Family-friendly holiday rentals in Squirrel Hill
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Squirrel Hill
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Squirrel Hill family-friendly rentals
Family-friendly home rentals with a hot tub
Guest suite in Pittsburgh
4.84 out of 5 average rating, 206 reviewsEntire private floor (giant Jacuzzi with shower!)
23–30 Jul
Bungalow in Oakmont
4.98 out of 5 average rating, 64 reviewsOakmont Home with Hot Tub
20–27 Oct
Home in Pittsburgh
5.0 out of 5 average rating, 10 reviewsLuxe Shadyside Spa + Parking + 5 Beds + Zen Garden
25 May – 1 Jun
Bungalow in Oakmont
4.96 out of 5 average rating, 53 reviewsOakmont home with private hot tub
22–29 Oct
Home in Pittsburgh
5.0 out of 5 average rating, 18 reviewsLuxe Shadyside Victorian★Central★ Park free★8 beds
10–17 Aug
Home in Squirrel Hill North
4.88 out of 5 average rating, 74 reviewsSunny Bunny Eco Luxe Art & Wellness House (Green)
10–17 Dec
Family- and pet-friendly home rentals
Apartment in Pittsburgh
4.87 out of 5 average rating, 281 reviewsCozy + Modern apartment near the city!
28 May – 4 Jun
Apartment in Pittsburgh
4.95 out of 5 average rating, 242 reviewsThe Pittsburgh Suite *Free Parking, 10mins-DWNTWN
25 Feb – 4 Mar
Cabin in Pittsburgh
4.92 out of 5 average rating, 127 reviewsCabin in Pittsburgh. 20 minutes to Pittsburgh
28 Aug – 4 Sep
Home in Monroeville
4.84 out of 5 average rating, 141 reviewsMayberry Escape
11–18 Apr
Townhouse in Pittsburgh
4.93 out of 5 average rating, 320 reviewsCharming Home • Vibrant Neighborhood
7–14 Sep
Home in Pittsburgh
5.0 out of 5 average rating, 209 reviewsHigh-End South Side 4 Bedroom House, sleeps 15!
28 Oct – 4 Nov
Home in Pittsburgh
4.91 out of 5 average rating, 11 reviewsHouse 3bed Free Parking Walk to Bars & Shops
16–23 Sep
Townhouse in Pittsburgh
4.75 out of 5 average rating, 305 reviewsRooftop Tranquility! 2-Car Garage! Sleeps 2-12!
6–13 Sep
Family-friendly home rentals with Wi-Fi
Apartment in Pittsburgh
4.81 out of 5 average rating, 270 reviewsApt 7 Bloomfield/Lawrenceville private mini studio
9–16 Jul
Home in Bloomfield
4.92 out of 5 average rating, 228 reviewsCozy home in "Little Italy"
23–30 Jun
Apartment in Pittsburgh
4.86 out of 5 average rating, 647 reviewsSouth Side Flats - Central to everything!
23–30 Mar
Home in Pittsburgh
4.97 out of 5 average rating, 154 reviewsLuxe Home★ Amazing Yard★ Firepit★ 2 Rooftop Decks
26 Mar – 2 Apr
Cottage in Glenshaw
4.93 out of 5 average rating, 389 reviewsGlenshaw Guesthouse
23–30 Jul
Apartment in Pittsburgh
4.92 out of 5 average rating, 410 reviewsHistoric Charmer | Spacious | Off Street Parking
21–28 Aug
Apartment in Pittsburgh
4.98 out of 5 average rating, 332 reviews☆"Million Dollar View at a Terrific Price!" ☆
10–17 Jun
Townhouse in Pittsburgh
4.81 out of 5 average rating, 181 reviews2BR home in very hip neighborhood
19–26 Apr
Destinations to explore
- Pittsburgh Holiday rentals
- Akron Holiday rentals
- Morgantown Holiday rentals
- Seven Springs Holiday rentals
- Allegheny National Forest Holiday rentals
- Cuyahoga Falls Holiday rentals
- Youngstown Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- London Holiday rentals
- Mississauga Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Deep Creek Lake
- Family-friendly rentals Pittsburgh
- Family-friendly rentals Pittsburgh
- Family-friendly rentals Pennsylvania
- House rentals Squirrel Hill
- Rentals with a fireplace Squirrel Hill
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- Apartment rentals Squirrel Hill
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- Rentals with breakfast Squirrel Hill
- Rentals with a washing machine and dryer Squirrel Hill
- Family-friendly rentals Downtown
- Family-friendly rentals Allegheny County
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