Townhome vacation rentals in Squirrel Hill

A well-lit living area features a modern cream sofa paired with a matching chaise lounge. A sleek glass coffee table sits in front of the comfortable seating. A large mirror and artwork decorate the walls, while a flat-screen TV is mounted above the fireplace.

4.92 out of 5 average rating, 196 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)

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.

4.98 out of 5 average rating, 165 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!

The living area features exposed brick walls complemented by modern decor. A cozy seating arrangement is provided by a plush teal sofa and an armchair. A round glass coffee table sits at the center, and a contemporary chandelier adds illumination, while a fireplace serves as an eye-catching focal point.

4.78 out of 5 average rating, 249 reviews

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.

An open concept kitchen and dining area features light hardwood flooring and white brick walls. A round wooden dining table is set with plates and utensils, surrounded by four light-colored chairs. Two bar stools are positioned at a kitchen counter in the background, alongside modern appliances.

4.88 out of 5 average rating, 229 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!

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, 105 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, 196 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 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, 262 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 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, 165 reviews

Kleines Haus in grosser Welt

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.

4.94 out of 5 average rating, 136 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!

An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.

4.92 out of 5 average rating, 336 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!

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, 140 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 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.