
Places to stay near Market Square
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Top-rated holiday rentals near Market Square
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Terry’s Place
~Newly updated duplex ~Fully equipped kitchen with all new appliances ~Spacious 4 bedroom 2 bathrooms ~Located the heart of Pittsburgh in the neighborhood of Mt Washington ~20 minute drive to the Pittsburgh International Airport ~6 minute drive to downtown ~10 minute drive to: PPG Paints Arena Acrisure Stadium PNC park David L. Lawrence Convention Center Duquesne University ~12 minutes drive to the University of Pittsburgh ~2 blocks away from the historic overlook of the city & Duquesne Incline

Luxury Mountainside with Spectacular Views
Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

Luxury Pittsburgh Grandview Ave Apt
Best Location in the City of Pittsburgh! Center of Grandview Ave - Panoramic City views from the living room and the master bedroom. 2 bed/2 bath,Includes: TV, internet, full kitchen, fully furnished. Charming Victorian house - modern inside. Gorgeous deck overlooking the City:) Visitors parking is available free of charge (on the street) for 1 vehicle (there are 6-8 spots directly in front of the building) I need make, color, year and license plate including the state for the car registration

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.

Allegheny River Aqua Villa
Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Walk to Stadiums! Free Off-Street Parking!
Watch the sun shine through two story stained glass windows in our recently restored 1800’s church turned luxury apartment! Featuring an open, two story floor plan with two large bedrooms, two full bathrooms, a fully stocked kitchen and organic coffee bar plus more located on a quiet, residential street in one of Pittsburgh’s most up and coming neighborhoods. Walk a few blocks to Allegheny General hospital as well as neighborhood bars plus all major stadiums. This spacious condo has it all!

Private Mt Lebanon Retreat Near Airport/Downtown
Welcome to your home away from home! This recently remodeled townhouse offers the perfect blend of comfort and style, situated just 20 minutes from the air port and city’s major stadiums. Ideal for all travelers, our home is nestled in a peaceful suburb with easy access to public transportation, nearby parks, and charming small businesses and shops. • Two bedrooms featuring king-sized beds. • An expansive kitchen, complete with peninsula and breakfast bar. We look forward to hosting you!

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!

King Bed Carriage House in Mexican War Streets
Welcome to your bright & colorful carriage house, located right in the heart of the Mexican War Streets! With lots of space for a couple or solo traveler, it has everything you need for a short or long stay. Featuring a lovely king bed, well-stocked kitchen, work-from-home desk, spacious dining area, colorful & comfortable living room, and loads more! Parking is free with our permit, but if you don't have a car, you're perfectly situated to walk to some of the best of the burgh nearby!

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

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!

Deutschtown Carriage House
Newly renovated carriage house in the heart of the historic Deutschtown district. This special place is close to everything: PNC Park, Acrisure Stadium, Allegheny General Hospital (AGH), National Aviary, Children’s Museum, the Warhol, Mattress Factory, Allegheny Commons Park, Stage AE, Downtown, and many restaurants. Whether you're a sports fan, a traveling nurse, a concert-goer, or just coming to Pittsburgh for a little of everything, this is the place for you.
Popular amenities for holiday rentals near Market Square
Condo rentals with Wi-Fi

King Bed! Free Street Parking! Walkable Location

1-Bedroom Apartment in Bloomfield/Lawrenceville

Heart of Mt. Lebanon-Walk Anywhere-Easy 2 Downtown

A Fresh Mid Century 2- bedroom East End Area

Easy Access to Downtown, Stadiums + North Shore

Clean, cozy & walkable condo w/ luxury upgrades

Modern Condo with Skyline View & Parking

Charming South Hills Apartment located near parks
Family-friendly house rentals

*e Studio Mt. Washington short walk to Grandview!*

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Ohio River Valley Views in the City!

Pittsburgh, PA - North Side

Urban converted gas station in heart of South Side

Charming 1 bedroom contemporary unit with a view

HotTub/Firepit/Parking! Less than 1mi PNC Park

Head to Pittsburgh From Mt. Lebanon Cottage
Apartment rentals with air conditioning

Cultural District new King Suite whirlpool tub

Pet Friendly, Butler St. Apt w/Private Entrance

Cozy + Modern apartment near the city!

Artsy Apt in Lawrenceville with deck & parking

Amazing views! Free Parking!

Business Suite - Walkable Entertainment

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

City Retreat Near Stadiums Dining & Culture
Other great holiday rentals near Market Square

Downtown Pittsburgh Central Retreat

King Suite with a Skyline View + Parking

The Silo @ Red Mud Hollow Farm

Breathtaking views of PGH! Rooftop Deck + Parking

Fully Renovated Classic Home!

Apartment in Mt. Washington|Patio|Office|PackNPlay

Grandview Studio Apartment

Hot Tub | King Bed | Free Parking | Patio | BBQ
Destinations to explore
- PNC Park
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- Carnegie Mellon University
- University Of Pittsburgh
- Ohiopyle State Park
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Sri Venkateswara Temple
- Idlewild & SoakZone
- Raccoon Creek State Park
- Moraine State Park
- Stage AE
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Kennywood
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- Children's Museum of Pittsburgh
- McConnells Mill State Park





