Holiday houses in Downtown, Pittsburgh

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Top-rated holiday rentals in Downtown, Pittsburgh

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Guest favourite

Rental unit in Beechview

4.93 out of 5 average rating, 130 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

View my hosting profile to see established history of 5-star reviews! Cozy 450 sq ft 1-bedroom with everything you need and nothing you don't. This private access unit has a newly renovated bathroom and kitchen. Located near downtown Pittsburgh but in a suburban-feeling neighborhood. Walking distance from a grocery store, some great local food options, and the public transit right at your door. Free and easy parking readily available. An affordable and comfortable way to experience the Burgh!

Guest favourite

Home in Pittsburgh

4.91 out of 5 average rating, 101 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.

Guest favourite

Loft in Strip District

4.97 out of 5 average rating, 279 reviews

The Ultimate Urban Loft-A WALKABLE-Hot Property!

LOCATION -- LOCATION ..More Room..Great Views and Where All The Action Is!! This well-appointed and spacious one bedroom loft apartment is located in the heart of the cool vibe of the historic "Strip District." Within walking distance of great restaurants, coffee shops, fresh produce and lively night life. Perfect location for business travelers on week days and leisure travelers on weekends. Just minutes from Central Business District, Convention Center, Heinz Field, PNC Park and PPG Arena.

Guest favourite

Rental unit in South Side Flats

4.96 out of 5 average rating, 151 reviews

Lovely South Side spacious 1 Bedroom with parking

This apartment could not be more centrally located. 2 blocks from historic Carson street in the heart of the South Side. Restaurants, bars, shopping, bus transportation just outside the front door. Convenient to all Pittsburgh sports venues/theater district. Apartment is fully equipped with all kitchen amenities, a spacious bedroom and bath. New tiled shower installed January ‘23. Work space provided. A/c provided in the summer. Small on site reserved parking space makes this a rare find!

Guest favourite

Rental unit in South Side Flats

4.86 out of 5 average rating, 687 reviews

South Side Flats - Central to everything!

Artfully decorated, large, and open concept 1 bedroom apartment in the center of the South Side Flats entertainment district. Everything you need is within steps of your front door - restaurants, grocery, and entertainment. 5 min from downtown & within 15 min to anywhere in the city. IMPORTANT: This listing is exclusively for people visiting Pittsburgh. DO NOT book with us if you live in Allegheny County without 1st receiving permission from the host, or your reservation will be cancelled.

Guest favourite

Condo in Downtown Pittsburgh

4.92 out of 5 average rating, 133 reviews

LUX Downtown Flat

Welcome to Pittsburgh!! Stay in our newly remodeled luxury downtown apartment! This home has the most spectacular view and is located in the center of downtown Pittsburgh, nestled just across from the beautiful hotels of downtown! Offering top-tier amenities, and today’s modern conveniences. Ideally situated minutes from Pittsburgh's best shopping, stadiums, convention center and restaurants. Our intimate 1 bedroom home is comfortable and secure for family, friends and business people alike.

Guest favourite

Home in Pittsburgh

4.97 out of 5 average rating, 365 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.

Superhost

Rental unit in Troy Hill

4.86 out of 5 average rating, 298 reviews

Newly Renovated, Beautifully Decorated in ❤️ of PGH

Doctors, nurses, lawyers, techies, business execs...you’ve found your stay in Pittsburgh! This quaint new renovation boasts a queen bed, sofa bed, all the cookware you need, and a designated work space for those who need to send those last minute, follow up emails. Relax on the couch as you enjoy your latest Netflix binge on the new, 40” smart TV. Wanna catch a game? Go for a short stroll to the stadiums and bars in North Shore. Conveniently located to everything Pittsburgh has to offer!

Superhost

Rental unit in Pittsburgh

4.82 out of 5 average rating, 316 reviews

1 Bed, idyllic, near stadiums, town, AGH. Pet OK

Here's a quiet hideaway. Book the apartment and reserve a fine meal at a nearby restaurant. Share a romantic time. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and great internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will also like the large park, only a 1/2 block away.

Guest favourite

Condo in Downtown Pittsburgh

4.91 out of 5 average rating, 137 reviews

Free Garage Parking!★ Private Gym★ City 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 200mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

Guest favourite

Home in South Side Flats

4.91 out of 5 average rating, 375 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).

Guest favourite

Rental unit in Pittsburgh

4.99 out of 5 average rating, 165 reviews

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!