A fabulous tourist destination in the Keystone State, Hershey is definitely worth a visit. Billing itself as “The Sweetest Place on Earth,” it is home to The Hershey Story Museum where you will be overwhelmed with all things chocolate, including Milton S. Hershey’s exhibits and a chocolate lab - a paradise for children. A visit to the museum will not be complete without sampling the decadent pastries at Lisa’s Cafe. If you are looking for more action, you can plan a day at Hersheypark, filled with thrilling rides, a water park, and a zoo. Is relaxation your top priority for your trip? An appointment at The Spa At The Hotel Hershey, also called The Chocolate Spa, might pique your interest. Have you chosen a relaxing accommodation for your holiday? If not, we can help you find one. Browse through this list of the best Airbnbs with pool in Hershey, Pennsylvania.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on May 31, 2024.
1. Luxury villa near Hershey's Chocolate World (from USD 300)
If you’re looking for fabulous accommodation near Hershey’s Chocolate World, you might consider staying in this luxurious two-bedroom suite near the outlet mall. The property showcases a visually pleasing interior design with Earth-toned finishes. Convenient in-house amenities, including a kitchen, a fireplace, and WiFi, are available. More so, shared amenities are accessible to vacationers, too.
Feel free to stretch at the gym or swim in the indoor pool in your leisure time. The pool is sunny and heated and features furniture, so you can relax after a swim.
Top guest reviews
Amenities & Room:
we celebrated my son's 4th birthday and had plenty of room for the 5 of ushaving a small kitchen and living room is so nice when traveling with kidsCleanliness:
it was clean and spaciousupdated and cleanoverall a clean and great space for our familythis place was clean and everyone was friendly and courteousgreat location updated and clean facilities and amenitiesHost:
the front desk staff were unbelievably nicejane was a wonderful host and attentive to our questionsRead more reviewsLocation:
location was terrific for hershey parkperfect location walk across to outlet mall or 4 minute drive to hershey parkreally great place to stay and a 5 minute drive from hershey parkwhat a great place to staya beautiful place to stay
Nearby Airbnbs with pool
2. Beautiful home with country scenery (from USD 299)
Meticulous guests are in love with this Airbnb’s modern and clean interior design, characterized by bright furnishings, wooden flooring, and neutral-colored fittings. The kitchen with wooded countertops and stainless-steel appliances will surely delight the chef of the group, and the internet will thrill the workaholics. There’s a dedicated workspace, too.
Step onto the yard, and there you’ll find a seasonal pool waiting for you (accessible from Memorial Day to Labor Day). Since there is no lifeguard to man the facility, parents are responsible for their kids playing in the private outdoor pool. The management will not take responsibility for any accident caused by negligence. If you’re having a guest over, be sure to ask prior permission. Events and parties are not allowed in the house or the pool area.
Top guest reviews
Cleanliness:
very clean and organizedthe entire house was clean and gorgeous and smelled greateverything was great the place was clean and in orderthe house was clean comfortable modern and very freshly redoneclean very spacious and all appliances you should need for a getawayHost:
our hosts were awesomethe host and super host were very cooperative and responding to our enquiriesthe hosts are very responsivegreat host with a great housekayla is very communicative and a perfect host would highly recommendRead more reviewsLocation:
the location was great- delicious local breakfast and a 15 minute drive to downtown lancaster for dinnerlocation of the house is great as wellkayla's place was perfect for our last minute weekend awaylocation was great and lockbox made life so much easier for an easy arrival and departureexactly what we needed i wish my house was as nice as this place
3. Family-friendly retreat with a gorgeous kitchen (from USD 495)
This Airbnb vacation rental has all the makings of an ideal family getaway home. It is well-appointed and equipped with cozy bedrooms, bathrooms, and a kitchen with stainless-steel appliances - a mecca for culinary enthusiasts. Since WiFi is available, work-from-home guests can stay productive. For added entertainment, a Netflix-ready TV is at your disposal.
The best part? The property features a seasonal outdoor pool, which guests can enjoy exclusively throughout their stay. It is open between April and September. The saltwater playground showcases a diving board and an alfresco dining area. Note that the pool is not heated.
Top guest reviews
Amenities & Room:
we had a great stay -huge tvs and the beds were so cozyCleanliness:
clean and well prepared for ushouse was clean and on a quiet street which was pleasantit was very clean huge and the pictures does no justicewe enjoyed our stay the house was very clean and beautifulother than that the place was clean and well kept and about 10 minutes away from hershey's parkHost:
not much for blankets and towels-we purchased some extra:) the host was very nice and communicativegreat communication with the hostRead more reviewsLocation:
great house only 15 minutes away from hershey parkgreat location and great valuethis place was gorgeous and very close to all the attractionsgreat place to stay close to hershey with an owner who’s very responsivenice house and area to stay in if you are trying to visit hershey park
4. Refurbished apartment for two (from USD 105)
Past guests loved their stay in this cozy remodeled apartment with marine-inspired accents and a welcoming atmosphere. It has a queen-size bed, perfect for couples, and WiFi to keep you connected to the rest of the world. The air-conditioned abode also houses a kitchenette with coffee-making essentials and utensils.
Outside, you’ll find a fenced free-form pool where you can refresh during warm days. A picnic table with chairs can be found parallel to the private pool should you desire to just chill poolside.
Top guest reviews
Amenities & Room:
the place was super cozy and the snacks were a great treat for two hungry after concert peopleCleanliness:
very clean and modernit was very clean and comfythe place was clean comfy and cozyalso the place was super cleanthe apartment was clean spacious and comfortableHost:
she was attentive and welcomingfriendly host and pooch to bootvery kind and accommodating hostssue was such an amazing host right down to the little touches we felt so at homeplus a caring and responsive host who will check in daily to make sure you are goodRead more reviewsLocation:
situated very close to major hershey attractionsthe location is great and it is near a lot of attractionsgreat place to stay close to hershey without being right in the cityperfect to get to the parkclose to hershey park and some great restaurants
5. Guest suite with lovely amenities (from USD 249)
This self-catering suite features a laid-back design that gives a cool and cozy atmosphere. It is equipped with air-conditioning, a kitchen, and an ensuite bath. For entertainment, there’s a Smart TV and WiFi. From 7 am to 11 pm, you may have fun in the outdoor pool. Since the pool is not heated, it is only seasonally available between Memorial Day and Labor Day. It features a 2-3 ft (0.6 to 0.9 m) shallow end and a 10 ft (3 m) deep end. You may use available floaters and umbrellas. Diving is prohibited to prevent accidents.
As per house rules, only paying guests can take advantage of the swimming facility. Breaking this rule is not an option.
Top guest reviews
Amenities & Room:
carol’s pool house was very quaint yet still managed to have plenty of nice amenitiesthey have thought about pretty much everything you need here coffee shower soaps and shampoos etchuge pool all to yourselfthis is a great spot if all you want to do is relax by the pool and chillwe spent most of our time in the pool but enjoyed the outdoor space and pool house equallyCleanliness:
very clean and relaxingexceptionally clean and welcomingcozy and clean poolhousethe pool house is as advertised and very cleanit was spotless bright and charmingHost:
carol is a wonderful host and very quick to respond to any questionscarol was thoughtful and a great hostthe host provided extras and was super responsive and kindexcellent carol and family are great hostswe really enjoyed our stay carol was an amazing host and she was very accommodatingRead more reviewsLocation:
very close to attractionslocation is great- quiet but close to restaurants and shopsthe location is great- just a 10-12 minute ride from downtown lancastergreat location a quick drive to everything we had planned for the weekendbeautifully decorated and location was peaceful but close to amenities
6. Blue Mountain Bungalow
If peace and quiet are your top priorities, Blue Mountain Bungalow will suit you well. This classy abode nestles in a wooded setting near a lake. From scenic walks to kayaks on the water, exciting outdoor activities can be enjoyed here. You can also simply chill on the deck on lazy afternoons and indulge in bonfires at night. Resort-inspired amenities are in store for guests here, too.
You can expect a year-round hot tub and a seasonal above-ground outdoor pool. A ladder and a deck can help you climb the swimming facility with lush greens for a backdrop. The private pool can be accessed day and night - 24 hours round the clock. Note that food and beverages are not allowed in the pool.
Fredericksburg, Pennsylvania, United StatesSuperhostAccommodates: 8
Top guest reviews
Amenities & Room:
ours loved the bunk room and woke up to head straight for the air hockey tableCleanliness:
super comfortable clean and homeygreat accommodations nice place clean multiple great amenitiesHost:
the host left out complimentary treats which were delicious and thoughtfulRead more reviewsLocation:
the location was beautiful and peaceful and the house was perfectly cozyvery nice place for the weekend
7. Stylish country home with Netflix access (from USD 449)
Do you require a swimming pool for your next Pennsylvania holiday? Check out this freshly renovated retreat with a classy country charm and a saltwater outdoor pool where you can make lasting memories with your kids. Be sure to arrange your stay from May to September, as the facility is only seasonally open. The pool area is gated, and there are sun loungers where you can relax while reading a book and watching over the kids.
At the end of the day, you can all gather indoors and watch Netflix shows.
Top guest reviews
Amenities & Room:
a retro ranch house with clever design and great amenities (the pool )very cozy place looks exactly like the listing showsCleanliness:
very clean relaxing and privatethe house was spotless and very charmingthe communication was easy and quick the house was big and cleanHost:
christopher and claudia were wonderful hostschristopher and claudia were wonderful hostschristopher and claudia were so responsivehosts were also very nice and caring throughout our whole weekendthe decor of the home was lovely and the hosts were extremely responsiveRead more reviewsLocation:
beautiful spacious 3br within easy walking distance of the cute downtowngreat location on a beautiful piece of landbeautiful house in a quiet and tranquil neighborhoodthis is a tranquil beautiful placewe really wanted to love this place with a few changes it'd be amazing
8. Lovely guesthouse with an impressive backyard (from USD 474)
This private retreat affords guests the comforts of home and the delight of resort living. It features a tastefully furnished abode with complete conveniences, including a kitchen with high-end appliances, an open-plan living and dining area with a Smart TV, and internet.
The highlight is the swimming pool laid out in the fenced backyard. Two fountains, a basketball ring, floaters, and vibrant blooms adorn the in-ground pool. You can also find a pool house, a deck, and an outdoor kitchen. The pool is only seasonally open between March and October, so if this is your top priority, be sure to plan accordingly. Adult supervision is always necessary when kids are using the facility. Diving and use of glassware are not allowed. During seasons when the pool is non-operational, guests can not enjoy all the backyard features at all.
Top guest reviews
Amenities & Room:
would like to come here again during warmer months to try out pool areaCleanliness:
the house was clean and spaciousthe house was very clean and had plenty of spacethe house is clean nicely decorated and recently renovatedbeds were comfy and the house was clean and homeyit was very clean and was equipped with everything we needed and moreHost:
host was responsive and helpfulhost was very easy to communicate withhosts were very nice and responsivethe hosts went out of their way to make this a holiday our family would not forgetgreat place for a family group clean well appointed and the host was wonderful to work withRead more reviewsLocation:
excellent home in great location
9. Upscale retreat with an abundance of entertainment facilities
This lovely property in Myerstown can make you fall in love with nature. The idyllic setting adorned with lush greens is enough to get you hooked. You’ll find a catch-and-release pond on the premises, which is also perfect for water sports. Kayaks will be provided for your enjoyment. Additionally, there’s a deck with alfresco dining and a hot tub. Bonfires at night are a possibility, too.
One of the most prized possessions of this Airbnb is the seasonal infinity pool, which measures 4 ft (1.2 m) in depth on the outer corners and 5 ft (1.5 m) in the middle. It can be heated for an additional fee. The 24-hour facility is open between June and October. Pool towels will be ready for you, so you don’t have to bring your own. Always supervise the kids, as the management will not take any responsibility for accidents.
Damage to the pool will be shouldered by the guests, too.
Myerstown, Pennsylvania, United StatesSuperhostAccommodates: 12
Top guest reviews
Cleanliness:
overall clean and well keptHost:
the owners were very responsive and eager to make sure our stay was a positive oneRead more reviewsLocation:
it was a great experience nice quiet locationperfect place to relax with family and friends
10. Findley Farm View Cottage (from USD 315)
Findley Farm View Cottage is a beautiful home with shabby chic decor and a quintessential charm. Three bedrooms, a private bathroom with a bathtub, and a beautiful rustic dining set are laid out inside. In the living space, a wide-screen TV is set for guests’ use. But the property’s best entertainment feature remains the outdoor pool overlooking serene country views. The facility is fenced and features a splash pad. An alfresco dining area sits next to the private pool - handy during cookouts.
Note that the saltwater pool is only available during the summer months.
Top guest reviews
Amenities & Room:
super comfortable and has a great view of a farm across the streethoping to go back in the warner months to enjoy the lively pool in the backyardour family was comfortable plenty of room for 4 adults and 2 kidsthe pool was fantastic and we had great fun swimming in there for hoursthe pool was the highlight of our week long tripCleanliness:
lovely clean and charming househouse was great very clean and we'll kepteverything was clean and the house was cozyabigail’s house was very clean and comfysuper clean updated house great poolHost:
she was quick to respond and very kindabigail is such a great hostabigail was very responsive to any questions that we hadyou can see the owner put effort into making it a comfy and welcoming place to stayi would one hundred percent stay at abigail’s house again she was wonderful and responsiveRead more reviewsLocation:
the location was so perfectwe toured the amish village which is a very enjoyable short car ride from abigail’s placethis was a perfect place close to family for the covid-restricted holidaysthe house was spotless and in a great location not too far from multiple food optionsgreat location and very clean
Have a memorable holiday in Hershey
Hershey is a destination for all, kids and kids at heart. If you have a sweet tooth, this place is a paradise for you as almost everything about it is chocolate-centric. For a more fabulous stay, be sure to choose the perfect home away from home; one with a pool might pique your interest. Feel free to refer to this list of the best Airbnbs with pools in Hershey.
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