Family-friendly vacation rentals in Penn Hills

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.

4.95 out of 5 average rating, 129 reviews

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

Indoor spacesKitchenCheckout

Apartment in Downtown Pittsburgh

4.9 out of 5 average rating, 271 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 spacesCondition

A rustic single-story ranch home is set against a backdrop of trees. The brick exterior is complemented by a shaded porch, with steps leading up from a grassy area. A wooden railing can be seen near the entrance, while some construction materials are visible nearby.

4.85 out of 5 average rating, 129 reviews

City-Adjacent Wooded Retreat - Peace and Wildlife

1950’s Ranch on secluded road. No other spot has so much access to private forest, this close to the city! Take a stroll, build a fire or enjoy a sunset from the porch. Only :10 from hotspots like Shadyside and L-Ville. :15-:20 from UPMC Oakland. Full & twin beds. Sparse furniture, w/ cooking utensils included. This isn’t a hotel room, it’s a home in transition and we invite you to stay simply, easily & cheap! I live close by for help in town or for anything you might need during your stay.

FamilyKitchenCheckout

4.95 out of 5 average rating, 143 reviews

A scenic view of the marina shows several boats docked at floating piers, with lush green hills framing the background. The tranquil waters reflect the soft clouds above, creating a peaceful river setting ideal for relaxation and recreation.

Apartment in Verona

The Sycamore BnB @ 10.7 Marina

Stay above 10.7 Marina on the Allegheny River, in Verona, PA, a little river town about 10.7 miles upriver from Downtown Pittsburgh. Enjoy a complementary kayak frompad board or canoe rental to enjoy a river adventure or dip in the Allegheny to cool off. Create your own river adventure to Sycamore Island, or Plum Creek to explore. You can also take it easy and hang out on the deck with panoramic views of this “lake like view” and enjoy the many sunsets. Eat, drink and shop many local spots.

FamilyIndoor spacesCheck-in

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 spacesFamilyCondition

4.86 out of 5 average rating, 332 reviews

The exterior of the historic log house is visible, showcasing its rustic charm with exposed logs. Vibrant foliage in shades of red and orange surrounds a furnished porch, while fallen leaves blanket the ground. The entrance is accessible via a small set of stairs.

Home in Verona

Wyckoff-Mason Log House 1774 Historic Landmark

Stay in the historic Wyckoff-Mason House, a Pittsburgh Historical landmark. This beautifully kept log house built in 1774-75, still maintains the colonial charm of pre-revolutionary times. This property has a storied past, including local lore that it was the residence of William Penn’s brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburgh’s eastern suburbs. Get the best of the countries antiquity while visiting the city. We love all people.

Indoor spacesFamilyCondition

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, 224 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!

KitchenIndoor spacesCondition

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 spacesHospitality

Apartment in Highland Park

A spacious studio is presented with a king-size bed featuring a soft green coverlet. Light drapes frame the windows, and a cozy dining area with two chairs is situated by the sunroom. Soft natural light floods the room, creating an inviting ambiance.

4.94 out of 5 average rating, 167 reviews

Highland Park Heritage Studio

Step into a chic blend of vintage charm and modern comfort! This private studio, set in a stunning Victorian building, is in a quiet yet walkable neighborhood—just minutes from the Zoo/Aquarium, restaurants, and Highland Park. A short drive takes you to Lawrenceville, hospitals, and universities. Enjoy a king-size bed, sunroom with a foldable sofa, full kitchen, new bathroom, and in-unit washer & dryer. Large windows fill the space with natural light. Safe, stylish, and inviting!

Indoor spacesKitchenBathroom

The exterior of a three-story house is shown, featuring dark siding and a peaked roof. A welcoming front entrance is accessed via a steps leading to the door. Lush green shrubs frame the house, contrasting with the bright grassy area in front.

4.91 out of 5 average rating, 551 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

FamilyIndoor spacesSolo travel

4.93 out of 5 average rating, 276 reviews

The living area features a cozy couch with a decorative throw, providing a warm contrast to the exposed brick wall. A dining area with two stools is situated near the kitchen, while a large smart TV displays various streaming options.

Apartment in Shadyside

Chic Shadyside Apt w/ Balcony-1Block to Walnut St!

In the heart of Shadyside! 1 Block to Walnut St Short Walk to UPMC & West Penn hospitals, CMU & Pitt! 1BR/1 bath apartment with private covered balcony w/ TV in a prime location, dozens of restaurants, shops, coffee shops, and fitness studios close by. The building was gutted and entirely remodeled, everything down to the soundproofing and top of the line appliances are brand new! Free laundry included inside the unit. Fully stocked for both long and short term stays!

Indoor spacesFamilyEV charging

Apartment in Forest Hills

4.99 out of 5 average rating, 189 reviews

Pittsburgh Area 2 Bedroom Apt.

Comfortable, Convenient & Clean 2 bedroom apartment (1 queen bed & 1 twin size day bed). Located on a "Pittsburgh Hill" you'll remember in Forest Hills a quiet residential eastern suburb of city. Free off street parking. Downtown & Stadiums 10 mi. Universities, Medical Center, PPG Paints Arena & Carnegie Museums 8 mi. Kennywood Amusement Park, Monroeville Convention Center & Sri Venkateswara Temple 5 mi. I-76 PA Turnpike 8mi. International A/P 27 mi.

Indoor spacesFamilyCleanliness

Popular amenities for Penn Hills family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 421 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!

Indoor spacesKitchenHospitality

4.87 out of 5 average rating, 145 reviews

Hot Tub | 2 King Beds | Free Parking | Butler St.

Indoor spacesFamilyAccess

4.88 out of 5 average rating, 127 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: Maison de Pointe Brise Retraite

KitchenIndoor spacesLayout

4.96 out of 5 average rating, 134 reviews

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.

Home in North Side

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

FamilyIndoor spacesHot tub

4.97 out of 5 average rating, 112 reviews

A single-story brick house is set against a colorful sunset sky. The inviting front porch features a classic wooden door flanked by large windows. Lush green grass leads up to the house, with a stone path and neatly trimmed hedges in the foreground.

Home in White Oak

Secluded Cozy 3 Bedroom Fun Bungalow

Indoor spacesFamilyView

4.94 out of 5 average rating, 192 reviews

Home in North Side

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

KitchenFamilyAir conditioning

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, 206 reviews

hot tub fire pit Art & Wellness Retreat

FamilyIndoor spacesAccess

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, 320 reviews

Gorgeous Southside slopes house w/outdoor hot tub

FamilyKitchenView

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 331 reviews

A bright living area is highlighted by a cozy sectional sofa, a coffee table, and a dining table for four. Natural light streams through three windows, illuminating the wood beams on the ceiling. A wall-mounted TV and a full kitchen are also visible in the space.

Apartment in Glenshaw

The Camera Stop

Indoor spacesFamilyComfort

4.76 out of 5 average rating, 106 reviews

A living area is presented with comfortable dark sofas adorned with plush throw pillows. A wooden coffee table occupies the center, while a decorative area rug lays beneath. Natural light filters through a nearby window, creating a cozy ambiance.

Home in Verona

Verona Villa

KitchenIndoor spacesQuiet

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

KitchenFamilyAccuracy

4.9 out of 5 average rating, 323 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.

KitchenFamilyBackyard

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

FamilyIndoor spacesOutdoor spaces

4.89 out of 5 average rating, 224 reviews

A bright kitchen area is furnished with modern white cabinetry and a granite countertop. The kitchen features a decorative tile backsplash and a large window, allowing ample natural light. A wooden dining table with stools is positioned in the center, enhancing the open layout.

Loft in Strip District

Lovely Strip District loft with free parking

Indoor spacesKitchenNearby

4.91 out of 5 average rating, 179 reviews

The cabin exterior is seen surrounded by lush greenery. A small outdoor dining area features a table and four chairs under a yellow umbrella. A portion of the cabin façade is visible with wooden logs, while a stone fire pit can be seen in the foreground.

Cabin in Pittsburgh

Cabin in Pittsburgh. 20 minutes to Pittsburgh

FamilyKitchenParks

The living area features a comfortable couch and a coffee table, with a wall of windows allowing natural light to fill the space. A desk and chair are positioned for workspace, while decorative elements and plants add a homely touch.

4.9 out of 5 average rating, 142 reviews

Pet Friendly with King Bed on Butler Street!

KitchenIndoor spacesQuiet

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 196 reviews

A large in-ground heated pool is showcased within a shaded outdoor area. Tall trees provide natural privacy, while bright blue waters reflect the clear sky. Lounge chairs are positioned along the edge of the pool, inviting relaxation in a serene setting.

Home in Monroeville

Mayberry Escape

KitchenIndoor spacesQuiet

4.81 out of 5 average rating, 104 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

Indoor spacesFamilyPool

An outdoor seating area features a fire table with flickering flames, surrounded by two chairs with decorative cushions. In the background, a swimming pool is visible, complemented by a spacious deck and greenery lining the perimeter.

4.88 out of 5 average rating, 59 reviews

Stay & Relax in our Cozy 4bd 3ba w/Pool in Plum PA

KitchenFamilyAccuracy

4.77 out of 5 average rating, 111 reviews

Home in Highland Park

Urban Pittsburgh Home w/ Pool

KitchenIndoor spacesGrill

4.92 out of 5 average rating, 12 reviews

Apartment in North Side

FIDO PLUS TWO 1.5 miles to Acrisure Stadium

Check-inHospitalityAccuracy

4.65 out of 5 average rating, 17 reviews

A beautiful cozy home away from home!

KitchenIndoor spacesComfort

4.92 out of 5 average rating, 24 reviews

A private pool glistens in a vibrant blue, surrounded by a spacious deck. Lounge chairs with orange cushions are placed nearby, and a shaded seating area is visible under a large umbrella. Lush greenery and tiered wooden decking create a tranquil outdoor atmosphere.

Home in Brookline

Heated Pool Oasis • Free Parking • 5 min to PGH

Indoor spacesFamilyLong stay

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.