Townhome holiday rentals in Squirrel Hill

4.99 out of 5 average rating, 176 reviews

King Bed | Amazing Location | Stunning Design

Less than two blocks from Butler Street in the best part of Lower Lawrenceville - bars & restaurants everywhere, many with patios! Hang out on our back patio or at the custom built outdoor bar! Relax on the couch and watch streaming TV or work from the loft desk (high speed 300mbps fiber internet). Cook a meal in our newly updated, fully stocked kitchen. Our place exudes Pittsburgh charm (& art!), was recently remodeled with a Modern-Nordic style and perfectly designed for a rental. Book now!

4.93 out of 5 average rating, 162 reviews

Walking Distance to PPG Paint - 3Bedroom Townhouse

This professionally furnished 3-bedroom townhome reflects a modern, luxury lifestyle within walking distance from PPG Paints Arena, Downtown, and more. Perfect for a visiting executive or family and friends looking to enjoy PGH together! • Duquesne University/Mercy Hospital (3 mins) • PPG Paints Arena (4 mins) • Downtown PGH (5 mins) • University of Pittsburgh (6 mins) • Heinz Field/PNC Park/River Casino (7 mins) • University of Pittsburgh (6 mins) • Pittsburgh International Airport (22 mins)

Top guest favourite

4.99 out of 5 average rating, 154 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!

4.91 out of 5 average rating, 197 reviews

HOT TUB KING bed Luxurious 2 bed in PRIME location

Enjoy a stylish experience at this centrally-located getaway. I believe in maximum comfort. All the comforts and amenities of home and more; including memory foam beds, smart tv, nespresso machine, and more. *5 miles from Heinz Field *20 minute walk to Lawrenceville strip *10 minute walk to Children's Hospital *1 mile from Shadyside *5 minute walk to West Penn Hospital This is the ultimate spot for a couples retreat or extended stay... NO PARTIES ALLOWED:) Please note the open stair case!

4.83 out of 5 average rating, 119 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.

4.81 out of 5 average rating, 130 reviews

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.

4.72 out of 5 average rating, 109 reviews

Retreat by Butler St.

Only a block from Butler St. on a quiet street. Relax on the couch and watch 50” smart TV or work with 300mbps high speed fiber internet. Create a meal in the fully appointed kitchen, or grab takeout from the best restaurant area in the city! My main focus is to provide my guests with seamless lodging experiences & top-notch amenities. Also small pet friendly (well behaved, smaller dogs only, shedders may incur additional cleaning fee). Please No parties and no smoking inside.

4.78 out of 5 average rating, 168 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.

4.86 out of 5 average rating, 246 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 Airbnb, with lots of charm & style will 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!

4.9 out of 5 average rating, 286 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

4.86 out of 5 average rating, 103 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.