
Family-friendly holiday rentals in Washington County
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Top-rated family-friendly rentals in Washington County
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Popular amenities for Washington County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Infrared Sauna Peloton treadmills
Our stay at Sunny Bunny blue was truly exceptional. Andi was incredibly helpful and went out of her way to make us feel comfortable and pampered. From the moment we arrived, she made us feel completely at home. The jacuzzi , sauna and gym were amazing additions that made our stay even more enjoyable. The house was cozy and inviting, and anytime we had a question or a small issue, Andi took care of it right away with kindness and efficiency. We couldn’t have asked for a better experience. Highly recommended — we would absolutely love to return!

Luxe Shadyside Spa + Parking + 6 Beds + Zen Garden
Oh my goodness! Rick is so thoughtful! And super communicative! He provided incredibly detailed information about how to access the house and the parking. Additionally, he had so many thoughtful details in the house in the way of snacks and beautiful flowers. And while we didn’t take advantage of the extensive list of restaurants because of being in town for the holidays, it was really nice how much information he provided. It was a great location especially to our family in Squirrel Hill.

Luxe Shadyside Victorian★Central★ Park free★8 beds
Our stay was absolutely terrific! Rick was an incredibly attentive host, reaching out days before our arrival to make sure we were familiar with the entry system and had everything we needed for a smooth, stress-free start. We were welcomed with fresh flowers, a wonderful basket of snacks and a fantastic list of his favorite local spots, which we really appreciated. The home itself was spotless, beautifully maintained, and equipped with every modern amenity we could ask for. Rick checked in with us periodically to ensure we were comfortable and had everything we needed, without ever being intrusive. The location couldn’t have been better—nestled on a charming street in a lovely neighborhood, within easy walking distance to shops, restaurants, and essentials. It was a perfect home base for visiting the University of Pittsburgh and getting downtown quickly and easily. Highly recommend this stay—we would absolutely return!

hot tub fire pit Art & Wellness Retreat
This beautiful home exceeded expectations. We had three families of four (2 kids and 2 adults) and each had ample bedroom space and our own bathroom. Place was clean and fun/memorable -- with lots of bright artwork, games, and trinkets throughout. The common area was likewise spacious, with plenty of space across the family room and dining room. The entertainment system in the family room was modern and worked well. Finally, the location is great -- less than a 10 minute walk to CMU. Would definitely stay here again. Only minor issue was the two parking spaces we thought we would have per the listing were being used by occupants in a different rental property. However, the host dealt with this promptly -- offering her own driveway next door until the free weekend street parking came into effect.
Family- and pet-friendly home rentals

Gorgeous and large 2 bedroom apt./home near city
The driveway was nice to park in and living space was well kept. Great easy walking distance for lunch and dinner.

House 3bed Free Parking Walk to Bars & Shops
We had a great stay at Ryan’s place. Great location for everything we wanted to do in Southside, downtown and Mount Washington. We will definitely come back!

Shadyside 5th Avenue Bedroom, Pvt. Bath, Pkg.
Highly recommend this place! It’s in a great spot to get to all the cool place in shadyside. This is a very charming home. Elizabeth was such a sweet person to chat with during check in. She was very clear with what to expect and my stay felt more like staying with family.

Cozy + Modern apartment near the city!
Jaclyn's place was incredibly welcoming and very well kept. We loved the location because it was very close to Downtown Pittsburgh. Parking was super easy to find. There is a very cute coffee shop around the corder which we really enjoyed. Jaclyn's place was very clean, and very spacious, we felt right at home. We loved our time here and staying here was one of the highlights of out trip. We would definitely come back to Jaclyn's place the next time we visit Pittsburgh. I highly recommend.

Thoughtful, Furnished, Convenient in Squirrel Hill
This house was very comfortable. We were delighted with the box of fresh bakery items. On a previous trip we had tried to visit this bakery, but the line to get in was too long. There was a fresh blooming plant on the dining table. We enjoyed the front porch, and the proximity to the residence of our mother. The location, just off Murray Ave., is ideal. We found many interesting shops and restaurants. We well return to this rental on our many visits to Mother.

Squirrel Hill Elegant Bright House
Second time we stayed here. Great home, great host, great communication. Highly recommend!

Beechwood BNB
Rebecca’s place was a very comfortable and spacious living area. We were in and out a lot due to being there for a funeral and had no issues with parking or entering home. Kitchen was well stocked and linens were clean and abundant. We were able to walk to a restaurant and grocery store which was very convenient. It had a wonderful large front porch. Very satisfied overall with our stay!

Beautiful 3BR Home with Cozy Front & Back Porches!
We had a wonderful stay. Jenna was a superb host and she communicated very well. The house met the expectations and was very clean. Parking was a breeze and commute to Pittsburgh city was also easy. I would definitely return!
Family-friendly home rentals with Wi-Fi

Renovated 2BR Great Location - No Cleaning Fee
We stayed at Avi's listing in July 2024 while attending a 10-day yoga teacher training in Squirrel Hill. From the original booking and all of the way through our final day, Avi was responsive and helpful in our communications. The listing looks exactly as it does in the photos and there is free street parking. Walkable to many restaurants and parks in the surrounding area and a 15-20 minute drive from downtown Pittsburgh. We experienced a few issues during our stay that couldn't be immediately addressed by Avi and he very quickly found someone to help remedy the situation. The issues were not his fault, yet he made the situation right and offered exemplary customer service. I will definitely keep Avi's listing in mind for my future visits to Pittsburgh!

Lawrenceville modern 1 story
Christopher’s home in Lawrenceville was thoughtfully designed/furnished, and in such an ideal location. It’s only 20-ish minutes to the airport, super close to the Strip District, and right near the main drag of attractions on Butler Street in Lawrenceville. I was a little concerned about street parking, but it honestly never took more than 5-10 minutes at most to find a nearby spot, usually found one right away. Christopher was also very responsive, and was even kind enough to allow me a bit of a later checkout, which was much appreciated. This was a fantastic and comfortable visit - would be thrilled to book again next time I’m in Pittsburgh. Thank you, again, Christopher!

Urban Eclectic II, Private Room/Entrance/Bath
Gail was friendly & responsive and available to answer my questions. I came into town for a Steelers game and Gail’s place is about a 20 minute walk to the stadium. I’m glad I walked because I got to see all the tailgating along the way! There’s a great coffeeshop two minutes away; and my Ubers came quickly. There’s also an Aviary nearby that I wish I had more time to visit. Gail’s neighborhood is safe and the people in Pittsburgh are super friendly! 💛

Shadyside 2 Bedroom Apartment.
We have stayed with Ann and Mike a number of times and love coming back. They are kind, responsive and add wonderful touches - fruit, bagels, yogurt, juice, plants, and (a personal favorite) coffee to go cups - to name a few. They are wonderful hosts and we are glad to have a home away from home when we come to Pittsburgh.

The best place to stay in Pittsburgh by Downtown!
Great location to stay in Mount Washington. Super walkable to restaurants, bars, and the beautiful views of Mt. Washington. Older home but had everything we needed and comfortable beds. Great place to stay.

Southside adventure- 2 blocks from Carson
Good downtown location with lots to do. Parking limited but ok. House was ok for a couple of days.

Amazing Views- George Washington on Mt. Washington
Worth a stay! Apartment was very spacious and has all the necessities. One block to amazing overlook of downtown and the incline railcar to get to the bridge across the river, so about 15 minute walk to downtown. Nearby to coffee shops, convenience stores, brewery and other forms of food. Would stay again

2BR home in very hip neighborhood
Thank you for a lovely stay in a beautiful home.
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- PNC Park
- Seven Springs Mountain Resort
- Strip District
- Carnegie Mellon University
- Fallingwater
- Hidden Valley Resort
- Pittsburgh Zoo & PPG Aquarium
- Oakmont Country Club
- Ohiopyle State Park
- Phipps Conservatory and Botanical Gardens
- Point State Park
- Idlewild & SoakZone
- Oglebay Resort
- National Aviary
- Kennywood
- Schenley Park
- Carnegie Museum of Art
- Carnegie Science Center
- Bella Terra Vineyards
- Raccoon Creek State Park
- Boyce Park Ski Resort
- Senator John Heinz History Center
- Children's Museum of Pittsburgh
- Narcisi Winery
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