Holiday rentals with a pool in Pittsburgh

Find and book unique homes with a pool on Airbnb

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Popular amenities for Pittsburgh rentals with a pool

House rentals with a pool

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5 out of 5 average rating, 4 reviews

Beautiful New Southwind Listing! Hot Tub!

ShelbyRating, 5 stars3 weeks ago
I stayed at Juliann's Southwind condo at Seven Springs with 12 people (grandparents, parents, and 18-20 year old children) for a ski weekend in January 2025. The garage has lots of room for 8-10 people to get into ski gear and head out to the slopes. The garage space heater got us all warmed up as soon as we came in from the slopes and hung up our snow gear too! The kitchen had plenty of cookware for us to heat up a Clem's barbecue dinner each night. We had plenty of room at the dining table. Three bathrooms were plenty for our group. We used all 4 bedrooms and the fold out chairs in the basement area. The hot tub was used each night and the view of the trees covered in snow was picture perfect. Overall, an excellent condo for a big family group to enjoy Seven Springs Skiing! I would stay her again!
Superhost

Home

4.81 out of 5 average rating, 31 reviews

A Special Retreat! 5 Bedrooms 8 Beds

CherylRating, 5 stars1 month ago
We live in Florida and have family spread out through Pennsylvania so we decided to rent an AirBnB over the holidays so that we could spend Christmas together. The space was perfect for our family. The adults each had their own bedrooms and the kids slept here and there as kids like to do. The hostess put up a Christmas tree which was such a thoughtful surprise for us. The kitchen was a great space with plenty of room to cook and eat. We had plenty of coffee (thank you!) and snacks in a cute display. The location was perfect for us because we were mainly interested in spending time together and not going anywhere. It was very peaceful. This would also be a great place to spend time with family in the summer since it has a pool, play set, trampoline and fire pit and plenty of run around room for kids. We may just come back to enjoy that part of it more in warmer weather. I would stay here again in a heart beat.
Guest favourite

Home

5 out of 5 average rating, 34 reviews

Billy Boy Retreat - Cohosted by Stacy & Dave

JannatRating, 5 stars3 months ago
This is one of the best Airbnbs we have stayed in. Stacy and Dave have set such high standards. In addition to their beautiful home, what stood out was their attention to detail and how thoughtful they were about guest's needs and comfort. The house was very well equipped with everything essential and much more. We felt comfortable as soon as we walked into their home. They were responsive and very friendly. I look forward to going back soon again.

Home

4.36 out of 5 average rating, 28 reviews

Cheerful 4BR Chalet with Seasonal Pool, Hot Tub

DinhRating, 5 stars2 months ago
Scott’s place made us feel right at home! He was very responsive when we had questions. Great peaceful location and had all the amenities that we needed. I highly recommend.
Guest favourite

Home

4.92 out of 5 average rating, 12 reviews

Spacious House w/ Pool @Wexford

WendyRating, 5 stars1 week ago
The house was perfect for what we needed. Very spacious and room for everyone. Natasha was very quick to respond and communicated with clear answers.

Home

4.88 out of 5 average rating, 8 reviews

Retreat to the Laurel Highlands

DebbieRating, 5 stars1 month ago
My 3rd stay at Betty's place and the first time during winter weather. The electric fireplace was wonderful! Kept the room warm & toasty with the ambience of a true, glowing fireplace. Betty salted the sidewalk the night that it snowed so that it was not icy. Another great stay!

Home

4.75 out of 5 average rating, 88 reviews

Modern & spacious urban rental

MariaRating, 5 stars3 months ago
Loved the place! It’s everything the described on the post. However, the area that the Airbnb is on, it’s rundown and unsafe. Although I loved the place itself, I probably wouldn’t stay here again based on location. But again, I should have known going into it.

Home

4.5 out of 5 average rating, 6 reviews

Lake Front @ Edenton Retreat! Palace Theater

KevinRating, 5 stars4 months ago
Enjoyed our stay. We were greeted upon our arrival and even brought me a fishing pole! Unfortunately our schedule was daylight to dark and we didn’t get a chance to fish. Very private location and very peaceful. I’d stay here again.

Quick stats about holiday rentals with a pool in Pittsburgh

  • Total rentals

    50 properties

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

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