Family-friendly holiday rentals in Pittsburgh

5 out of 5 average rating, 145 reviews

An outdoor seating area features a comfortable sofa set near a propane fire pit, illuminated by string lights above. The view showcases the city skyline at night, with buildings and reflections glittering in the water, creating a serene urban backdrop.

Home in Mount Washington

Luxury Mountainside with Spectacular Views

Furnished by West Elm and RH (Restoration Hardware) to deliver a one of a kind luxury experience. Amazing views, two huge patios, one with a concrete propane fire-pit, modern design and furnishings are just the beginning of your amazing stay at our cliffside paradise. This architecturally stunning smart home offers a fully equipped chef's kitchen, and the highest end furnishings to make this the perfect getaway. Have a Tesla? Bring your charger to plug into our 220V outlet at the driveway!

Indoor spacesFamilyCleanliness

The image captures a serene outdoor space featuring a pond with cascading water and lush greenery. A wooden pergola provides shade over hanging chairs. The landscaped area includes rocks, plants, and a glimpse of the home in the background, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 135 reviews

Urban Oasis Home - Hot Tub, Pet-friendly, Koi Pond

This charming historical home is close to everything! You can be downtown within 5 minutes. You'll be minutes from the stadiums, museums, and the casino! Pamper yourself. Relax in the hot tub while listening to the sounds of the waterfall over the pond. Watch the colorful Koi splash and play. The meticulously landscaped grounds have countless surprises and beauty in every season. You will enjoy every comfort in this luxurious three-bedroom and 2.5 baths. There's even a shower for your furbaby!

FamilyIndoor spacesTV

A spacious living area features a rustic wooden coffee table atop a decorative rug, with comfortable seating arranged nearby. A traditional fireplace is set against a light wall, while a staircase leads to the upper level, enhancing the open layout.

4.95 out of 5 average rating, 180 reviews

2 Outdoor Patios ★Parking ★Kid Friendly ★Beautiful

✨ Walk in and say “woah!” ✨ A restored 1900s farmhouse-style row home with original wood floors, high ceilings, & design that pops. Enjoy two outdoor spaces, including a private deck with outdoor dining + grill, then unwind in the open living room/kitchen with a well-stocked setup, quality beds, and thoughtful amenities. Fast Wi-Fi and workspaces make longer stays easy. Three bedrooms on the 2nd floor, plus a 3rd-floor projector-style theater room. Kid-friendly and great for families or friends.

KitchenFamilyQuiet

Apartment in Downtown Pittsburgh

4.89 out of 5 average rating, 285 reviews

Cultural District new King Suite whirlpool tub

Experience Pittsburgh's Cultural District from this new king suite! You are surrounded by Pittsburgh's best restaurants, shops, steps away from the Convention Center, theaters, and more. Designed for comfort and convenience in an unbeatable location. - King bed - Whirlpool tub / shower - Equipped Kitchen & Laundry - Walk to everything - Mult garages within 5 min - 24/7 guest support Perfect for business trips, events, or weekend getaways. We're here for you before, during and after your stay!

FamilyIndoor spacesCleanliness

4.99 out of 5 average rating, 102 reviews

The floating home is presented from an aerial view, showcasing its unique two-level structure nestled on the calm waters of the Allegheny River. The wrap-around deck and patio doors are visible, enhancing the connection to nature, with lush greenery lining the riverbank.

Houseboat in Blawnox

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Indoor spacesKitchenTV

Apartment in East Liberty

The bedroom features a spacious bed covered in crisp white linens, highlighted by a blue accent throw. Blue curtains frame multiple windows, allowing natural light to fill the room. A small desk and chair are positioned nearby, complemented by a decorative plant and wall art.

4.96 out of 5 average rating, 226 reviews

Upscale King Bed Suite |ADA w/ Free parking!

Enjoy our spacious king-sized 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 ⭐ADA Accessible! ⭐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! ⭐$0 cleaning fee!

FamilyKitchenDecor

4.97 out of 5 average rating, 238 reviews

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.

Townhouse in Pittsburgh

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!

Indoor spacesKitchenQuiet

4.99 out of 5 average rating, 181 reviews

Townhouse in Mt. Lebanon

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!

KitchenIndoor spacesCheckout

4.98 out of 5 average rating, 119 reviews

Apartment in Bloomfield

Chic Loft Style HighEnd King Suite~ 2Parking Spots

Brand New Loft Style Apartment with 17ft. ceilings, huge windows, and 2 dedicated OffStreet Parking Spaces! Brand new KING Suite! 1 block to West Penn, short walk to UPMC! On site parking makes the short drive to Shadyside, CMU, Pitt and the Strip District/Downtown a breeze! The building was gutted and remodeled, everything is brand new! Fully stocked for long and short term stays! Steps to dozens of restaurants, shops, coffee shops, and grocery stores. Make your reservation today!

KitchenIndoor spacesCleanliness

The living room features a vibrant yellow couch positioned on an area rug with geometric patterns. A sleek, dark fireplace serves as a focal point, complemented by a bookshelves filled with decorative items. Richly colored walls and contrasting curtains enhance the cozy ambiance.

4.97 out of 5 average rating, 115 reviews

King Bed Carriage House in Mexican War Streets

Welcome to your bright & colorful carriage house, located right in the heart of the Mexican War Streets! With lots of space for a couple or solo traveler, it has everything you need for a short or long stay. Featuring a lovely king bed, well-stocked kitchen, work-from-home desk, spacious dining area, colorful & comfortable living room, and loads more! Parking is free with our permit, but if you don't have a car, you're perfectly situated to walk to some of the best of the burgh nearby!

KitchenIndoor spacesLaundry

4.97 out of 5 average rating, 160 reviews

A bright living area features a green sofa centered on a light wood table, surrounded by two tan armchairs. A decorative rug lies beneath, and a vintage fireplace is positioned against the wall, complemented by a chandelier above, while natural light streams through a window.

Home in Millvale

Highly rated, 2bd/1.5 bath home/backyard/parking

Welcome to La Casita Millvale, a newly renovated 2 br/1.5 bath (sleeps 6) home in the heart of trendy Millvale/Lawrenceville and close to all Pittsburgh has to offer. Enjoy our expertly designed space including fully equipped kitchen with quartz countertops and stainless steel appliances, well-apportioned rooms with luxurious queen mattresses, and a third floor entertainment room and work space. Sip your morning coffee on the front or back porch and relax in the private backyard.

FamilyKitchenCondition

4.93 out of 5 average rating, 423 reviews

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.

Townhouse in Pittsburgh

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!

FamilyKitchenLaundry

Popular amenities for Pittsburgh family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 130 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

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

KitchenFamilyCleanliness

A collage features a cozy living room with stylish furniture and artwork, a fenced backyard with a hot tub and outdoor seating, a traditional blue house exterior, and a modern kitchen showcasing stainless steel appliances and ample counter space.

4.93 out of 5 average rating, 137 reviews

NEW! Luxurious 5bdr w/ a hot tub. Walk to stadiums

KitchenIndoor spacesLocation

4.88 out of 5 average rating, 128 reviews

A richly decorated hallway is highlighted by wooden paneling and intricate ceiling details. Colorful artwork adorns the walls, including a prominent painting of a seated figure. A small table, accented with vibrant decor, contributes to the warm ambiance of the space.

Guesthouse in Pittsburgh

Luxury: Pointe Brise Retreat House

KitchenIndoor spacesWalkability

4.94 out of 5 average rating, 192 reviews

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

KitchenIndoor spacesHeating

4.97 out of 5 average rating, 320 reviews

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.

Home in Pittsburgh

Gorgeous Southside slopes house w/outdoor hot tub

FamilyKitchenSleep quality

4.89 out of 5 average rating, 141 reviews

A cozy living area is highlighted by a soft sectional sofa facing a mounted flat-screen TV. A white brick fireplace serves as a focal point, while natural light filters through window coverings. A circular coffee table displays books and a decorative bowl.

Home in Sewickley

Boxwood House | Sewickley Retreat + Hot Tub

KitchenFamilyLong stay

Home in Squirrel Hill North

4.9 out of 5 average rating, 144 reviews

Gather in Style | Walk to CMU | Sleeps 13

Indoor spacesKitchenShared spaces

4.91 out of 5 average rating, 233 reviews

The spacious living room showcases a leather sofa and decorative armchair, arranged around a soft area rug. A large TV mounted above a stone fireplace is prominently displayed. Natural light floods in through large windows, complemented by airy drapes and minimalist decor.

Home in Mount Washington

Organic Fragrance-Free Oasis, Wifi+Netflix+Garage

FamilyKitchenParks

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 137 reviews

The exterior of the red-brick duplex features a rounded entrance with a decorative arch and a blue front door. Symmetrical windows on either side are framed with shutters. A small staircase leads up to the entrance, which is set amidst a well-maintained outdoor area.

Apartment in Pittsburgh

A Retreat Above It All

Indoor spacesKitchenHospitality

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, 918 reviews

Spacious, warm, private apartment near CMU /Pitt

FamilyIndoor spacesPets

4.93 out of 5 average rating, 105 reviews

The entrance of the cottage is highlighted by a welcoming set of white stairs leading up to a covered porch. Lush green grass surrounds the path, while colorful flowers are seen along the base of the home, adding a touch of vibrancy to the exterior.

Home in Sewickley

Bright and Beautiful one bedroom Cottage

Indoor spacesKitchenBarbecue

4.94 out of 5 average rating, 243 reviews

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.

Apartment in North Side

Amazing views! Free Parking!

Indoor spacesKitchenComfort

4.91 out of 5 average rating, 445 reviews

A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.

Home in South Side Flats

Urban converted gas station in heart of South Side

FamilyKitchenSleep quality

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.

4.92 out of 5 average rating, 401 reviews

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

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 253 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 Bellevue

The Bellevue Suite *Free parking 10mins to dwntwn

Indoor spacesKitchenSleep quality

4.97 out of 5 average rating, 158 reviews

A dining area showcases a wooden table set with plates and glassware, accompanied by rustic chairs. A vase with greenery stands at the center. Through an archway, a cozy sitting area is visible, featuring a blue sofa and large windows allowing natural light.

Townhouse in North Side

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

FamilyIndoor spacesCheckout

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 12 reviews

Apartment in North Side

FIDO PLUS TWO 1.5 miles to Acrisure Stadium

Sleep qualityDecorGetting around

4.81 out of 5 average rating, 105 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

KitchenIndoor spacesLocation

4.57 out of 5 average rating, 61 reviews

A private pool is set within a spacious wooden deck, surrounded by lounge chairs and shaded areas. A vibrant beach ball floats on the water, and an umbrella offers shade nearby. Lush greenery is visible in the background, enhancing the outdoor space.

Home in New Kensington

Seasonal Pool Retreat | Fire Pit & Large Deck

Indoor spacesKitchenLaundry

4.95 out of 5 average rating, 83 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

Indoor spacesKitchenBarbecue

5 out of 5 average rating, 15 reviews

A private outdoor courtyard features a stone-paved area with two wicker chairs, each adorned with white cushions, and a matching coffee table. Lush greenery surrounds the space, providing a natural backdrop for relaxation.

Home in Dormont

Charming Pittsburgh Getaway - Private Home- 2 Beds

KitchenIndoor spacesAir conditioning

5 out of 5 average rating, 55 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!

FamilyIndoor spacesHospitality

4.95 out of 5 average rating, 21 reviews

An inviting living area features a green sofa and a white couch, complemented by a wooden coffee table. Bar seating with stylish stools is situated near the kitchen area. Natural light enters through a large window, creating a bright and airy feel.

Home in West Mifflin

Cozy Home in Pgh area Pool OPEN, Sleeps up to 10

KitchenFamilyCleanliness