10 Best Airbnbs With Pool In Hershey, Pennsylvania - Updated 2024

Louise
Louise 
Updated
| 6 min read

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 April 13, 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.

Stayed at this property?
Hershey, Pennsylvania, United States
26 reviews   Wifi Available
ENTIRE RENTAL UNIT 4 Beds 8 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
we celebrated my son's 4th birthday and had plenty of room for the 5 of us
having a small kitchen and living room is so nice when traveling with kids
Cleanliness:
it was clean and spacious
updated and clean
overall a clean and great space for our family
this place was clean and everyone was friendly and courteous
great location updated and clean facilities and amenities
Host:
the front desk staff were unbelievably nice
jane was a wonderful host and attentive to our questions
Location:
location was terrific for hershey park
perfect location walk across to outlet mall or 4 minute drive to hershey park
really great place to stay and a 5 minute drive from hershey park
what a great place to stay
a beautiful place to stay
Read more reviews

Nearby Airbnbs with pool

2. Beautiful home with country scenery (from USD 214)

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.

Stayed at this property?
Leacock-Leola-Bareville, Pennsylvania, United States
101 reviews   Superhost Wifi Available
Entire guesthouse 4 Beds 10 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Cleanliness:
very clean and organized
the entire house was clean and gorgeous and smelled great
everything was great the place was clean and in order
the house was clean comfortable modern and very freshly redone
clean very spacious and all appliances you should need for a getaway
Host:
our hosts were awesome
the host and super host were very cooperative and responding to our enquiries
the hosts are very responsive
great host with a great house
kayla is very communicative and a perfect host would highly recommend
Location:
the location was great- delicious local breakfast and a 15 minute drive to downtown lancaster for dinner
location of the house is great as well
kayla's place was perfect for our last minute weekend away
location was great and lockbox made life so much easier for an easy arrival and departure
exactly what we needed i wish my house was as nice as this place
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3. Family-friendly retreat with a gorgeous kitchen (from USD 283)

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.

Stayed at this property?
Palmyra, Pennsylvania, United States
74 reviews   Wifi Available
ENTIRE HOME 6 Beds 12 Guests 5 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
we had a great stay -huge tvs and the beds were so cozy
Cleanliness:
clean and well prepared for us
house was clean and on a quiet street which was pleasant
it was very clean huge and the pictures does no justice
we enjoyed our stay the house was very clean and beautiful
other than that the place was clean and well kept and about 10 minutes away from hershey's park
Host:
not much for blankets and towels-we purchased some extra:) the host was very nice and communicative
great communication with the host
Location:
great house only 15 minutes away from hershey park
great location and great value
this place was gorgeous and very close to all the attractions
great place to stay close to hershey with an owner who’s very responsive
nice house and area to stay in if you are trying to visit hershey park
Read more reviews

4. Refurbished apartment for two (from USD 80)

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.

Stayed at this property?
Elizabethtown, Pennsylvania, United States
113 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the place was super cozy and the snacks were a great treat for two hungry after concert people
Cleanliness:
very clean and modern
it was very clean and comfy
the place was clean comfy and cozy
also the place was super clean
the apartment was clean spacious and comfortable
Host:
she was attentive and welcoming
friendly host and pooch to boot
very kind and accommodating hosts
sue was such an amazing host right down to the little touches we felt so at home
plus a caring and responsive host who will check in daily to make sure you are good
Location:
situated very close to major hershey attractions
the location is great and it is near a lot of attractions
great place to stay close to hershey without being right in the city
perfect to get to the park
close to hershey park and some great restaurants
Read more reviews

5. Guest suite with lovely amenities (from USD 169)

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.

Stayed at this property?
Lancaster, Pennsylvania, United States
81 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
carol’s pool house was very quaint yet still managed to have plenty of nice amenities
they have thought about pretty much everything you need here coffee shower soaps and shampoos etc
huge pool all to yourself
this is a great spot if all you want to do is relax by the pool and chill
we spent most of our time in the pool but enjoyed the outdoor space and pool house equally
Cleanliness:
very clean and relaxing
exceptionally clean and welcoming
cozy and clean poolhouse
the pool house is as advertised and very clean
it was spotless bright and charming
Host:
carol is a wonderful host and very quick to respond to any questions
carol was thoughtful and a great host
the host provided extras and was super responsive and kind
excellent carol and family are great hosts
we really enjoyed our stay carol was an amazing host and she was very accommodating
Location:
very close to attractions
location is great- quiet but close to restaurants and shops
the location is great- just a 10-12 minute ride from downtown lancaster
great location a quick drive to everything we had planned for the weekend
beautifully decorated and location was peaceful but close to amenities
Read more reviews

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.

Stayed at this property?
Fredericksburg, Pennsylvania, United States
31 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 1 Bathroom

Accommodates: 8

Top guest reviews
Amenities & Room:
ours loved the bunk room and woke up to head straight for the air hockey table
Cleanliness:
super comfortable clean and homey
great accommodations nice place clean multiple great amenities
Host:
the host left out complimentary treats which were delicious and thoughtful
Location:
the location was beautiful and peaceful and the house was perfectly cozy
very nice place for the weekend
Read more reviews

7. Stylish country home with Netflix access (from USD 171)

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.

Stayed at this property?
Honey Brook, Pennsylvania, United States
213 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

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 shows
Cleanliness:
very clean relaxing and private
the house was spotless and very charming
the communication was easy and quick the house was big and clean
Host:
christopher and claudia were wonderful hosts
christopher and claudia were wonderful hosts
christopher and claudia were so responsive
hosts were also very nice and caring throughout our whole weekend
the decor of the home was lovely and the hosts were extremely responsive
Location:
beautiful spacious 3br within easy walking distance of the cute downtown
great location on a beautiful piece of land
beautiful house in a quiet and tranquil neighborhood
this is a tranquil beautiful place
we really wanted to love this place with a few changes it'd be amazing
Read more reviews

8. Lovely guesthouse with an impressive backyard (from USD 313)

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.

Stayed at this property?
Mechanicsburg, Pennsylvania, United States
58 reviews   Superhost Wifi Available
ENTIRE HOME 8 Beds 12 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
would like to come here again during warmer months to try out pool area
Cleanliness:
the house was clean and spacious
the house was very clean and had plenty of space
the house is clean nicely decorated and recently renovated
beds were comfy and the house was clean and homey
it was very clean and was equipped with everything we needed and more
Host:
host was responsive and helpful
host was very easy to communicate with
hosts were very nice and responsive
the hosts went out of their way to make this a holiday our family would not forget
great place for a family group clean well appointed and the host was wonderful to work with
Location:
excellent home in great location
Read more reviews

9. Upscale retreat with an abundance of entertainment facilities (from USD 250)

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.

Stayed at this property?
Myerstown, Pennsylvania, United States
55 reviews   Superhost Wifi Available
ENTIRE HOME 9 Beds 12 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 12

Top guest reviews
Cleanliness:
overall clean and well kept
Host:
the owners were very responsive and eager to make sure our stay was a positive one
Location:
it was a great experience nice quiet location
perfect place to relax with family and friends
Read more reviews

10. Findley Farm View Cottage (from USD 176)

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.

Stayed at this property?
Strasburg, Pennsylvania, United States
116 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
super comfortable and has a great view of a farm across the street
hoping to go back in the warner months to enjoy the lively pool in the backyard
our family was comfortable plenty of room for 4 adults and 2 kids
the pool was fantastic and we had great fun swimming in there for hours
the pool was the highlight of our week long trip
Cleanliness:
lovely clean and charming house
house was great very clean and we'll kept
everything was clean and the house was cozy
abigail’s house was very clean and comfy
super clean updated house great pool
Host:
she was quick to respond and very kind
abigail is such a great host
abigail was very responsive to any questions that we had
you can see the owner put effort into making it a comfy and welcoming place to stay
i would one hundred percent stay at abigail’s house again she was wonderful and responsive
Location:
the location was so perfect
we toured the amish village which is a very enjoyable short car ride from abigail’s place
this was a perfect place close to family for the covid-restricted holidays
the house was spotless and in a great location not too far from multiple food options
great location and very clean
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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