Apartment holiday rentals in Pittsburgh

Flat in Downtown Pittsburgh

4.9 out of 5 average rating, 315 reviews

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

Guest favourite

A cozy parlor is adorned with deep red walls and vintage decor. Two large velvet couches are positioned around a wooden coffee table. A vintage organ sits against one wall, complemented by a blue stained-glass light fixture overhead. Framed artwork and decorative elements enhance the unique atmosphere.

Flat in Pittsburgh

4.94 out of 5 average rating, 110 reviews

The Weary Traveler

A haunting place for weary travelers that rests just above a curious little shop in the Allentown neighborhood of Pittsburgh. Established in 1903, the old bones of this building have a lot of magic hidden in them and the owners of The Weeping Glass have brought them back to life in this extension of their curiosity shop. Minutes from other off beat and unique businesses and a short ride to down town and the South Side. Please note that due to demand, our cancelation policy is extremely firm.

4.98 out of 5 average rating, 121 reviews

Flat in Bloomfield

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

4.99 out of 5 average rating, 130 reviews

An open kitchen area features modern black cabinetry paired with white countertops and stainless steel appliances. Ample natural light filters through large windows, illuminating the space. An adjacent staircase leads to the upper level, while the living area is visible in the background.

Flat in Pittsburgh

Immaculate Double King Suite w/ Rooftop Terrace

Enjoy our immaculate 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐Rooftop Deck w/ City view ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

4.98 out of 5 average rating, 211 reviews

A vintage desk is positioned by large windows adorned with golden curtains, allowing natural light to fill the space. A cozy ergonomic chair complements the desk, while a decorative globe and a small flower arrangement add character. The city skyline is visible through the window.

Flat in Mount Washington

Grandview Ave - King Bed - Spectacular Views!

One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

4.94 out of 5 average rating, 192 reviews

The spacious bedroom features a wooden platform bed with a plush mattress and white linens, complemented by a decorative blanket. A minimalist bedside table holds a lamp, while two framed botanical prints adorn the wall. Natural light filters through the window, enhancing the inviting atmosphere.

Flat in Shadyside

Shadyside/Pittsburgh, Modern & Cozy 1BD w/Prkng

Modern and family oriented 1 Bedroom apartment with a central location in Shadyside, located minutes to UPMC Hospitals, Universities, Walnut St. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 Bedroom & Dining area and FREE Parking. Stylishly setup, our home features high speed internet and Smart Home Security system for additional safety of our guests. This place is suitable for families, executives, expats and this is NOT a party place.

The kitchen features modern dark cabinetry and a spacious island with four bar stools. Stainless steel appliances, including a refrigerator and microwave, complement the granite countertops. Natural light enters through a window above the sink, illuminating the wood flooring.

4.93 out of 5 average rating, 111 reviews

The Hideaway Above the Cafe | <1 mile to PNC Park

Quaint, newly-renovated apartment located above neighborhood cafe in Pittsburgh, Pennsylvania. Minutes from downtown, North Shore (PNC Park, Acrisure Stadium, Stage AE), Strip District, Convention Center, Rivers Casino, Penn Brewery, and PPG Paints Arena, this one-bedroom apartment is perfect for a getaway to the city, whether you're visiting from the suburbs or out of town. Reservation includes free, reserved off-street parking steps from the unit entrance.

4.85 out of 5 average rating, 561 reviews

A cozy living area is presented with a comfortable gray sofa and a minimalist black coffee table. A wall-mounted TV is visible opposite the seating, and natural light streams through two large windows. An elegant floor lamp adds warm lighting against a white wall.

Flat in Pittsburgh

PRIVATE MINI STUDIO (C1)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 2nd 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).

An open-concept area showcases a stylish wooden slat divider that separates the living space from the bedroom. The brick wall adds texture, while colorful artwork is displayed on the left. A plush sofa and a large plant enhance the inviting atmosphere of the room.

4.85 out of 5 average rating, 104 reviews

KING Bed • Modern City View Escape • Free Parking

Welcome to our stunning, fully renovated Place! This modern gem features a spacious open-concept layout, thoughtfully designed with a stylish wood slats that elegantly divides the living areas and the bedroom while maintaining an airy, seamless flow. Every detail has been meticulously updated, offering a fresh, contemporary vibe with top-notch amenities. Perfect for those seeking a chic, open living experience in a beautifully reimagined space!

Flat in Squirrel Hill North

A well-equipped kitchen is highlighted by modern appliances, including an oven and a refrigerator. A wooden dining table with four chairs offers a space for meals. Natural light floods the area through large glass doors leading to an outdoor patio.

4.97 out of 5 average rating, 920 reviews

Spacious, warm, private apartment near CMU /Pitt

Spacious, warm, private apartment with parking set in a beautiful, quiet, family neighborhood. Just minutes away walking from CMU (10 Min) and Pitt 20 Min). And a 4 minute walk Bus stop (61xx) to all of Pittsburgh. Shadyside, Squirrel Hill and the Carnegie museums are in the immediate neighborhood with great options for dining and entertainment. Also the Phipps Conservatory and Botanical Gardens are only 1.3 Miles from the house.

A spacious bedroom is highlighted by a striking exposed brick wall, featuring a mounted TV for entertainment. A small workspace with a desk and chair is present, along with large windows allowing natural light to fill the room. A cozy bed is adorned with a patterned blue blanket.

4.84 out of 5 average rating, 262 reviews

Business Suite - Walkable Entertainment

Location, Spacious Workplace, and Walkability! Welcome to our first Business Suite. This beautiful apartment has prime-location, workspace luxury full bathroom with a double sink, and spacious living. We at GroupStay continue to provide an excellent experience for our guests providing all amenities and excellent customer service. We take pride in our communication and your comfort is our mission!

A spacious living area features large arched windows that allow natural light to fill the room. Comfortable seating options include a green sofa and two tan armchairs. A wooden coffee table sits on a decorative area rug, with a vintage cabinet subtly displayed in the corner.