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Family-friendly vacation rentals in Wilkinsburg

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wilkinsburg

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

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Guest suite in Pittsburgh

4.64 out of 5 average rating, 155 reviews

Lovely Wightman entire suite in Squirrel Hill

This lovely and cozy one-bedroom guest suite is located in a safe and convenient neighborhood in the heart of squirrel hill. The entire basement suite has been renovated and is fully furnished. It features a spacious living room, a full kitchen and a private entrance. There are one full bed and one twin bed in the bedroom and one sofa in the living room. The guests can also use laundry facilities. It is only minutes from nearby restaurants and beautiful Schenley Park. Very close to Pitt and CMU.

Feb 15 – 22

G$27,453 GYD per night

Home in Pittsburgh

4.92 out of 5 average rating, 264 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.

Oct 20 – 27

G$27,044 GYD per night

Apartment in Pittsburgh

4.95 out of 5 average rating, 241 reviews

The Pittsburgh Suite *Free Parking, 10mins-DWNTWN

*PLENTY OF FREE STREET PARKING* 1 BDRM apt in the up and coming town of Bellevue, just a 10 min drive to downtown and the stadiums. This is a 2nd floor unit in my 100+ year old four-square home. It has a private entrance with a keypad for Airbnb guests, there are 2 other units in the building. Its in walking distance to public transit, shops, restaurants, places of worship, banks, and a grocery store. Pet friendly ($50 fee) just add your pet under pets in the guest section when booking.

Sep 25 – Oct 2

G$23,987 GYD per night

Apartment in Pittsburgh

4.95 out of 5 average rating, 391 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Mar 18 – 25

G$17,233 GYD per night

Apartment in Pittsburgh

4.97 out of 5 average rating, 310 reviews

Apartment: Home Sweet Home

Enjoy yourself in a bright, one floor living space, with a separate bedroom, (Queen Size bed), bathroom (shower) and living room. Sleeps 4 comfortably. Queen size sofa bed in living room sleeps 2. Private entrance with lock box and private off street parking. 6 miles from Downtown Pittsburgh sports and activities. Close to shopping, pizza and restaurants. Uber available. Enjoy sweet bread or muffins with coffee or tea to begin your stay! We are happy to meet your needs!

Aug 6 – 13

G$28,532 GYD per night

Apartment in Pittsburgh

4.92 out of 5 average rating, 410 reviews

Historic Charmer | Spacious | Off Street Parking

2200 sf, beautiful two-bedroom apartment located on the second floor of an 1887 Queen Anne Victorian Home. Private staircase, entrance, and deck with amazing views of the Ohio River and Emsworth Lock and Dam. Only 6 miles from Heinz Field and PNC Park and 15 miles from Pittsburgh International Airport. One block from public transportation. The house is on a large lot with flower and vegetable gardens, fruit trees, and an oak tree that is one of the largest in the area.

Aug 21 – 28

G$23,208 GYD per night

Cabin in Pittsburgh

4.92 out of 5 average rating, 127 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.

Mar 8 – 15

G$32,285 GYD per night

Apartment in Pittsburgh

4.97 out of 5 average rating, 378 reviews

Modern Love Apartment - Heart of Lawrenceville!

This private apartment (with it's own entrance) is on the lowest level of our house. It is walking distance to the best of lively Lawrenceville. It is centrally located in Pittsburgh and close to downtown, the universities and the stadiums. We are right off of Butler Street which is where the shops and restaurants are located. There is free street parking directly in front of the house. Dozens of restaurants and shops are just a short walk away.

Aug 24 – 31

G$27,095 GYD per night

Home in Pittsburgh

4.88 out of 5 average rating, 422 reviews

PRIVATE MINI STUDIO (D2)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Aug 23 – 30

G$20,354 GYD per night

Home in Pittsburgh

4.92 out of 5 average rating, 228 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)

Jun 24 – Jul 1

G$33,244 GYD per night

Apartment in Pittsburgh

4.86 out of 5 average rating, 267 reviews

Apt 11 Bloomfield/ Lawrenceville private mini 1 br

This Mini 1 bedroom is a clean, cool place to stay. Located in one of the best spots for work or play. Freshly remodeled & Fully furnished with queen bed, full bathroom, smart HDTV, free wifi, cable. Place is close to the city center, art and culture, nightlife, public transport and parks. You would love the location, the coziness. The apartment has a mini-fridge and microwave but does not have an oven nor a cooktop.

Jun 12 – 19

G$21,871 GYD per night

Guest suite in Pittsburgh

4.98 out of 5 average rating, 233 reviews

Large victorian 3rd flr apt in walkable eastend

An entire third floor apartment of a historic Colonial Revival house. 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.

Apr 13 – 20

G$31,219 GYD per night

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Popular amenities for Wilkinsburg family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Pittsburgh

4.91 out of 5 average rating, 143 reviews

My Favorite Sunny Bunny Eco Luxe Stay (Blue)

Jun 30 – Jul 7

G$108,220 GYD per night

Guest suite in Pittsburgh

4.84 out of 5 average rating, 206 reviews

Entire private floor (giant Jacuzzi with shower!)

Jun 5 – 12

G$25,486 GYD per night

Bungalow in Oakmont

4.96 out of 5 average rating, 53 reviews

Oakmont home with private hot tub

Oct 21 – 28

G$56,369 GYD per night

Home in Pittsburgh

5.0 out of 5 average rating, 10 reviews

Luxe Shadyside Spa + Parking + 5 Beds + Zen Garden

Apr 1 – 8

G$81,346 GYD per night

Bungalow in Oakmont

4.98 out of 5 average rating, 64 reviews

Oakmont Home with Hot Tub

Oct 21 – 28

G$42,058 GYD per night

Home in Pittsburgh

5.0 out of 5 average rating, 18 reviews

Luxe Shadyside Victorian★Central★ Park free★8 beds

Nov 5 – 12

G$147,054 GYD per night

Home in Pittsburgh

4.88 out of 5 average rating, 73 reviews

Sunny Bunny Eco Luxe Art & Wellness House (Green)

Feb 16 – 23

G$125,472 GYD per night

Family- and pet-friendly home rentals

Apartment in Pittsburgh

4.87 out of 5 average rating, 281 reviews

Cozy + Modern apartment near the city!

May 28 – Jun 4

G$21,936 GYD per night

Home in Monroeville

4.84 out of 5 average rating, 141 reviews

Mayberry Escape

Apr 10 – 17

G$67,538 GYD per night

Townhouse in Pittsburgh

4.93 out of 5 average rating, 320 reviews

Charming Home • Vibrant Neighborhood

Oct 30 – Nov 6

G$49,518 GYD per night

Tiny home in Mount Pleasant

4.97 out of 5 average rating, 259 reviews

Tiny House - Big Farm Adventure near Pittsburgh

Jan 6 – 13

G$25,393 GYD per night

Home in Pittsburgh

5.0 out of 5 average rating, 209 reviews

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

Aug 28 – Sep 4

G$125,495 GYD per night

Townhouse in Pittsburgh

4.88 out of 5 average rating, 99 reviews

Modern/Industrial Townhouse in Lawrenceville

Aug 31 – Sep 7

G$19,519 GYD per night

Home in Pittsburgh

4.91 out of 5 average rating, 11 reviews

House 3bed Free Parking Walk to Bars & Shops

Jul 9 – 16

G$54,881 GYD per night

Home in Sarver

4.93 out of 5 average rating, 60 reviews

Stoney Creek

Nov 25 – Dec 2

G$55,059 GYD per night

Family-friendly home rentals with Wifi

Home in Pittsburgh

4.82 out of 5 average rating, 129 reviews

New remodeled Modern 2BR suite for 4

May 18 – 25

G$26,903 GYD per night

Apartment in Pittsburgh

4.93 out of 5 average rating, 331 reviews

Delightful Artsy & Private Apartment, East End PGH

Aug 2 – 9

G$24,805 GYD per night

Home in Pittsburgh

4.98 out of 5 average rating, 180 reviews

PBR - Pittsburgh Bloomfield Rowhouse

Oct 26 – Nov 2

G$35,639 GYD per night

Home in Munhall

4.8 out of 5 average rating, 218 reviews

Beautiful 3 Bedroom Home Cozy Front and Back Porch

Jul 11 – 18

G$33,364 GYD per night

Apartment in Pittsburgh

4.86 out of 5 average rating, 646 reviews

South Side Flats - Central to everything!

Feb 21 – 28

G$18,703 GYD per night

Townhouse in Pittsburgh

4.81 out of 5 average rating, 181 reviews

2BR home in very hip neighborhood

Dec 25 – Jan 1

G$25,971 GYD per night

Home in Pittsburgh

4.97 out of 5 average rating, 154 reviews

Luxe Home★ Amazing Yard★ Firepit★ 2 Rooftop Decks

Oct 12 – 19

G$181,930 GYD per night

Apartment in Pittsburgh

4.83 out of 5 average rating, 485 reviews

Renovated top floor unit! Close to downtown!

Nov 6 – 13

G$16,670 GYD per night

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

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
480 reviews
Nightly prices starting at
G$4,180 GYD before taxes and fees

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