House holiday rentals in Wilkinsburg

4.92 out of 5 average rating, 181 reviews

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

4.87 out of 5 average rating, 304 reviews

Home in Verona

Wyckoff-Mason Log House 1774 Historic Landmark

Stay in the historic Wyckoff-Mason House, a Pittsburgh Historical landmark. This beautifully kept log house built in 1774-75, still maintains the colonial charm of pre-revolutionary times. This property has a storied past, including local lore that it was the residence of William Penn’s brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburgh’s eastern suburbs. Get the best of the countries antiquity while visiting the city. We love all people.

4.89 out of 5 average rating, 164 reviews

Home in Braddock

River Ridge Retreat

Discover the charm of our Braddock, PA Airbnb! Just minutes from all Pittsburgh attractions, reach any city hotspot within 20 minutes. Close to Regent Square, Bakery Square, and Point Breeze. Explore Kennywood Park across the river and enjoy quick access to Sandcastle Waterpark. Whether it’s UPMC, downtown, CMU, or The Strip, we’re minutes away from it all! Your perfect Pittsburgh getaway awaits! *If you enjoy this space, the owners are amenable to selling. Please contact for more information

4.97 out of 5 average rating, 150 reviews

Off-Street Parking, Steps to Butler St., Patio!

In the heart of lower Lawrenceville, our place exudes historic Pittsburgh charm while providing an incredibly cozy experience. Our spacious kitchen invites you to cook a great dinner. Our comfortable living room surrounded by historic brickwork + open staircase encourages you to relax and watch Netflix. The patio welcomes you with fresh air. With two full bathrooms, two couples or a family can get ready for the day (or night!) Within walking distance, bars, breweries, and restaurants abound!

4.94 out of 5 average rating, 161 reviews

Stylish♥Baby Friendly♥15mins to DT PGH♥Great Yard!

Welcome to our stylish and newly remodeled 3-bedroom home! The modern design and furnishing are just the beginning of your amazing stay in this top Pittsburgh suburb! The house is in a safe and green neighborhood, 15 mins to downtown Pittsburgh, or steps from a bus stop. A cozy home with stocked kitchen, office, washer/dryer, covered patio, Weber grill, and fenced yard for family to relax and unwind. It is equipped for infants and toddlers. Restaurants, shops and groceries are all close by.

Home in South Side Slopes

4.84 out of 5 average rating, 120 reviews

*2100r Southside Slopes affordability!*

Convenient Slopes location with many updates. Not so walkable but a short Uber/lyft away from everything Pittsburgh. This space has everything you need to enjoy Pittsburgh affordably. This property features Verizon fios fiber optic high speed internet. Bring your provider passwords and stream your favorite premium stations with the Roku player. If you don’t have passwords enjoy the local stations on the 55 inch 4K TV in the family room. Perfect for bussiness travelers and nurses.

4.89 out of 5 average rating, 141 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

4.96 out of 5 average rating, 419 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.

4.83 out of 5 average rating, 139 reviews

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.

Top guest favourite

Home in Bloomfield

4.92 out of 5 average rating, 205 reviews

Urban serenity, privacy in charming carriage house

Carriage house apartment all to yourself. Sleeps 3. Uniquely charming. Private, quiet, and self-contained. Keypad check-in, free parking, laundry, many amenities. Responsive hosts on site. Great location in lively East End. Convenient to hospitals, restaurants, shopping, entertainment, public transportation. Ideal weekend getaway for couples. Perfect for traveling workers. Extended stay discounts for bookings of a week or more. Discounts offered for return guests; please inquire.