
Holiday rentals with a pool in Pittsburgh
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pittsburgh
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pittsburgh rentals with a pool
House rentals with a pool

Home
5 out of 5 average rating, 4 reviewsBeautiful 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 reviewsA 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 reviewsBilly 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 reviewsCheerful 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 reviewsSpacious 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 reviewsRetreat 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 reviewsModern & 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 reviewsLake 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
Destinations to explore
- Northeast Ohio Holiday rentals
- Deep Creek Lake Holiday rentals
- Laurel Highlands Holiday rentals
- Western Maryland Holiday rentals
- Cuyahoga River Holiday rentals
- Akron Holiday rentals
- Washington Holiday rentals
- Pocono Mountains Holiday rentals
- Philadelphia Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Rentals with pools United States
- Rentals with pools Pennsylvania
- Mansion rentals Pittsburgh
- Monthly Rentals Pittsburgh
- Rentals with outdoor seating Pittsburgh
- Family-friendly rentals Pittsburgh
- Rentals with a sauna Pittsburgh
- Flat rentals Pittsburgh
- Rentals with a hot tub Pittsburgh
- Private suite rentals Pittsburgh
- Townhouse rentals Pittsburgh
- Rentals with a fireplace Pittsburgh
- Fitness-friendly rentals Pittsburgh
- Rentals with a washing machine and dryer Pittsburgh
- Rentals with an EV charger Pittsburgh
- Smoking-friendly rentals Pittsburgh
- Waterfront rentals Pittsburgh
- Rentals with breakfast Pittsburgh
- Apartment rentals Pittsburgh
- Family-friendly rentals Pittsburgh
- Rentals with a patio Pittsburgh
- Pet-friendly rentals Pittsburgh
- Rentals with a firepit Pittsburgh
- House rentals Pittsburgh
- Rentals with pools Northeast Ohio
- Rentals with pools Deep Creek Lake
- Rentals with pools Allegheny River
- Rentals with pools Allegheny County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States
- Art and culture United States
- Food and drink United States
- Things to do Pennsylvania
- Art and culture Pennsylvania
- Entertainment Pennsylvania
- Food and drink Pennsylvania
- Things to do Allegheny County
- Things to do Pittsburgh