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Family-friendly vacation rentals in Baldwin

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Baldwin

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Monroeville

4.85 out of 5 average rating, 164 reviews

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***

Guest favourite

Home in South Side Flats

4.97 out of 5 average rating, 334 reviews

Spacious Modern Home • Rooftop Deck

Enjoy a quiet night's rest just steps away from the city’s best shops, restaurants, and nightlife in the historic South Side neighborhood. Walk to Pittsburgh’s major attractions or take advantage of our public transport options and Great Allegheny Passage (GAP) trail to explore the city. Our professionally managed home accommodates groups, has a free parking garage, and is spacious and clean. Weekday special rates available for smaller groups. You will love your comfortable home away from home!

Guest favourite

Apartment in Coraopolis

4.97 out of 5 average rating, 193 reviews

Moon Professional Living Suite B

Recently updated 1 bedroom 2nd floor efficiency apt. w/ everything you will need for a comfortable stay. We do have 2 Airbnb Apartments available. We follow all Airbnb standards to provide a safe, quiet, sparkling clean, comfortable experience for all & ask you do the same. Minutes from the airport & short drive to downtown Pittsburgh. Shopping & dining nearby. Perfect for out of town guests & business travelers. Live far from the airport & have an early flight? Come stay at Cozy in Coraopolis.

Guest favourite

Home in Bloomfield

4.98 out of 5 average rating, 196 reviews

PBR - Pittsburgh Bloomfield Rowhouse

A fully renovated, charming, and comfortable home in the heart of Pittsburgh's Little Italy. Location is just steps away from great dining, shopping, and entertainment. Historic Bloomfield is centrally located in the city and only minutes from local universities, hospitals, and stadiums. This pet friendly 3 bedroom house is perfect for families, friends, and business travelers. Whether you are visiting for work or leisure, this house will make your stay even more delightful. We welcome all!

Guest favourite

Home in Mexican War Streets

4.84 out of 5 average rating, 166 reviews

Walk to downtown, stadiums

Cozy and comfortable row house in the beautiful, historic Mexican War Streets. All the amenities of home—including linens, toiletries, kitchen supplies, tankless hot water heater (unlimited hot water)—and within walking distance to downtown, both stadiums, the Riverwalk, Children's museum, National Aviary, Mattress Factory museum, Andy Warhol Museum, and Rivers Casino. Backyard perfect for entertaining with grill and fire pit. Across the street from Randyland Pittsburgh, a must see for all!

Guest favourite

Home in Squirrel Hill South

4.93 out of 5 average rating, 307 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Guest favourite

Home in South Side Flats

5 out of 5 average rating, 219 reviews

High-End South Side 4 Bedroom House, sleeps 15!

Newly Remodeled, Gorgeous High-End 4 Bedroom, 3 Full Bathroom entire house in the heart of Pittsburgh's historic South Side neighborhood; SLEEPS UP TO 15 PEOPLE; Pets welcome; Private/Enclosed Patio Hardwood floors, raised tin ceilings on first floor; open floor plan living room/kitchen with stainless-steel appliances, marble-counter-tops, Keurig, 70 inch TV, WiFi, Convenient 2nd floor laundry facilities,HD Televisions in every bedroom w/ Cable, Luxurious Memory Foam Beds

Home in Mount Washington

4.86 out of 5 average rating, 214 reviews

The best place to stay in Pittsburgh by Downtown!

A 10 minute drive to the David Lawrence Convention Center. Enjoy a memorable & fun filled stay In centrally located Mt Washington. Walk to the lookouts & experience a breathtaking view of the city. Treat your family to a variety of shops & kid friendly restaurants nearby. Travel to Downtown by Uber, or ride the Monongahela incline ($2.50) to Downtown. Please note:The apartment is on the upper 2nd & 3rd floors of a duplex in a quiet neighborhood, with private entrance

Guest favourite

Cabin in Pittsburgh

4.93 out of 5 average rating, 147 reviews

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/night is $135.00 for 2 adults. Extra 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.

Guest favourite

Home in Pittsburgh

4.98 out of 5 average rating, 171 reviews

Luxe Home★ Amazing Yard★ Firepit★ 2 Rooftop Decks

Pittsburgh's premier, top of the line Airbnb! No expense was spared outfitting our 4 bedroom, 2.5 bath home! Amenities galore both indoors & out with 3 large outdoor spaces, fire pit, and garage parking. Every high end detail has been meticulously selected and designed. Take advantage of all the city of Pittsburgh has to offer in the lap of luxury with your own centrally located private residence on the North Side, complete with a Peloton for the healthy-minded!

Guest favourite

Home in Bloomfield

4.9 out of 5 average rating, 248 reviews

Cozy home in "Little Italy"

Weekly 20% disc $924- 7 days Monthly 35% disc $3260 Nice spacious home on quiet street in Pittsburgh's "little Italy".(Bloomfield) Two blocks from Children's Hospital. One two and five minutes from three bus lines to downtown Pittsburgh. 8 minutes to 31st Street Studios. (Same bus lines) Walk to many fine restaurants on Liberty Ave. Off street parking.( 2 vehicles) One block from historic Allegheny cemetery. (2nd biggest cemetery in US)

Guest favourite

Guest suite in Bloomfield

4.98 out of 5 average rating, 250 reviews

Large victorian 3rd flr apt in walkable eastend

An entire third floor apartment of a historic Colonial Revival house in the Friendship neighborhood. Two bedrooms, each with a firm queen memory foam bed, one bathroom with claw foot tub/shower, huge living room with seating area and desk, and a fully equipped kitchen with washer and dryer. Walk up to third floor. A queen air mattress bed or pack n' play can be added to any one of the bedrooms or the living room, just let us know.

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Popular amenities for Baldwin family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Home in Squirrel Hill North

4.9 out of 5 average rating, 96 reviews

Green Sunny Bunny Eco Luxe Art & Wellness House

Cabin in Champion

4.65 out of 5 average rating, 170 reviews

4BR Seven Springs Cabin + BIG Hot Tub

Guest favourite

Guest suite in Highland Park

4.85 out of 5 average rating, 220 reviews

Entire private floor (giant Jacuzzi with shower!)

Guest favourite

Home in Shadyside

5 out of 5 average rating, 19 reviews

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden

Chalet in Champion

4.56 out of 5 average rating, 63 reviews

Tall Cedar Chalet is a rustic, private 1 acre home

Guest favourite

Home in Shadyside

5 out of 5 average rating, 23 reviews

Luxe Shadyside Victorian★Central★ Park free★8 beds

Guest favourite

Bungalow in Oakmont

4.96 out of 5 average rating, 57 reviews

Oakmont home with private hot tub

Guest favourite

Bungalow in Oakmont

4.99 out of 5 average rating, 71 reviews

Oakmont Home with Hot Tub

Family- and pet-friendly home rentals

Apartment in Pittsburgh

4.71 out of 5 average rating, 69 reviews

Gorgeous and large 2 bedroom apt./home near city

Guest favourite

Home in South Side Flats

4.89 out of 5 average rating, 37 reviews

House 3bed Free Parking Walk to Bars & Shops

Home in Shadyside

4.9 out of 5 average rating, 155 reviews

Shadyside 5th Avenue Bedroom, Pvt. Bath, Pkg.

Apartment in Pittsburgh

4.62 out of 5 average rating, 113 reviews

Large Charming Apt near Stage AE Cafes Restaurants

Guest favourite

Apartment in Pittsburgh

4.95 out of 5 average rating, 273 reviews

The Pittsburgh Suite *Free Parking, 10mins-DWNTWN

Guest favourite

Apartment in Pittsburgh

4.87 out of 5 average rating, 297 reviews

Cozy + Modern apartment near the city!

Guest favourite

Home in Squirrel Hill South

4.74 out of 5 average rating, 47 reviews

Squirrel Hill Elegant Bright House

Home in South Side Flats

4.67 out of 5 average rating, 462 reviews

Southside adventure- 2 blocks from Carson

Family-friendly home rentals with wifi

Guest favourite

Home in Pittsburgh

5 out of 5 average rating, 17 reviews

Lawrenceville modern 1 story

Guest favourite

Condo in Shadyside

4.98 out of 5 average rating, 41 reviews

Bright & sunny apt in Shadyside with free parking

Guest favourite

Guesthouse in Mexican War Streets

4.99 out of 5 average rating, 98 reviews

Urban Eclectic II, Private Room/Entrance/Bath

Guest favourite

Home in Bellevue

4.99 out of 5 average rating, 77 reviews

Grand on Grant

Guest favourite

Apartment in Squirrel Hill South

5 out of 5 average rating, 56 reviews

Thoughtful, Furnished, Convenient in Squirrel Hill

Guest favourite

Apartment in Pittsburgh

4.95 out of 5 average rating, 92 reviews

Cozy 1 bedroom in Regent Square

Guest favourite

Apartment in Point Breeze

4.96 out of 5 average rating, 466 reviews

Charming cozy apartment with deck.

Guest favourite

Home in Shadyside

4.91 out of 5 average rating, 66 reviews

Perfect Home @ Prime Location - Best of Shadyside

Quick stats about vacation rentals that are family-friendly in Baldwin

Total rentals
60 properties
Nightly prices starting at
$58 CAD before taxes and fees
Total number of reviews
1.6K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi

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