Family-friendly vacation 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!

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!

Apartment in Downtown Pittsburgh

4.9 out of 5 average rating, 278 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!

4.97 out of 5 average rating, 189 reviews

A modern kitchen features a large, central island with seating for several guests. Equipped with stainless steel appliances, it showcases sleek cabinetry and a mosaic backsplash. Natural light filters through multiple windows, creating a bright and welcoming atmosphere for meal preparation and gatherings.

Home in Mount Washington

Scenic Haven: Downtown 3BR/2BA w/Parking + Patio

Welcome to our charming 3Bedroom (5 Beds), 2Bath home! Ideal sanctuary for families or groups of up to 8 guests. Nestled above the heart of the city, this delightful Mt Washington property promises scenic views and a memorable stay with a blend of warmth and modern comfort. Cozy ambiance surrounds you, and the off street driveway parking makes things a breeze. Peaceful family oriented neighborhood providing the perfect location to unwind and relax after a day of exploration and fun in the city.

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!

4.98 out of 5 average rating, 110 reviews

A brick townhouse features a charming facade with multiple gabled roofs and evenly spaced windows. The entrance is accented by a wooden porch, surrounded by trees and landscaping that complement the residential setting.

Home in Shadyside

Avant-Garde Escape by Walnut

Welcome to our stylish, newly-renovated home, complete with modern amenities, tasteful decor, and all-new everything. Perfectly located just steps from Walnut Street’s best restaurants, bars, and shops—a prime base for exploring Pittsburgh! ⭐ 2 King beds + 2 Queen beds + 5 rollaway beds or futons - can sleep 16 easily! ⭐ Private deck ⭐ Free Washer/Dryer ⭐ 2 Off-Street Parking spaces (Free) ⭐ Pack N Play & High Chair Our team is here 24/7 to support you before, during, and after your stay!

4.97 out of 5 average rating, 237 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!

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!

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!

4.98 out of 5 average rating, 122 reviews

A spacious living area features a comfortable sofa and armchair, with a large wall-mounted TV positioned nearby. Floor-to-ceiling glass doors open to a private deck, revealing lush greenery and inviting outdoor seating, creating a serene connection to nature.

Apartment in Pittsburgh

Stunning PH Double King Suite w/ Rooftop Terrace

Enjoy our stunning 2 BR Penthouse suite on Butler Street, right in the heart of Lawrenceville. This is a brand new construction building in 2025. Just steps away from several local shops, cafes, and dining options in one of Pittsburgh’s most vibrant neighborhoods. ⭐2 King Beds (memory foam mattresses) ⭐1 Queen Sleeper sofa + 1 Queen Murphy Bed + Pack N Play ⭐3 private decks (+ Rooftop Deck) ⭐Free in-unit washer/dryer ⭐Free off-street parking ⭐Desk with speedy wifi ⭐24/7 guest support

4.93 out of 5 average rating, 422 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!

4.95 out of 5 average rating, 243 reviews

Willy Wonka Themed | King Bed | Convenient parking

As Seen on CBS News, TribLive, & the Pittsburgh Post-Gazette – The Ultimate Willy Wonka Experience! You’ll explore the world of Wonka complete with oversized gummy bears, lollipops, and a wondrous boat in a completely unique, interactive and immersive Wonka experience just minutes away from Acrisure Stadium, PNC Park, & PPG Paints Arena. Explore vibrant cafes & art galleries in Lawrenceville, one of the coolest neighborhoods in Pittsburgh.

Popular amenities for Pittsburgh family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with air conditioning

The living area features a green velvet sofa and a neutral-colored couch, arranged around a rectangular white coffee table. A minimalist rug lies on the floor, while a flat-screen TV is mounted on the wall. Natural light filters through the curtains, illuminating the space.

4.94 out of 5 average rating, 441 reviews

Large house to relax with friends and family

4.97 out of 5 average rating, 251 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

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

The open kitchen area is illuminated by pendant lighting above the countertop, featuring a spacious sink and a wooden surface. Large windows dressed with light curtains invite natural light, while a small potted plant adds a touch of greenery. The entrance door is positioned to the right.

4.97 out of 5 average rating, 184 reviews

Deutschtown Carriage House

A tranquil garden patio is illuminated softly, featuring a circular wooden seating area surrounded by lush greenery. Stone pavers create a path, while a small bench offers a cozy spot to relax. Subtle lighting highlights the natural elements, providing a serene atmosphere.

5 out of 5 average rating, 115 reviews

2 beds/1.5 bath Hygge-Hus, Minute to Cafes & Shops

4.91 out of 5 average rating, 444 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

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!*

4.87 out of 5 average rating, 198 reviews

A bright studio space features a serene queen-sized bed adorned with a yellow accent blanket. A comfortable lounge chair is paired with a cozy round rug, while a decorative screen adds visual interest. Built-in shelves display a variety of books, enhancing the inviting atmosphere.

Loft in Strip District

Beautiful Strip District Studio w/ Outdoor Loggia

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

4.65 out of 5 average rating, 17 reviews

A beautiful cozy home away from home!

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

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

4.95 out of 5 average rating, 82 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, 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

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!

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

Family-friendly home rentals with Wifi

5 out of 5 average rating, 41 reviews

Prime Butler St | Outdoor Lounge | Family Friendly

5 out of 5 average rating, 26 reviews

Home in Coraopolis

Cozy Cottage

4.99 out of 5 average rating, 119 reviews

A spacious living area features high ceilings and natural light from large windows. A cozy gray couch and teal armchair are paired with a decorative coffee table on a textured area rug. A marble fireplace adds a classic touch, while a ceiling fan enhances airflow.

Home in Bellevue

Grand on Grant

4.94 out of 5 average rating, 188 reviews

The spacious bedroom features a wooden platform bed with a plush mattress and white linens, complemented by a decorative blanket. A minimalist bedside table holds a lamp, while two framed botanical prints adorn the wall. Natural light filters through the window, enhancing the inviting atmosphere.

Apartment in Shadyside

Shadyside/Pittsburgh, Modern & Cozy 1BD w/Prkng

4.83 out of 5 average rating, 54 reviews

Tiny home in Pittsburgh

Tiny House on a Homestead

4.94 out of 5 average rating, 108 reviews

A cozy parlor is adorned with deep red walls and vintage decor. Two large velvet couches are positioned around a wooden coffee table. A vintage organ sits against one wall, complemented by a blue stained-glass light fixture overhead. Framed artwork and decorative elements enhance the unique atmosphere.

Apartment in Pittsburgh

The Weary Traveler

4.82 out of 5 average rating, 17 reviews

Pinksburgh pet-friendly by Strip, stadium, skyline

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.