Family-friendly holiday rentals in Pittsburgh

4.94 out of 5 average rating, 224 reviews

A functional kitchen features grey cabinets complemented by wooden countertops. Open shelves display various glassware and kitchen essentials. A large sink with a dish drying rack is visible, alongside modern appliances, including a stainless steel refrigerator and coffee maker. Natural light enters through a window with blinds.

Home in North Side

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

4.97 out of 5 average rating, 216 reviews

A retro-inspired kitchen is equipped with mint green appliances and sleek white cabinetry. Countertops are complemented by a backsplash of white tiles, while natural light enters through a window with horizontal blinds. A dining table is positioned nearby, enhancing the kitchen's functionality.

Bungalow in Carnegie

Groovy Retro Get-Away

With a retro flare & a mid-century modern vibe, you'll enjoy this quaint bungalow in a quiet residential neighborhood conveniently located minutes from downtown Pittsburgh, the airport, many great sites, must-see attractions, universities & colleges. Whether you're in town for business, a sports event, bringing a student back to school or just want some time away, this cozy space is perfect! Everything in this bungalow is well appointed including keurig coffee, WiFi & a smart TV for streaming.

4.83 out of 5 average rating, 419 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.

Apartment 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.

Guest suite in Highland Park

The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.

4.98 out of 5 average rating, 288 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Condo in Downtown Pittsburgh

4.91 out of 5 average rating, 174 reviews

Sleek Apt in the Heart of Downtown| Stunning views

Welcome to Pittsburgh!! Stay in our newly remodeled luxury downtown apartment! This home has the most spectacular view and is located in the center of downtown Pittsburgh, nestled just across from the beautiful hotels of downtown! Offering top-tier amenities, and today’s modern conveniences. Ideally situated minutes from Pittsburgh's best shopping, stadiums, convention center and restaurants. Our intimate 1 bedroom home is comfortable and secure for family, friends and business people alike.

Apartment in Mount Washington

A cozy living room is highlighted by an oversized leather sofa positioned across from a mounted television. A checkered rug anchors the space, which is adorned with a brick fireplace. Natural light filters through large windows, enhanced by light blue curtains, creating a welcoming environment.

4.92 out of 5 average rating, 104 reviews

Off-street Parking | Retro 1-bed | Great Area

Welcome home to Mt. Washington! Inspired by the retro diners that make Pittsburgh unique, you'll find vintage & locally sourced details at every turn in our newly renovated, bright and cheery apartment. The spacious bedroom and living room provide more than enough space for 1-2 people. Enjoy breakfast from our fully-equipped kitchen, then have your coffee on our front deck, and enjoy Netflix from the couch. Our place also features one off-street parking spot (a real treat in Pittsburgh!)

Apartment in Downtown Pittsburgh

The apartment's open layout features large windows with city views, allowing natural light to fill the space. A modern kitchen with stainless steel appliances is visible, along with a stylish seating area that includes a comfortable couch and a round coffee table.

4.95 out of 5 average rating, 319 reviews

Gourmet Kitchen★ Park Free★ Gym ★ 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 ➤ Breville Barista Express espresso machine ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home with 400mbps fiber internet ➤ Two smart TVs Questions? Ask away!

Townhouse in East Carson Street

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, 263 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!

4.81 out of 5 average rating, 319 reviews

A spacious bedroom features a large bed with crisp white linens and plush pillows against a navy blue accent wall. A small wooden bedside table holds a lamp, and a piece of artwork depicting mountains adorns the wall. Soft natural light enters through a window with light curtains.

Apartment in Shadyside

Chic & Cozy 2BR | Walkable Shadyside Location

Fresh 2 BR apartment in the heart of Shadyside! Prime location, steps from UPMC Shadyside & Walnut Street! Fully equipped for either a long or short stay! 🌟King Bed (Memory foam mattress) ⭐️Queen Bed (Memory foam mattress) 🌟Pet friendly! ⭐️Central AC/ Heat 🌟Fully stocked & equipped kitchen ⭐️Luxurious waterfall shower head 🌟Two Smart TVs ⭐️Free Street parking 🌟Laundry (Free & Shared) ⭐️Pull out bed (Full) 🔥Message today to secure your reservation!🔥

Apartment in Lower Lawrenceville

A spacious bed is adorned with a textured blanket and folded towels, set against a softly colored wall. A large piece of art depicting a snow-covered landscape hangs above a white mantel. A potted plant adds a touch of greenery, complemented by a black lamp.

4.77 out of 5 average rating, 109 reviews

*SAUNA* Cozy Lawrenceville Flat - Steps to butler

Enjoy a stylish experience just steps from all that lawrenceville has to offer! 5 star restaurants, boutiques, and gastropubs! You will love having easy access to wifi as well as Prime video on the 60 inch TV! Fully equipped kitchen is at your service as well as delicious complimentary coffee! Dive into your push queen sized bed for a fantastic night sleep! Enjoy the shared sauna as a way to relax and reap the health benefits of heat therapy!

Tiny home in Lower Lawrenceville

A colorful living area features a bright blue wall that enhances the lively atmosphere. An orange sofa is paired with a textured throw, while shelves display kitchen amenities. A compact washer and dryer are built into the kitchenette, and natural light filters through the window.

4.93 out of 5 average rating, 130 reviews

Le Petit Riad: A Moroccan Oasis

Le Petit Riad, "The Little Courtyard" in French, is an immersive Moroccan experience. Inspired by Chefchaouen, the sapphire colored city, this is a tiny space with big IMPACT. Every meticulous detail will leave you wondering if somehow, magically, you ended up on a flight to the Mediterranean, instead of PIT. Nestled in a quiet alley literally steps from Butler Street and all Lawrenceville, the hottest hood in Pittsburgh, has to offer.

4.88 out of 5 average rating, 162 reviews

The living area features a brown leather sectional couch and a black coffee table, inviting relaxation. A piano stands against the exposed brick wall, beside a wall-mounted television. Light from a floor lamp enhances the warm and cozy ambiance, while a doorway reveals the adjoining bedroom.

Apartment in Friendship

Huge 1-Bedroom Apartment In Pittsburgh (B1)

This 1 Bedroom Apartment is ideal if you need a safe, clean, stylish place to stay in the city. It has a huge bedroom with queen bed, large living room with Italian leather sectional, giant fully functional kitchen, separate nook with extra sofa bed and a full bathroom. It works well for couples or friends visiting Pittsburgh, affording you a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Popular amenities for Pittsburgh family-friendly rentals

Kitchen

Wi-Fi

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

Apartment in Brighton Heights

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.

4.87 out of 5 average rating, 642 reviews

420 friendly Luxury loft apt w jet tub & balcony

4.94 out of 5 average rating, 105 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 Pittsburgh

Secluded Hilltop Hideaway~Hot Tub~Two Living Rooms

4.87 out of 5 average rating, 231 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

4.83 out of 5 average rating, 196 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

Apartment 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, 274 reviews

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

4.95 out of 5 average rating, 148 reviews

Home in Deutschtown

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

Home in Squirrel Hill North

An outdoor patio features a wooden pergola overhead with dining chairs and a table. Surrounding greenery includes colorful trees in autumn hues and blooming daffodils. The stone pathway guides the view towards a cozy seating area with Adirondack chairs, creating an inviting space for relaxation.

4.93 out of 5 average rating, 192 reviews

hot tub fire pit Art & Wellness Retreat

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 264 reviews

A cozy living area is highlighted by a sleek beige leather sofa, accompanied by decorative pillows. A glass coffee table sits on an ornate area rug, while natural light illuminates the space. The staircase and a softly lit hallway can be seen in the background.

Home in Duquesne

Entire home near Kennywood without extra fees.

5 out of 5 average rating, 122 reviews

A spacious living area features a comfortable sectional sofa and a pair of armchairs, accented by soft seating cushions. Large windows are adorned with sheer curtains, allowing natural light to brighten the room. A decorative area rug lies on the hardwood floor, and small tables complete the arrangement.

Home in Pittsburgh

Seneca Place: A historic home in Mount Lebanon.

Apartment 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, 863 reviews

Spacious, warm, private apartment near CMU /Pitt

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, 139 reviews

Mt Washington Townhouse (A Grand View)

4.94 out of 5 average rating, 440 reviews

A bright living room corner features a large window adorned with sheer blue curtains, allowing natural light to fill the space. A decorative fireplace with a gold trim enhances the charm, while a rustic wooden coffee table rests on a patterned rug.

Apartment in Bloomfield

Cozy Entire Apt 2 *Friendship Park* free parking

4.98 out of 5 average rating, 238 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.

Apartment in Pittsburgh

The Bellevue Suite *Free parking 10mins to dwntwn

4.95 out of 5 average rating, 101 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

4.93 out of 5 average rating, 259 reviews

A vibrant yellow chair with decorative pillows is positioned beside a spacious bed, adorned with textured bedding. Soft shadows cast by sunlight filter through nearby blinds, highlighting the wood panel wall that adds warmth to the overall design.

Loft in Manchester

North Side Loft – Perfectly Situated & Private

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.

Apartment in Pittsburgh

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

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, 85 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 Beechview

Renovated Cozy Duplex w/pool, Close to downtown

4.52 out of 5 average rating, 46 reviews

A fire pit surrounded by four adirondack chairs in varying colors—two natural wood, one red, and one blue. The area is enhanced by natural elements, with a backdrop of lush greenery and a clear blue sky above.

Home in New Kensington

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

4.92 out of 5 average rating, 25 reviews

A serene bedroom features a spacious bed dressed in white linens and a yellow striped throw. A decorative pillow adds a touch of texture. A bedside lamp provides soft illumination, complementing the floral artwork displayed above the bed.

Apartment in Monroeville

Monroeville Bella

4.97 out of 5 average rating, 71 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

5 out of 5 average rating, 42 reviews

A newly renovated pool area features a sparkling blue pool surrounded by a spacious patio. Comfortable lounge chairs are positioned along the edge, with trees and a privacy fence providing a secluded setting. A pool house is visible in the background against a colorful sky.

Home in Coraopolis

PIT Staycation Retreat with Pool House!