Holiday rentals with breakfast in Squirrel Hill

Bright & sunny apt in Shadyside with free parking

Bright & sunny second-floor apartment located in the heart of Shadyside. Perfect for couples and professionals who are in Pittsburgh for just a week to a few months. Steep discount on month rentals. The apt is close to the restaurants & boutique shops on Walnut Street & Ellsworth. Whole Foods & Giant Eagle Market district is just down the street. If you like to cook, the kitchen is equipped w/ a new induction Samsung range with vented range hood, KitchenAid mixer, blender, and food processor.

C'est Chic (French Getaway)

A French-Inspired Getaway, escape to a charming duplex. Nestled in Beechview, Pittsburgh's most accessible neighborhoods, this stylish home offers easy access to Pittsburgh's major places. Whether you're in town for a concert, sporting event, or to explore the city, everything you need is within reach. In just 15 minutes, you can reach Acrisure Stadium, PPG Paints Arena, PNC Park, and the David L. Lawrence Convention Center. Pittsburgh International Airport is a convenient 25-minute drive away.

The Sycamore BnB @ 10.7 Marina

Stay above 10.7 Marina on the Allegheny River, in Verona, PA, a little river town about 10.7 miles upriver from Downtown Pittsburgh. Enjoy a complementary kayak frompad board or canoe rental to enjoy a river adventure or dip in the Allegheny to cool off. Create your own river adventure to Sycamore Island, or Plum Creek to explore. You can also take it easy and hang out on the deck with panoramic views of this “lake like view” and enjoy the many sunsets. Eat, drink and shop many local spots.

Steel City Beds, Breakfast and More

3-story single family home in Pittsburgh's popular eastend. Common areas decorated with eclectic mix of outsider and emerging art, art deco collectibles and antiques. Inviting outdoor spaces including front porch, fenced in backyard and play area good for kids and pets. Short walk to public transit, coffee shops, fine-dining, food coop, Construction Junction architectural artifacts, historic Frick Mansion and more. 5 minute drive or Uber ride to 4 premier shopping and entertainment centers.

Convenient 1 BR close southside

Experience the best of Pittsburgh with this stylish and centrally-located home. Relax in the large bedroom with a king-size bed, enjoy the convenience of a full kitchen and soak up the plush entertainment of 2 large TVs. The Southside Flats are located .5 miles away and downtown just 2 miles away. Enjoy a hassle-free experience with no stairs within the property (There are steps to enter the house) Chore free checkout! *This is a lower unit in a duplex. The drive does involve steep hills!

Visit Pittsburgh-River & City Views!

Bring your favorite Slippers & Wake up to the Ohio River! The “River View GetAway” is a little country in the City of Pittsburgh. Overlooking the Ohio River, Bruno’s Island, and the City skyline. Just off West Carson St, sports fans will cheer at the close proximity to Acrisure Stadium, PNC Park & the PPG Paints Arena. This cozy home is just 1.5 miles from Acrisure Stadium and the fun filled North Shore. This home has free off street parking for up to 4 cars and free street parking .

The Concord

Welcome to "The Concord" a newly renovated home in the Historic District of Deutschtown! This urban delight district on the Northside of Pittsburgh features wonderful restaurants, the Andy Warhol Museum, a new river front park & the Pittsburgh Pirates stadium--all within easy walking distance! The home is sparkly clean with contemporary amenities such as Wi-Fi , a flat screen TV & a full size kitchen with all new cookware and appliances. It's ideal for personal or business use.

Holiday Stays. Prime Location Free Night Promo

Restrictions apply on third night, free offer, applies only to reservation dates between 1/10/25- 2/30/25. Contact host to verify available dates for this special offer We are a short walk to Penguins sports arena and a quick ride to the Steelers and Pirates games ,restaurants, sightseeing and dining. We are located in a historic , walking neighborhood where you can choose from a range of activities. Our amenities include a complimentary coffee bar and continental breakfast. .

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).

Sun-Splashed 3BR | Sq Hill | walk everywhere

This is a very large (1850 sq ft) self contained apartment with three bedrooms. 2 bedrooms each with have a King bed and 3rd bedroom has full/ double. Fully equipped kitchen and stunning dining room. The sun pours in the windows and it is an inspiring space. Work space with desk, small gym. Central east end location (Middle of sq hill) Walk to the best bakery in town, shops and restaurants, east end, shady side. Great for couples getaway, friends, or a whole family.

Urban + Suburban Tudor quick walk to Pitt campus

Historic beauty, easy walking distance to PITT, CMU, UPMC - virtually on campus. 3000 sq ft. Historic Tudor with spectacular views of North Oakland below. Charming and updated with modern touches, Spacious, 2 bedroom, 2-bath home with first floor Powder Room & Sun Room, covered rear patio and deck. Off street parking onsite for 2 cars included. .7 mile walk to University of Pittsburgh or to the Petersen Event Center .5 mile walk to UPMC

Classy 4bed 2 bath Mt Washington

This home offers the best of both worlds - located just steps away from Emerald View Park and easy access to downtown and Southside! This house has been renovated and features new appliances and a charming backyard. It is also conveniently located just a short walking distance to Grandview Ave, where you can enjoy stunning vistas of the city skyline! MUST do stairs - all bedrooms and bathrooms are located upstairs **NO CLEANING CHORE LIST**