Townhome holiday rentals in South Side Flats

A modern kitchen is highlighted by sleek stainless steel appliances and rich wooden cabinetry. The open layout features a large island with white countertops, while original brick walls add warmth to the inviting space. Natural light flows through the area, offering views of the adjoining living room.

4.83 out of 5 average rating, 203 reviews

Private - Parking - King Bed - BBQ- Deck- 5 min DT

Private 2-story townhouse newly renovated in 2021. Perfect mix of modern finishes and original features. The second floor includes a fully stocked modern kitchen with coffee and breakfast bar, a spacious dining room, and a 65' cable-ready TV in the living area. Beautiful original brickwork The third floor consists of 3 bedrooms. Plenty of window light, downtown views on one end, and Mt. Washington views on the other. Outdoor deck with BBQ, private parking. Steps away from Southside Flats.

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, 194 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)

The modern kitchen features white cabinetry, stainless steel appliances, and a spacious central island with yellow bar stools. Sleek countertops and stylish pendant lighting enhance the functional space, which is complemented by warm wooden flooring.

4.88 out of 5 average rating, 268 reviews

Amazingly Homey w/Garage + Outdoor Space! 5B/2B

Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike

Townhouse in Mount Washington

A modern living room features a spacious blue sectional sofa facing a coffee table. Large windows provide a sweeping view of the city, while a corner fireplace is framed by a decorative white mantel. Warm wood accents are complemented by exposed brick walls.

4.91 out of 5 average rating, 169 reviews

Breathtaking views of city!Rooftop deck + parking

This immaculate 2 bedroom home with a large rooftop deck has great views overlooking Pittsburgh, Heinz Field, PNC park and the point! Plenty of space for a family, but also ideal for a couples or friends weekend! A short walk to the restaurants and bars of Shiloh Street and the fancy restaurants of Grandview! The overlook is right across the street. Also, walk across the street and ride the incline down to station square, where you will have access to shops, restaurants and many activities.

4.96 out of 5 average rating, 104 reviews

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.

Townhouse in Greenfield

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.

A modern kitchen features wooden cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop complements the space, while a metallic light fixture illuminates the area. A nearby staircase leads to the upper level of the home.

4.94 out of 5 average rating, 354 reviews

Charming Home • Vibrant Neighborhood

Experience the best of both worlds in Pittsburgh's historic South Side: a peaceful retreat just moments from the city's vibrant energy. Enjoy a quiet night's rest and then step out to explore the South Side's renowned shops, restaurants, and nightlife. With easy access to Pittsburgh's major attractions, you can effortlessly discover all the city has to offer. Our professionally managed home provides a spacious and impeccably clean haven for groups, complete with complimentary parking.

Townhouse in Strip District

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, 111 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.

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, 233 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.

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!

4.99 out of 5 average rating, 165 reviews

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.

Townhouse in Deutschtown

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.

Townhouse in South Side Slopes

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.

4.81 out of 5 average rating, 253 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

Townhouse in Mount Washington

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!

Popular amenities for townhouse rentals in South Side Flats

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

Private room in Central Oakland

A modestly sized bedroom features a double bed covered with a light blue blanket. A small desk with a lamp and a rug are present. Bright light enters through a window with blinds, illuminating the hardwood floor.

4.88 out of 5 average rating, 370 reviews

Cozy Row House 3rd Floor Bedroom

Private room in South Oakland

4.75 out of 5 average rating, 12 reviews

· Pittsburgh River Room - by UPMC, Pitt, CMU

Private room in Central Lawrenceville

A cozy bedroom features a spacious bed adorned with a patterned grey comforter and yellow throw. Soft lighting from a bedside lamp casts a warm glow. A small table with potted plants and framed artwork is positioned by a window, creating a serene atmosphere.

4.93 out of 5 average rating, 257 reviews

Cozy and stylish Lawrenceville

Private room in South Side Flats

A cozy living area features a light-colored sofa, an area rug, and a wall-mounted television. Warm wood flooring extends throughout the space. A framed artwork adorns the wall, and a glimpse into the kitchen and dining area can be seen in the background, providing an open layout.

4.86 out of 5 average rating, 7 reviews

1/2 Duplex located in Southside

Private room in South Oakland

4.63 out of 5 average rating, 19 reviews

Student simple room #2-1

Private room in Pittsburgh

A softly lit room features a spacious bed with light bedding and a contemporary lamp casting a warm glow. In the foreground, glass containers filled with pebbles and decorative sand add a calming touch to the minimalist decor.

4.83 out of 5 average rating, 245 reviews

Cozy Private Room

Private room in Squirrel Hill South

The exterior entrance features a red door with a glass panel, numbered 2312. A dark storage box sits on the porch beside two folding chairs, while a window showcases potted flowers in a yellow container. The entryway is inviting and well-maintained.

4.86 out of 5 average rating, 628 reviews

Cozy warm room in lovely Squirrel Hill

Private room in Manchester

A spacious bedroom features blue walls contrasting with a wrought-iron bed adorned with white bedding and pillows. A writing desk and an elegant chair are positioned nearby. Decorative wall art and a vintage mirror enhance the room's character, while a lamp provides additional lighting.

4.75 out of 5 average rating, 169 reviews

Perfect room with 2 queen beds

Townhouse accommodation with a washing machine and dryer

4.91 out of 5 average rating, 118 reviews

A bright living area features a large blue sofa and a grey couch opposite a glass coffee table. A wall-mounted television is positioned next to a fireplace, while natural light fills the space through a front door and windows with a modern design.

Townhouse in Deutschtown

Upscale Home • Close to Downtown + Stadiums + Yard

Townhouse in Upper Lawrenceville

A bright living area is furnished with a light gray sectional sofa adorned with turquoise cushions. A white coffee table sits on a decorative rug, while a desk is positioned by the window. Natural light enters through the window, enhancing the space's openness.

4.91 out of 5 average rating, 22 reviews

3BR in Lawrenceville, Bike Rentals, Walk to Eats

4.75 out of 5 average rating, 278 reviews

A comfortable living area is highlighted by rich wooden flooring and high ceilings. A large blue sofa faces a flat-screen TV, with a decorative fireplace providing a focal point. Natural light streams through tall windows, while light curtains frame the view.

Townhouse in Manchester

Historic Manchester Charming Victorian Townhouse S

A welcoming living area is present, featuring a spacious sectional sofa positioned in front of a large flat-screen television. Natural light filters through the window, which is adorned with sheer curtains. A wooden accent wall complements the vibrant red walls, creating a cozy ambiance.

4.8 out of 5 average rating, 317 reviews

TripH - townhouse, EV charger, off street parking

Townhouse in South Side Slopes

A spacious bedroom features a large bed with soft bedding, complemented by accent pillows. A mural of a serene landscape decorates one wall. A mirror and storage rack are positioned near the window, which is dressed with light curtains, allowing natural light to fill the room.

5 out of 5 average rating, 16 reviews

City Retreat in SouthSide Flats

Townhouse in Lower Lawrenceville

A wooden dining table is set for four, featuring a central decorative vase. Tall, wooden chairs surround the table, and soft light casts gentle shadows on the walls, creating a warm ambiance. A nearby floor lamp adds additional illumination.

4.81 out of 5 average rating, 208 reviews

2BR home in very hip neighborhood

4.83 out of 5 average rating, 131 reviews

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.

Townhouse in Manchester

Renovated Brownstone – Ideal Location for Families

A spacious living room is highlighted by lush green sofas facing a low wooden table. A large television is mounted above a decorative fireplace, flanked by colorful artwork. Natural light filters through the windows, complemented by sheer curtains and dark drapes.

4.92 out of 5 average rating, 171 reviews

Luxe 4BR Pittsburgh Stay | Near Downtown + Parking

Townhouse rentals with a patio

Townhouse in Mexican War Streets

5 out of 5 average rating, 4 reviews

Rhthym & Rooftop Retreat

Townhouse in Upper Lawrenceville

5 out of 5 average rating, 22 reviews

Lawrenceville Gem • Steps to Butler• Free Parking

Townhouse in Mount Washington

A bright living room features a contemporary design with a light-colored brick accent wall. A silver coffee table sits atop a patterned rug, surrounded by two inviting armchairs. A mounted flat-screen TV is positioned above a decorative fireplace, with natural light streaming through nearby windows.

4.87 out of 5 average rating, 78 reviews

Luxury 2BR City Stay | Chic & Pet-Friendly

Townhouse in Lower Lawrenceville

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, 194 reviews

King Bed | Amazing Location | Stunning Design

4.88 out of 5 average rating, 228 reviews

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.

Townhouse in Bloomfield

HOT TUB KING bed Luxurious 2 bed in PRIME location

A living room features two patterned armchairs and a blue couch, providing seating for relaxation. A small coffee table is centered among the chairs. Light enters through multiple windows dressed with sheer curtains, illuminating the space, while framed artwork decorates the walls.

4.95 out of 5 average rating, 81 reviews

Mt.Lebanon-3 Bedrooms-Family Friendly-Neat-Clean

4.97 out of 5 average rating, 69 reviews

The living room features vaulted ceilings and large windows, allowing natural light to fill the space. Comfortable leather seating is arranged around a rustic coffee table, with a modern entertainment unit and a fireplace in the background, enhancing the inviting ambiance.

Townhouse in Bridgeville

20 mins to Downtown- pool table & fenced yard