Townhome holiday rentals in Squirrel Hill

A spacious living area features large windows that allow natural light to brighten the room. A patterned sofa is paired with a contemporary armchair, while a wooden coffee table rests on a decorative area rug. A striking mural of trees adorns one wall.

4.97 out of 5 average rating, 170 reviews

The Paris of Appalachia— FREE parking

Centrally-located in park-like, tranquil, historic area. Easy, quick walk to PNC Park, Acrisure Stadium, Stage AE, The Warhol, Science Center, North Shore, & AGH Hospital (all 5-7 min walk). Downtown is a 15 min walk or short lightrail. The Strip, Lawrenceville, Sq. Hill & U. Pitt/CMU all a short drive. Newly renovated, artful space (1100+ sq.ft) in one of Pittsburgh's most desirable city neighborhoods. WiFi, 65' smart TV, & FREE parking permit (nearby hotels charge $45/night for parking).

A well-lit bedroom features a spacious bed adorned with a green throw and yellow pillows. A round mirror reflects the room's design, while a desk sits in one corner, illuminated by natural light from two windows framed with dark curtains.

4.98 out of 5 average rating, 208 reviews

King Bed ★ Off-Street Parking ★ Amazing Area!

Not even a block from Butler St. in the best part of Lawrenceville - bars & restaurants everywhere, many with patios! Hang out on our back deck, and park free in the off-street parking! Relax on the couch and watch Netflix or work from either desk (high speed 300mbps fiber internet). Cook a meal in our huge, well appointed kitchen. Soak in the relaxing tub, or get ready for the day in the huge shower! Our place exudes Pittsburgh charm (& art!), and was custom-designed as an Airbnb. Book today!

The exterior of the townhouse features warm-toned brick walls with traditional window accents. A welcoming front porch is highlighted by a red door and two chairs. Lush green grass and blooming yellow flowers provide a vibrant contrast against the brick facade.

4.96 out of 5 average rating, 107 reviews

Minimalist Townhouse with Stunning Skyline View

This townhouse is a gem in Pittsburgh! Located on a quiet street in Greenfield, it is central to everything the city has to offer. Situated on top of a hill, the skyline can be seen from the deck, and it’s breathtaking with a sunset! Walkable to Squirrel hill, less than 10 minutes driving from downtown, Shadyside, Oakland. The cohost has lived in Pittsburgh for 6 years and would be delighted to offer recommendations around the city. Meticulous cleaning standards are followed for your safety.

The primary bedroom features a spacious queen bed with a plush blanket and decorative pillows. A modern staircase leads to the loft office area above. Natural light fills the room, complemented by artwork on the walls and a soft rug underfoot.

4.98 out of 5 average rating, 204 reviews

King Bed | Amazing Location | Stunning Design

✨Modern Nordic charm in the heart of Lawrenceville!✨ Just two blocks from Butler Street, you’ll be surrounded by Pittsburgh’s best bars, restaurants, coffee shops, & patios. This art-filled 2BR home combines thoughtful design with high-speed internet, two 55” 4K TVs, and a cozy loft office. Cook in the fully stocked kitchen, stream your favorites, or unwind in a space that’s as functional as it is stylish. Recently remodeled with comfort in mind—it’s the perfect home base for work or play!

4.81 out of 5 average rating, 148 reviews

The exterior of a spacious family-friendly townhouse is presented, featuring a covered front porch and steps leading to the entrance. Flanked by greenery, the property showcases a well-maintained lawn and is surrounded by charming neighboring homes.

Townhouse in Aspinwall

Child Friendly, Parking, King Bed, 15 min to DT

Rivers and Steel City Homes welcomes you to lovey, family friendly Aspinwall retreat. Featuring open style kitchen & living area is a perfect space to hang out, enjoy some food, and watch TV. Private parking on premises. Fully stocked with all basic cooking essentials, equipped with child play areas to keep them busy as you sort through getting ready for the days plans. We have included safety gates for your peace of mind. Traveling for work? High speed wifi, desk and light included.

A well-lit living area features a modern gray sofa adorned with yellow accent pillows. A decorative wall mirror with circular frames reflects soft light from a nearby lamp. Natural light enters through a partially draped window, creating a welcoming ambiance.

4.95 out of 5 average rating, 115 reviews

THE STRIP DISTRICT ** NEWLY RENOVATED ROW-HOUSE**

Built in 1890 in the Historic Strip District this newly gut renovated townhouse is located in the best and most central area in Pittsburgh. Gorgeous modern appliances and furniture welcome guest in this 2 bedroom 1.5 bathroom, with a fully finished basement as well as a private and gated backyard. The renovations were done with exquisite attention to detail and furnished with a MODERN flair. We are located minutes from Downtown and Lawrenceville. Welcome to your home away from home.

Superhost

A light-filled living area features a spacious sectional sofa and a coffee table, complemented by decorative pillows and soft furnishings. A wall clock indicates the time, while a dining space with a wooden table is visible in the background, enhancing the open layout.

4.84 out of 5 average rating, 246 reviews

Spacious 3BR Retreat! Fire Pit & Free Parking!

Welcome to our cozy 3-bedroom home in the heart of South Hills! This beautifully furnished and recently renovated house offers an open-style first-floor dining and living area, perfect for relaxing, enjoying meals, or watching TV. Step out onto the newly constructed porch for some fresh air and unwind. With plenty of nearby activities and only a 15-minute drive to downtown Pittsburgh, or easy access via the light rail just across the street, you'll be perfectly situated for your stay.

Superhost

The kitchen features modern cabinetry and stainless steel appliances, including a refrigerator and microwave. A spacious island with seating for four is positioned in the center. Natural light is provided through a nearby window, and a door leads to the outside.

4.82 out of 5 average rating, 257 reviews

Exquisite 4Bed/3.5Bath Home W/Garage +Rooftop Deck

Sensational and brand spanking new! 4Bedrooms/3.5 bathrooms, GARAGE PARKING , and a wonderful roof deck to unwind and enjoy! Bedrooms consist of 2x queen beds, 1x full bed, 2x queen futons, capable of sleeping 10 comfortably. Garage parking for 1 vehicle! Grill included. Amazing South Side location just a short distance to all attractions Pittsburgh has to offer. It's a wonderful property for traveling business partners who want space, family getaways, and group travelers

A captivating cityscape of Pittsburgh is framed by a flower-lined deck. The skyline features illuminated buildings, with notable structures highlighted against a twilight sky. Greenery and colorful flowers add a touch of nature to the scene, creating an inviting view from the outdoor space.

4.93 out of 5 average rating, 140 reviews

Mt Washington Townhouse (A Grand View)

Enjoy the phenomenal view from the Living room, Deck & Master Bedroom! Stroll down the block to enjoy some of Mt Washington's best restaurants & overlooks. Take the Duquesne Incline down the hill to enjoy a short walk to the North Shore (Heinz Field, PNC Park or Stage A&E) or ride one of the Gateway Clipper boats to your destination. An inexpensive Uber ride gets you back to Mt Washington to enjoy a nightcap with one of the greatest views Pittsburgh has to offer!

A cozy seating area is highlighted by a mid-century wooden console with a flat-screen television mounted above. A gray sofa and a cream-colored armchair with red accents provide comfortable seating. Nearby, a wooden coffee table displays magazines, while a colorful area rug adds warmth to the space.

4.99 out of 5 average rating, 142 reviews

Retro Rowhouse, Corner Little House, Lawrenceville

Looking for a fun getaway weekend in Pittsburgh ? This unique triangular row house in Lawrenceville with mid century decor and cozy urban patio is an easy walk to to great restaurants and shops on Butler St. and Penn Ave. and to Children's Hospital . Also close to the Strip District and downtown Pittsburgh. The row house is a warm, intimate space for singles or couples . Also 10 minute drive to Point Park and 2026 NFL Draft April 23-26!

A fenced-in yard features a fire pit surrounded by mulch, creating a cozy outdoor space. A covered patio with a dining set is visible, illuminated by string lights overhead, adding to the inviting atmosphere for gatherings.

4.87 out of 5 average rating, 104 reviews

Cozy Rowhouse in Vibrant Lawrenceville-Sleeps 5

Welcome to Lawrenceville and its fun, funky vibe. Stay at trendy Lawrenceville Pittsburgh House w/Yard & Patio. Quick walk to Butler St with Cafes, Shops, Bars. Close to Strip District, Museums, Heinz Field and PNC Park. Free street parking. This charming traditional rowhouse sleeps 5 with 1,100 sq ft of living space, with a lovely outdoor area and a cozy interior. Be only minutes away from everything the city has to offer.

Superhost

A spacious bedroom features a textured brick accent wall, a comfortable bed with a patterned coverlet, and two bedside lamps. A vintage dresser and a decorative painting add character, while natural light illuminates the hardwood floor, enhancing the inviting atmosphere.