Townhome vacation rentals in Squirrel Hill

8 mins to downtown & stadiums in trendy spot!

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!

Elegant & Cozy Escape - 5Beds/2.5Bath - Sleeps 10

Experience the splendor of a recently renovated townhome on the vibrant Southside. This charming and inviting property embraces you with its warm ambiance, featuring exposed brick and delightful touches that will make you feel instantly at ease. With four bedrooms and five beds (including one King and four Queen), along with 2.5 bathrooms, there is ample space for everyone. Unwind in the outdoor area, complete with a grill and comfortable furniture, providing the perfect retreat for relaxation.

*Sleeps 9! Dogs are fine! Huge historic charmer!*

If you love a "REAL HOME" this historic beauty is full of CHARM! You can literally feel the history as you walk across the occasional creaky floor board. Stunning brick, open beams in family room. Located in one of the coolest areas in Pittsburgh, most attractions are walking distance. Museums, restaurants, sport venues. The Aviary, Allegheny Commons Park & Lake Elizabeth are just one block away! Perfect for families, friends, groups & Fido, so don't be surprised if you find a dog hair or two.

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.

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!

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!

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.

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.

4BR Walk to Downtown, Free Parking

✨ Experience Pittsburgh in this stunning 4-level historic row home, newly remodeled for modern comfort while keeping its classic charm. Sleeps up to 12 with 2 king beds and 4 double beds, perfect for families, groups, or business stays. Enjoy a fully equipped kitchen, dedicated workspace, and a private English courtyard for relaxing. Just minutes from Downtown, PPG Paints Arena, and the Strip District—offering the perfect blend of luxury, space, and city convenience. ✨ BOOK NOW! ⭐⭐⭐⭐⭐

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.

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!

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.