Holiday rentals in Pittsburgh

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Top-rated holiday rentals in Pittsburgh

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Pittsburgh

4.89 out of 5 average rating, 555 reviews

The Fremont Suite *Free parking, 10 mins to DWNTWN

*PLENTY OF FREE STREET PARKING* This is a very small studio apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. It is on the 2nd floor of my 100+ year old four-square home. It has a private entrance with a keypad. The entance stairwell and laundry is a common space, as there's 2 other units. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Unfortunately this space it too small for pets, NO PETS

Guest favourite

Flat in Mount Washington

4.97 out of 5 average rating, 111 reviews

Grandview Ave Luxe - Sweeping City Views & More!

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

Top guest favourite

Flat in Downtown Pittsburgh

4.99 out of 5 average rating, 184 reviews

Purple Mattress | PPG Arena | Park Free!

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 ➤ Purple mattress ➤ Work from home with 300mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

Top guest favourite

Guest suite in Highland Park

4.98 out of 5 average rating, 239 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

Flat in North Side

4.95 out of 5 average rating, 130 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Superhost

Flat in Troy Hill

4.86 out of 5 average rating, 344 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!

Guest favourite

Flat in Lower Lawrenceville

4.94 out of 5 average rating, 178 reviews

Brand New! Lawrenceville KING Suite - Huge Balcony

1 bedroom 1 bath apartment w/ a HUGE private balcony steps from Butler St in Lawrenceville neighborhood! Sleeper Sofa and extra linens for bigger groups. BRAND NEW construction! Enjoy this stylish space in the coolest neighborhood in town, steps to dozens of restaurants, shops, coffee shops. A few blocks to UPMC Children's hospital and the Strip District, short drive to Downtown, North Shore, Shadyside, Oakland, very close to Pitt, CMU, & several hospitals! Book your stay today!

Superhost

Flat in Pittsburgh

4.84 out of 5 average rating, 136 reviews

Private Parking• Patio • Stylish Elegance•King bed

Welcome to the modern cozy atmosphere! This stylish place impresses with its brand new complete renovations. The new kitchen is equipped with the latest appliances, providing the perfect conditions for preparing your favorite meals. The private parking ensures convenience for guests, offering confidence in the safety of their vehicle. We are happy to provide an additional sleeping space upon request. We have a comfortable inflatable mattress that can accommodate two more guests.

Guest favourite

Home in East Carson Street

4.91 out of 5 average rating, 395 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

Flat in Pittsburgh

4.99 out of 5 average rating, 186 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!

Superhost

Flat in Friendship

4.85 out of 5 average rating, 214 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

Flat in Beechview

4.93 out of 5 average rating, 181 reviews

Free parking ⁕ Affordable Stay ⁕ 5 min to Downtown

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!