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

Home in Parkesburg
4.93 out of 5 average rating, 43 reviewsHome near Parkesburg, Pool, 3 BR
CollenRating, 5 stars1 week ago
It was a hidden gem with quiet surroundings, fun family friendly activities that aren’t too far. Will definitely be rebooking soon to utilize the pool.
Superhost

Home in Parkesburg
4.77 out of 5 average rating, 13 reviewsCozy 4BR Parkesburg Home with Pool & Sunroom
MaryRating, 5 stars1 month ago
This house is in a quiet neighborhood, and accomodated our family very well while we were visiting the area. The house is older, but everything was clean and tidy!
Top guest favorite

Home in Palmyra
4.97 out of 5 average rating, 29 reviewsModern Pool-Side Paradise
SamanthaRating, 5 stars2 months ago
The neighborhood was straight out of a Hallmark movie with the snow! Close to Hershey, groceries, and restaurants. Everything was clean and cozy! Tim was a great host!
Guest favorite

Home in Mechanicsburg
5 out of 5 average rating, 8 reviewsThe Old House 4Bed/3Bath (Whole House)
TonyaRating, 5 stars5 months ago
We had a great stay at the historic home in Mechanicsburg. Great location- awesome home.
Guest favorite

Home in Pequea
5 out of 5 average rating, 6 reviewsWaters Edge 16 Guests
DottieRating, 5 stars4 months ago
Being a realtor and my husband an architectural designer our standards are high...this home exceeded our expectation. The floor plan was wonderful for a larger family like ours. Furnishings were well thought out for smaller children including the easy to use baby gates. Adequate space inside and out for plenty of fun for both adults and little ones. Of note, we had 6 children 7 y/o and below. View was spectacular. While you do sometimes see the train and always hear the train it did not take away from our ability to enjoy this airbnb and honestly for the most part it was a delight to the kids. Our family all being in the profession of real estate appreciated the overall construction of this home, definitely built with quality items and appears no expense was spared to allow for a very enjoyable vacation home.
Guest favorite

Home in Mechanicsburg
4.88 out of 5 average rating, 76 reviewsPOOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
KimRating, 5 stars1 month ago
The perfect place for a large group! The bedrooms are big, the kitchen wonderfully stocked, plenty of room for everyone to socialize. We were there for a wedding and had the bride and groom and family in and out throughout our stay. The pool area is beautiful and we were wishing it was summer and not February! We got to spend a day outside playing cornhole and enjoying the area! Just a few minutes from restaurants and breweries and a 15 minute drive to the wedding venue it was the perfect location! Brooks was very communicative and responsive. We would definitely go there again if the need arises!
Guest favorite

Home in Dauphin
4.92 out of 5 average rating, 38 reviewsRiverview Lodge
AlanRating, 5 stars3 months ago
Absolutely beautiful view of the river from the living room windows and backyard. Amazing place for a weekend stay with kids. My friends and I loved it, and the kids had plenty to do inside and out. Would highly recommend this home to others and hope to stay here again soon!
Top guest favorite

Home in Bird in Hand
5 out of 5 average rating, 21 reviewsMeadowview Cottage (with pool)
LindsayRating, 5 stars1 month ago
Beautiful home in a quiet area. We had a very pleasant stay!
Condo rentals with a pool

Condo in Hershey
5 out of 5 average rating, 6 reviews2 Bedrooms, 2 Bath Suites at Hershey Resort Lux
KevinRating, 5 stars29 months ago
Great place to stay. We will be coming back!
Superhost

Condo in Hershey
5 out of 5 average rating, 3 reviewsHershey 2BR Resort Villa nearby Hershey Park
JeffRating, 5 stars18 months ago
I have stayed here in the past- great location and never disappoints.
Quick stats about vacation rentals with a pool in Hershey
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
460 reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
Destinations to explore
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- South Jersey Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Hudson Valley Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Kid-friendly rentals Hershey
- Condo rentals Hershey
- House rentals Hershey
- Pet-friendly rentals Hershey
- Rentals with a washer and dryer Hershey
- Cabin rentals Hershey
- Rentals with a fire pit Hershey
- Rentals with a hot tub Hershey
- Rentals with a fireplace Hershey
- Apartment rentals Hershey
- Family-friendly rentals Hershey
- Rentals with a patio Hershey
- Rentals with outdoor seating Hershey
- Cottage rentals Hershey
- Fitness-friendly rentals Hershey
- Rentals with pools Dauphin County
- Rentals with pools Pennsylvania
- Rentals with pools United States
- 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
- Hersheypark
- Roundtop Mountain Resort
- Knoebels Amusement Resort
- Dutch Wonderland
- The Links at Gettysburg
- French Creek State Park
- Codorus State Park
- Hershey's Chocolate World
- Pine Grove Furnace State Park
- Adventure Sports In Hershey
- Gifford Pinchot State Park
- Lancaster Country Club
- Cullari Vineyards & Winery Tasting Room
- SpringGate Vineyard