Townhouse holiday rentals in Squirrel Hill

A modern living area features a gray sofa adorned with black accent pillows. A black console table is present near the wall, while a dark area rug covers the light wood flooring. Natural light enters through a small window, complemented by recessed lighting overhead.

4.97 out of 5 average rating, 171 reviews

Modern Rowhouse in Trendy, Walkable neighborhood!

This 2 bedroom 1 bath row house was built in 1900 and underwent a total gut renovation recently. Located just 2 blocks from Butler street in one of the best locations in Pittsburgh. Lawrenceville is named one of America’s coolest neighborhoods. There are so many top notch restaurants, bars, boutiques and galleries to choose from, all within walking distance. I would be happy to provide suggestions for some of my favorite places to go in the neighborhood. Close to the strip and downtown too!

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, 171 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, 209 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.

4.97 out of 5 average rating, 207 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!

The living room showcases a modern grey sectional sofa adorned with decorative pillows. A round wooden coffee table sits on a textured rug, complemented by a glass side table featuring a small plant. Natural light filters through a window beside the seating area.

4.84 out of 5 average rating, 137 reviews

Renovated Brownstone – Ideal Location for Families

Experience Pittsburgh together in our spacious townhouse, nestled in the historic and walkable Manchester neighborhood. Your family's adventure begins just steps from downtown, ad the stadiums, making this the ideal Pittsburgh base. Kids and parents will appreciate the playground and walking trails nearby. More than just a place to stay, our townhouse is your launchpad to the city's vibrant energy. Enjoy comfort, convenience, and the perfect location for your group's Pittsburgh experience.

Superhost

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

4.81 out of 5 average rating, 148 reviews

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.

The living room features bold teal walls and large windows, allowing natural light to fill the space. A comfortable gray sofa is adorned with decorative pillows, complemented by a gold coffee table atop a textured black rug. Stylish curtains frame the windows, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 270 reviews

Colorful Southside gem! Off-street parking!

Great 2 story, 2 bedrooms apt located just a few blocks up from the South Works! Tons of shopping, restaurants, bars & coffee shops nearby! The space is bright, colorful & travel-themed. Fully outfitted for short or long term rentals, with plenty of charm & style to make you feel right at home. 2 bedrooms feature 1 King, 1 Full & living room has 1 sofa that lays flat as a twin-sized bed, sleeping 5 comfortably! Eat-in kitchen has new appliances & seating for 4! Ideal location!

A welcoming living area features a rustic brick fireplace and a mounted flat-screen television. Two stylish brown chairs are positioned beside a black coffee table, while a dining space is visible in the background, complete with a modern kitchen layout.

4.79 out of 5 average rating, 201 reviews

Homey & Perfectly Located 3BR/2BT - Sleeps 8!

Comfortable, homey and welcoming - Our peaceful and centrally-located property is wonderful for small groups. Open concept living + amenities like a game room to help you rest, relax, and unwind. 3 bedrooms/4 beds + 2 full bathrooms to comfortably sleep 8! South Side location just a short distance to all attractions Pittsburgh has to offer, yet quiet in the evenings. Wonderful property for traveling business partners who want space, family getaways, and small group travelers.

A winter cityscape showcases a view of downtown buildings against a clear blue sky. Snow blankets rooftops, creating a contrasting texture with the urban landscape. The skyline is composed of high-rise structures, highlighting the city's architecture.

4.99 out of 5 average rating, 169 reviews

Small house in a big world

100+ year old house always pertained to same family. The owners trusted we would continue caring for the little house, and so we do. We fell for the view, for the history, for the dreams the house once hosted, and think the little house has vast room for other dreams that go to the horizon, a wonderland. We are proud of being a part of the come back of the neighborhood, and thank our neighbors for their magnificent friendship, and God for blessing the encounters to come.

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.