new AC

AleisterRating, 5 stars1 week ago

This room was great. The A/C worked perfectly, the bed was soft, there were plenty of pillows. I could essentially hear no noise from anywhere outside of this bedroom, which is a plus. The room is intimate and on the small side, just a heads up if you are traveling with a partner. I personally would not want to spend a lot of time in this Airbnb outside of sleeping. This worked perfectly for us because we were out the entire day. This area is VERY walkable and has a lot of fun things to do. The bed is 10/10 and I would for sure stay here again.

Superhost

Private room in Pittsburgh

5 out of 5 average rating, 5 reviews

Clean Private Room in Shared House! King Bed!

BrookeRating, 5 stars6 days ago

The room was amazing! For a short stay it had everything we needed, as well as access to the kitchen. The house is located in a developing neighborhood, but besides that, we had a great time.