Vacation rentals with a pool in Chester County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Chester County rentals with a pool

House rentals with a pool

Guest favorite
A two-story home is showcased with a charming facade, featuring brick and siding. A wooden deck is visible on the left side, while large windows brighten the front of the house. The well-maintained yard features grass and landscaping near the entrance.
Home in Parkesburg
4.92 out of 5 average rating, 52 reviews

Quiet Country Home in Parkesburg, In Ground Pool

VictoriaRating, 5 stars1 week ago
We had such a relaxing weekend with our children at Kathryn’s. The house was very clean as well as the pool. We loved watching the cows graze in the morning as we had our coffee. Located on a very quiet street but close enough to all of the Lancaster attractions. We definitely look forward to visiting again!
Guest favorite
Home in Garnet Valley
5 out of 5 average rating, 23 reviews

FIFA! Kings Mill Wedding! July11-17 Discount Ask

PeterRating, 5 stars1 month ago
Our family had a wonderful stay at Jeneene's home. Jeneene was exceptionally communicative, responsive and thoughtful, including leaving a sweet congratulatory note to our daughter (who was graduating), providing local recommendations specific to our needs, and allowing us late check out. The property was exactly as described and was warm and welcoming. Thank you Jeneene for sharing your home!
Guest favorite
Home in Parkesburg
4.82 out of 5 average rating, 17 reviews

Cozy 4BR Parkesburg Home with Pool & Sunroom

KaraRating, 5 stars1 week ago
Our family of 7, ranging in age from 62-6, had a blast! The pool was perfect for evening entertainment while cooking on the grill. The bedroom layout was great as we have family member that doesn’t do stairs well. Even if upstairs the number of stairs is minimum. We visited Dutch Wonderland and would stay here again for our next trip up! It had more than expected including pool towels and shampoo and conditioner in the 2 full baths. It also had laundry detergent. Thank you! It was a wonderful place!
Superhost
An in-ground pool is surrounded by a paved patio, featuring a blue slide at one end. Lush greenery provides a serene backdrop, while a fence outlines the pool area. The sky is partly cloudy, adding natural light to the scene.
Home in Paradise
4.73 out of 5 average rating, 26 reviews

Family home with Pool, Hot-tub & Pickleball court!

JoseRating, 5 stars1 month ago
Older home (probably 70 years old) needing handyman work in various areas. Rooms lack latches except one and it is faulty. Lacks privacy. One knob came out. All rooms upstairs so a bit tough for older seniors as all luggage and bags need to be hauled up. Will email owner whom we met with his family with suggestions for improvements. Back yard with pool, jacuzzi and pickle ball was wonderful. Just that was worth the price. Great new kitchen. Ample and comfortable living and dining space. Would rent again. Thanks Ivan and Crystal.
Superhost
An open and airy living space showcases a dining area with a wooden table surrounded by white chairs. Natural light pours through large windows, illuminating the polished wood floors. A sectional couch is positioned in the corner, while the kitchen and other areas are visible in the background.
Home in Coatesville
4.85 out of 5 average rating, 95 reviews

Peaceful Retreat Great Outdoor Space With Pool

TiffanyRating, 5 stars1 week ago
Ruth was a great host. The location was safe and the house was just as described. The one bed does have a trundle, making it tight quarters, but it worked for us. We needed help with the grill and her husband came right over to assist. Definitely one of the better houses we have stayed in!
Top guest favorite
A serene backyard scene showcases a swimming pool surrounded by a landscaped yard. Two individuals are seated in woven chairs near the pool, with a small table between them. The brick house with multiple windows and a balcony is visible in the background, framed by trees.
Home in Newtown Square
5 out of 5 average rating, 13 reviews

New Pristine Suburban Escape

GlenRating, 5 stars5 months ago
This place was amazing to stay at! We loved the huge kitchen and there was plenty of space for our family of five. Our kids had a great time running around the big backyard and we went on several walks around the local neighbourhood, which was very picturesque and peaceful. What a lovely place to visit!
Top guest favorite
A backyard swimming pool is surrounded by lush greenery and trees. Lounge chairs are placed on the wooden deck, with a gentle slope leading to a landscaped area featuring rocks and plants. The sky displays hues of pink and orange, indicating sunset.
Home in Berwyn
5 out of 5 average rating, 29 reviews

Fun for 8

ChristiRating, 5 stars1 day ago
Pauline’s place was amazing , our family and friends stayed for a lacrosse tournament and we got to enjoy the pool / beautiful outdoor space & AC / game room inside on a hot weekend. Every time we had a question they were quick to respond. We hope to return soon, perfect for a weekend get away.
Top guest favorite
The exterior of a renovated farmhouse is showcased, featuring a combination of stone and siding. A welcoming porch is adorned with rocking chairs, and a landscaped path leads to the front door. Surrounding fields create a serene rural backdrop.
Home in Quarryville
5 out of 5 average rating, 23 reviews

Modern Farmhouse: Pool, Hot Tub & Pickleball

PamelaRating, 5 stars4 days ago
This home is off the charts in every way. Our family of ten enjoyed every aspect of the property. From the game room, to the wonderful kitchen, to the outside pool and hot tub....everything was top notch. Kris is a wonderful host, and she and her family have gone above and beyond in every way. The beds, oh the comfortable beds!

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