Family-friendly holiday rentals in Plum

4.87 out of 5 average rating, 197 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

Discover the charm of this inviting 3-bed, 3.5-bath Monroeville home! Immerse yourself in luxury with a heated pool (seasonal), rejuvenating infrared sauna, expansive decks, a private backyard, a fully equipped kitchen, a finished basement, and a delightful fire pit overlooking the pool. Experience comfort and style with off-street parking included. Enquire now to make this your own sanctuary! ***If you enjoy this space, the owners are amenable to selling. Please contact for more information***

Religious building in New Kensington

The historic chapel, built in 1895, features a striking brick facade with prominent Gothic-style architecture. Illuminated in red and blue lights, the entryway showcases large arched windows and a tall bell tower, surrounded by trees with autumn foliage.

Movie Theater & Penthouse Apt in 19th Cent. Chapel

This is truly one of the most unique stays you will find on AirBNB! What we have is a fully-renovated and modernized penthouse apartment above a chapel built in 1895! Features include a private movie theater with seats for 16, an overly spacious master bedroom with a Sleep Number King & Queen Mattress, 2 separate bathrooms with showers a fully functional kitchen and massive dining table; all above a historical former church in the heart of Downtown New Kensington just 15 min north of Pittsburgh!

4.9 out of 5 average rating, 109 reviews

4.99 out of 5 average rating, 116 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!

4.91 out of 5 average rating, 181 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

Please do not request booking until you have contacted the owner for pricing. The cabin is a perfect place to stay while visiting friends and family in Pittsburgh. Private and comfortable, clean and convenient to many locations in Pittsburgh. Only 20minutes to the city, and stadiums. The cost you see per night is for 2 guests. Added adults (18 and over) are $25.00/adult/day. Children under 18 are $10.00/child/day. Children under 2 are free. Dogs are $10.00/day. I will collect that later.

4.86 out of 5 average rating, 335 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.

4.91 out of 5 average rating, 331 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.

Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes during the summer. Our home has all of the amenities to make your stay enjoyable and easy. We keep our home clean, organized and stocked with essentials. The beds, pillows and sheets are new and comfortable. Parking is plentiful and easy!

4.91 out of 5 average rating, 561 reviews

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.

Apartment in Pittsburgh

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.

Apartment in Forest Hills

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.

4.99 out of 5 average rating, 201 reviews

4.86 out of 5 average rating, 124 reviews

A cozy living area features two comfortable sofas, one adorned with blue cushions and a throw blanket. A dark coffee table is centered on a textured rug, surrounded by natural light from large windows dressed with gray curtains. A flat-screen TV is mounted on the wall.

Apartment in Springdale

2br gem in cute small town.

The whole group will enjoy easy access to everything from this centrally located place. Grab a book about Pittsburgh from the coffee table and find some fun things to do or have game night with the selection of board games. Sip a beverage on the back porch or make s’mores at the fire pit. Easy access to Pittsburgh, hop on 28 and be there in no time, or ride one of the busses that stop outside the door. 13 miles to PNC Park 14 miles to Acrisure Stadium

4.92 out of 5 average rating, 337 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

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

A modern living area features a spacious sectional sofa in shades of gray, paired with a glass coffee table. Exposed brick adds warmth, while a sleek TV is mounted on the wall. A ceiling fan provides a comfortable atmosphere, and light wood flooring enhances the open space.

4.99 out of 5 average rating, 104 reviews

6BR Group Retreat w/ BBQ, Game Room, and Parking

Enjoy comfort and modern style in this beautifully appointed 6-bedroom, 4-bath home in the East Liberty/Point Breeze area. Relax in the spacious living room, cook in the fully stocked kitchen, or unwind on the deck with the brand-new BBQ grill. With free parking for 4+ cars, a multi-game table, and two washers and dryers, this home is perfect for families, groups, and business travelers—just minutes from top dining, shopping, and entertainment.

4.98 out of 5 average rating, 301 reviews

An outdoor deck is furnished with a seating arrangement that includes a woven sofa and armchairs. A low coffee table is centered on a colorful area rug featuring intricate patterns. Lush greenery surrounds the space, providing a natural backdrop.

Home in Export

Peaceful Export Escape

Enjoy this newly remodeled home with a spacious master bedroom and large deck. You'll be pleasantly surprised by the secluded and private feel of this space. It is perfect for a get away with family, friends, or all by yourself! Come relax, have fun, and explore all that the small town of Export has to offer. 25 minutes from Pittsburgh city center, 15 minutes from Monroeville, right off the Westmoreland Heritage Trail.

Popular amenities for Plum family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 116 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

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, 135 reviews

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

4.92 out of 5 average rating, 226 reviews

Hot Tub | 2 King Beds | Parking | Family Friendly

Home in Squirrel Hill North

Gather in Style | Walk to CMU | Sleeps 13

4.9 out of 5 average rating, 148 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.

4.96 out of 5 average rating, 140 reviews

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

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.

4.94 out of 5 average rating, 139 reviews

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

4.94 out of 5 average rating, 200 reviews

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

4.88 out of 5 average rating, 129 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

Family- and pet-friendly home rentals

4.81 out of 5 average rating, 244 reviews

The exterior of the house is shown, featuring a well-maintained brick facade. The covered porch leads to the front door, framed by two windows. Lush grass surrounds the walkway, emphasizing the welcoming entry. A hint of greenery is visible in the background.

Home in Monroeville

Pittsburgh Hideaway - Pets - Private

4.98 out of 5 average rating, 131 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

4.93 out of 5 average rating, 196 reviews

The spacious living area features a mix of modern and cozy furnishings. A large sectional sofa and additional seating surround a circular coffee table, with a textured area rug underfoot. Exposed brick adds character, while large windows allow natural light to fill the room.

Apartment in Shadyside

Huge Open Concept 2BR by Walnut

4.84 out of 5 average rating, 132 reviews

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.

Apartment in Pittsburgh

City-Adjacent Wooded Retreat - Peace and Wildlife

A cozy living area features a colorful array of artwork on the walls and a mounted flat-screen television. A decorative fireplace with a warm glow is complemented by a cowhide rug on the wooden floor. A leather recliner and a dining area are seen in the background.

4.81 out of 5 average rating, 255 reviews

Steel City Beds, Breakfast and More

4.91 out of 5 average rating, 100 reviews

The kitchen features retro 1950s appliances, including a large white refrigerator and an electric range. A round table with light-colored chairs occupies the center, while yellow walls and a retro sink add charm. Cabinets and shelves hold various kitchen items, contributing to a nostalgic atmosphere.

Apartment in Export

The Old Export Inn

An open-concept living area features a large green sectional sofa with textured cushions, inviting relaxation. A bold black and white patterned area rug anchors the space, complemented by a modern chandelier. Natural light floods in through the windows, enhancing the cozy atmosphere.

4.84 out of 5 average rating, 127 reviews

Pet Friendly Pittsburgh Home Near Zoo, Sleeps 12

4.98 out of 5 average rating, 113 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

Family-friendly home rentals with a pool

4.81 out of 5 average rating, 108 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

4.88 out of 5 average rating, 59 reviews

Relax in a 3bd & loft w/Pool in Plum PA

4.52 out of 5 average rating, 64 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

4.67 out of 5 average rating, 18 reviews

A beautiful cozy home away from home!

4.78 out of 5 average rating, 114 reviews

Home in Highland Park

Charming Urban Pittsburgh Retreat!

5.0 out of 5 average rating, 24 reviews

Home in South Side Flats

Rooftop Deck | Perfect for Entertaining | Upscale!

4.96 out of 5 average rating, 24 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, Sleeps up to 10