Family-friendly holiday rentals in Downtown Pittsburgh

4.93 out of 5 average rating, 277 reviews

A cozy living area features a purple sofa complemented by decorative pillows and a geometric rug. Large windows allow natural light to fill the space, while a ceiling fan provides air circulation. A decorative fireplace and wall art enhance the room's aesthetic.

Home in Manchester

Private unit close to Stage AE, Roxian, stadiums.

Our comfortable unit is walking distance to North Shore destinations--Acrisure, PNC, Stage AE, Science Center, Aviary. The Roxian a short drive. Ideal for couples, solo adventurers, business travelers. The subway a 10 minute walk and free to downtown and PPG Paints Arena. There's a TV, AC unit and Keurig. Provided fresh towels and toiletries. Manchester is minutes from freeways in ALL directions and just off the Great Allegheny Passage. Abundant free parking in historic Victorian district.

4.94 out of 5 average rating, 164 reviews

Flat in Mount Washington

Grandview Ave Luxe | City Views | Amenities Galore

Walk in and say wow! Stay on Grandview Ave., the street with million dollar views of Pittsburgh. Our completely remodeled penthouse features the luxe touches you'd expect - Breville espresso machine, wine fridge, wet bar, smart home features, bidet, rain shower, & more! Specifically designed for a couple that wants the nicest accommodations in the city, but comfortably sleeps 4 in 2 king beds. Park in our private lot, then walk 2 blocks to Shiloh St for bars & restaurants. Prepare to be amazed!

4.83 out of 5 average rating, 430 reviews

The living area features a fold-out sofa adorned with a colorful floral cover, accompanied by two upholstered chairs and a wooden writing desk. A rectangular coffee table sits at the center, with light streaming in through large windows that enhance the space's brightness.

Flat in Deutschtown

1 Bed, idyllic, stadiums, free parking, & Pets OK

Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

4.93 out of 5 average rating, 100 reviews

A living room features a comfortable sofa with blue cushions and a coffee table at its center. A dark wall displays 'Bloomfield' in white lettering. Light streams through window coverings, while a chair adds additional seating, creating a cozy space.

Home in Bloomfield

Near Hospitals + Great Food, w/ Off-Street Parking

Simple, comfortable, and steps from some of Pittsburgh’s best food—this 1BR/1BA Bloomfield apartment puts you in the heart of it all. A short walk to Apteka, Tessaro’s, Fet Fisk, West Penn Hospital, and more. Enjoy free off-street parking (hard to find here!), fast Wi-Fi, a well stocked kitchen, and a remote work setup. Whether you're grabbing dinner down the block or catching up on a show with local coffee in hand, this space offers unbeatable value in one of the city’s most walkable spots.

Flat in Central Northside

A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.

4.95 out of 5 average rating, 210 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Apartment in Downtown Pittsburgh

The open living area features a stylish kitchen with stainless steel appliances and a comfortable seating area with a blue couch. Large windows allow natural light to fill the space while offering city views.

4.94 out of 5 average rating, 312 reviews

Free Parking!★ Private Gym★ Great Views!

Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home at your desk with 400mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

Flat in Downtown Pittsburgh

4.95 out of 5 average rating, 110 reviews

Cozy 1BR Minutes from NFL Draft

Welcome to our newly remodeled 1 bedroom apartment, featuring modern furnishings, upscale appliances, and abundant natural light. Just steps from the David L. Lawrence Convention Center (DLCC), it's perfect for business travelers and event-goers. Enjoy nearby attractions like PNC Park, Market Square, and the Cultural District—all within walking distance. Whether you're visiting for business or leisure, our space provides a comfortable and convenient base for your Pittsburgh stay!

4.96 out of 5 average rating, 188 reviews

A spacious living area features a plush, dark gray sofa set against a dark accent wall. A modern round mirror hangs above a light-colored coffee table, with a soft area rug beneath. The open kitchen is visible in the background, showcasing stainless steel appliances and bright cabinetry.

Flat in Friendship

Cozy King Bed Suite ~ Free Parking & Ground Floor!

Enjoy our cozy king bed suite located in the safe, central Friendship neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Whole Foods and short walk to Yinz Coffee shop! ⭐King bed (Memory foam mattress) ⭐Queen pull out bed ⭐Pack n play ⭐First floor w/ no steps ⭐In-unit washer/ dryer ⭐Large desk w/ speedy wifi & extra monitor ⭐Pet friendly ⭐24/7 Guest support ⭐Free off-street parking ⭐Close to CMU/ Pitt!

4.79 out of 5 average rating, 135 reviews

A modern living area is presented, featuring a cozy couch with accent pillows and a stylish armchair. A wall-mounted TV is seen on a black console. The wooden floors and soft lighting create a calm environment, while a door leads to the kitchen area in the background.

Flat in Deutschtown

Walk to NFL Draft | Downtown Pittsburgh & Stadiums

Welcome to your Lovitt Way home located in the North Shore, home to the 2026 NFL DRAFT—it's just 4 miles / 7 minutes by car to Acrisure Stadium and the North Shore DRAFT footprint. You get easy access to the DRAFT action; take a few minutes to come home and regroup in the same beautiful neighborhood. You can walk to museums, restaurants, and Acrisure Stadium, or take a Just Ducky Tours of the Three Rivers and Downtown Pittsburgh Come and cheer on your favorite NFL TEAM!!!

4.99 out of 5 average rating, 214 reviews

The exterior of a brick building showcases a distinctive round turret topped with a slate roof. A blue front door, framed by an arched window, is highlighted by the warm tones of the surrounding brickwork. Symmetrical windows and decorative light fixtures add to the structure's charm.

Flat in Pittsburgh

504 Bascom Ave Serene Luxury

Nestled in the middle of an adorable community of stone cottages, this historic structure built in 1938 was the first home John Mattys built in this neighborhood. He went on to build all the houses on Mattys (named after himself) and Oceanas Avenues (named for the sisters that commissioned and lived in this duplex). Re-imagined for contemporary lifestyles, 504 Bascom is your cozy cottage but with all the amenities you deserve. I look forward to hosting you!

4.93 out of 5 average rating, 217 reviews

A modern living space is presented with a light gray sectional sofa and a circular coffee table. Accents of blue and yellow are visible in the decor. Natural light enters through the front door and window, which is paired with light curtains. The room maintains a warm and inviting layout.

Home in Deutschtown

Free Parking | 2 Full Bathrooms | Very Walkable!

Welcome to our North Side property, located just off of East Ohio St! Two huge bathrooms, spacious bedrooms, high speed WiFi, desk space, and more. Whip up a meal in the fully equipped kitchen, lounge on the couch and watch Netflix, or browse the web (400mbps). 1 block away from Allegheny City Brewery, two blocks from two of the best restaurants in Pittsburgh, and minutes from the stadiums of the North Shore - you can't beat this location!

Home in South Side Slopes

A spacious deck features outdoor seating, including a dining table and lounge chairs. The view overlooks the skyline of downtown Pittsburgh and the surrounding lush greenery, providing a serene outdoor space for relaxation.

4.88 out of 5 average rating, 177 reviews

Breathtaking View of Pittsburgh! 3bd, king suite!

Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ideal location a short drive from nearby attractions. A wonderful combination of professional design and modern amenities makes this the perfect place to stay whether you're traveling for work or pleasure. 6 Min Drive to Mount Washington 9 Min Drive to Phipps Conservatory & Botanical Gardens 9 Min Drive to PNC Park

Popular amenities for Downtown Pittsburgh family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 121 reviews

A spacious kitchen features modern appliances, including a stove and microwave, set against a backdrop of exposed brick. Ample counter space is provided by a mix of polished stone and wood surfaces, with an undermount sink positioned for convenience.

Loft in Allegheny West

"The Spa Room" Renovated Flashlight Factory

4.95 out of 5 average rating, 115 reviews

An outdoor space is illuminated by soft string lights, featuring a hot tub surrounded by wooden decking. A gazebo with seating is nearby, and a fire pit is visible in the background, complemented by lush greenery and trees that create a private setting.

Home in Etna

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

4.87 out of 5 average rating, 648 reviews

A modern living area features a white sectional sofa with colorful cushions, complemented by a sleek glass coffee table. A vibrant piece of wall art adds visual interest, while a tall plant brings a touch of greenery. Warm wood flooring enhances the inviting atmosphere.

Flat in Brighton Heights

420 friendly Luxury loft apt w jet tub & balcony

Flat in Upper Lawrenceville

A private hot tub filled with bubbling water is set against a backdrop of wooden fencing. Nearby, a cozy seating area is arranged with blue cushions and a low table, providing a space for relaxation and enjoyment.

4.95 out of 5 average rating, 285 reviews

Hot Tub | Light & Bright w/Deck | Walk to Butler!

4.83 out of 5 average rating, 199 reviews

A modern shower area features sleek gray and white tiles, accented by a rainfall showerhead and multiple body sprays. A recessed shelving unit displays neatly rolled towels and toiletries, providing convenient storage. Soft lighting adds a serene ambiance to the space.

Home in Duquesne Heights

Mountain Retreat in the Heart of the City

4.95 out of 5 average rating, 164 reviews

Home in Deutschtown

HotTub/Firepit/Parking! Less than 1mi PNC Park

Flat in Downtown Pittsburgh

A bright living area is filled with natural light from large windows showcasing city views. A comfortable gray sofa, adorned with a yellow pillow, complements a minimalist wooden coffee table. An accent chair provides additional seating beside a decorative floor lamp and green plant.

4.86 out of 5 average rating, 37 reviews

Sleek 2BR Downtown Retreat with Gym

Home in South Side Slopes

A private hot tub is nestled in an outdoor area, surrounded by softly glowing string lights and lush potted plants. Wooden steps lead to an elevated deck, creating an inviting space for relaxation and enjoyment during any season.

4.97 out of 5 average rating, 314 reviews

Gorgeous Southside slopes house w/outdoor hot tub

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 121 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

Home in South Side Slopes

The living room features a comfortable gray sofa adorned with colorful cushions, complemented by a soft area rug with bold geometric patterns. Natural light enters through windows, illuminating a TV stand with a large screen. A decorative ottoman and a chair add to the inviting space.

4.95 out of 5 average rating, 107 reviews

NFL Draft Stay |2 BR | South Side Home | Sleeps 6

Flat in Squirrel Hill North

A well-equipped kitchen is highlighted by modern appliances, including an oven and a refrigerator. A wooden dining table with four chairs offers a space for meals. Natural light floods the area through large glass doors leading to an outdoor patio.

4.97 out of 5 average rating, 876 reviews

Spacious, warm, private apartment near CMU /Pitt

Flat in Lower Lawrenceville

The living area features a blue three-seater couch with a round rug underneath, paired with a coffee table. A kitchen island with bar stools is visible in the background, while a dining table and wooden stairs leading to an upper level are seen on the right. Natural light enters through nearby windows.

4.94 out of 5 average rating, 248 reviews

Brand New! Lawrenceville KING Suite - Huge Balcony

4.8 out of 5 average rating, 133 reviews

A spacious living area showcases a modern design with an open kitchen equipped with dark wooden cabinetry and a large island. Features include a black dining table with chairs, a sofa against the wall, and an accent rug on the concrete flooring, illuminated by overhead lighting.

Loft in North Oakland

3E-Spacious close to PITT/CMU/Carlow, Sleeps 4

4.92 out of 5 average rating, 377 reviews

A cozy living room features deep blue walls with natural light coming through the window. Two gray sofas are arranged around a low coffee table atop a patterned area rug. A brick fireplace serves as a focal point, adorned with decorative items and artwork.

Home in Troy Hill

★2 Car off-street parking★ Outdoor dining ♥view♥

4.98 out of 5 average rating, 239 reviews

A cozy sleeping area features a spacious bed adorned with a blue and yellow patterned duvet. Natural light enters through the windows, complemented by light curtains. A decorative area rug adds warmth, and a small seating area with a chair is visible next to a wooden dresser.

Flat in Bellevue

The Bellevue Suite *Free parking 10mins to dwntwn

4.95 out of 5 average rating, 109 reviews

The living room features a combination of modern furnishings, including a dark leather sofa and two wooden armchairs. A geometric artwork is displayed above the media console, and large windows allow natural light to fill the space. A decorative plant adds a touch of greenery.

Home in South Shore

Mount Memento: City Escape w. Grand View/Game Room

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 22 reviews

A cozy stone patio is covered with a grape arbor, offering shade and inviting seating arrangements. A small table adorned with flowers is surrounded by chairs, while potted plants and greenery add to the serene outdoor setting. The area is easily accessible and well-maintained.

Flat in Pittsburgh

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Home in Forest Hills

5 out of 5 average rating, 4 reviews

*Posh Pittsburgh* luxury 2-story suite with patio

5 out of 5 average rating, 5 reviews

A private patio area features a paved surface with scattered leaves, leading to a grassy lawn edged by trees. A chair is positioned nearby, offering a spot to enjoy the outdoor space.

Home in Oakmont

Convenient townhome

4.8 out of 5 average rating, 87 reviews

A wooden dining table is positioned in the foreground, featuring a decorative orange fish centerpiece. The background reveals a modern kitchen with sleek granite countertops and a stylish backsplash, complemented by an overhead stainless steel range hood.

Home in Dormont

Renovated Cozy Duplex w/pool, Close to downtown

4.97 out of 5 average rating, 73 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

A spacious living area showcases a large, comfortable sofa and a stylish coffee table perched on a textured area rug. A sleek television cabinet beneath a flat-screen TV offers practical storage. Large windows allow natural light to illuminate the room, enhancing the overall welcome.

Flat in South Side Flats

4.55 out of 5 average rating, 211 reviews

Kasa | Family 2BD with Gym & Sauna | SoSide Flats

4.93 out of 5 average rating, 15 reviews

Home in West Mifflin

3BR, 2 Bath Home -Pool, Scenary, 20 mins to Pgh