Apartment holiday rentals in Pittsburgh

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!

Family · Location · Sleep quality

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.

Family · Value · Hospitality

King Bed On Butler Street, Middle of Everything!

If you're the type of traveler that wants to be steps from the fun, this is your place! Our second floor apartment features a well stocked kitchen, quality amenities, smart 4K TVs (including bedroom), a king bed, 2 desks (in 2 separate rooms, perfect for a work from home couple) and more! Three breweries and 20+ bars & restaurants are within 3 blocks of your place. It's perfect for when you want a night out - but with our cozy place you'll be tempted to stay in & relax while watching Netflix!

Family · Value · Bathroom

Lawrenceville/Central @3 Large&Spacious 1BD w/Prkg

Stylish and spacious 1 Bedroom apartment with a central location in Lawreceville on Butler St, located minutes to UPMC Hospitals, Universities, Strip District. Enjoy the proximity to shopping, bars & restaurants. This apartment features 1 bedroom, living room & and FREE Street 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.

Value · Location · Getting around

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

Value · Location · Decor

Grandview Studio | Skyline Views | Private Parking

Our newly renovated studio features amazing views of the Pittsburgh skyline right from your king size bed! Featuring ~400sq ft of living space right on Grandview Ave, you can't beat this location. Just a block to Shiloh St., park for free in our off-street spot, and don't move your car the whole stay! Every nook was thoughtfully remodeled, from the electric fireplace to the spacious kitchen. Our bathroom also features a rain shower & custom copper sink, great for getting ready!

Value · Location · Heating

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Value · Family · Outdoor spaces

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.

Value · Family · Decor

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.

Family · Value · Comfort

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

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

Value · Location · Long stay

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!

Location · Value · View

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!

Family · Location · Pets