Holiday rentals with a pool in Dauphin County

5 out of 5 average rating, 27 reviews

Home in Annville

Hershey Adventure Awaits! Outdoor Pool + Game Room

Hershey Adventure Awaits! Hang out & relax in the awesome outdoor space featuring a large private saltwater inground pool (open May-Sept), plenty of outdoor seating options, sunroom, & large fenced in backyard that is perfect for yard games. Or when the weather changes or it's dark, move down to the lower level game room. This newly remodeled 2,800 sq ft ranch home comfortably accommodates 12 people in 4 bedrooms & 2.5 baths. The kitchen is fully stocked & the dining areas have seating for all.

4.86 out of 5 average rating, 49 reviews

Home in Harrisburg

Hillside Getaway Near Hershey (3 Bed/3 Bath+Pool)

Relax with the whole family at this peaceful 3 bedroom/3 Bath home in Harrisburg, PA., not far from the Hershey Amusement Park. After a long day at Hershey Park, rest your feet while lounging by the pool, play a board game with the family or just open your window and fall asleep to the sounds of the babbling brook. Located in the heart of Pennsylvania, we are only 2 minutes from Fort Hunter and the Susquehanna River, 5 minutes from the Harrisburg State Capital, and 19 miles from Hershey Park.

5 out of 5 average rating, 9 reviews

The Old House 4Bed/3Bath (Whole House)

The Old House is a Bed and Breakfast in Historic Downtown Mechanicsburg that offers room and event rentals as well as the option of having the whole house to yourself! *Please note as required by zoning the host keeps a residence on a separate part of the property and will be on site during your stay, but not in the home. **Other parties may use the pool during your rental but will not have access to the house ***Price does not include price for events that include non-overnight guests.

5 out of 5 average rating, 33 reviews

Home in Palmyra

Slice of Paradise

Our own little slice of paradise minutes from all Hershey attractions. Enjoy this beautiful 4-bedrooom house - Bedroom #1 king bed, Bedroom #2 queen bed, Bedroom #3 twin over full bunk bed, Bedroom #4 twin over full bunk bed. 2 Full Baths. A stunning sun room awaits your arrival overlooking the large in ground pool. Relax alongside the waterfall pond on the front porch with a feel of old-town USA. An entertainment center awaits in the finished basement in addition to a ping pong table.

4.95 out of 5 average rating, 41 reviews

Cabin in Middletown

POOL NOW OPEN- Forest Tree Log Cabin- Middletwn

Welcome to our cozy log cabin nestled in the heart of Middletown, PA. Escape the hustle and bustle of daily life and unwind in this charming retreat. With its rustic charm and modern amenities, our cabin offers the perfect balance of comfort and tranquility. Whether you're looking to explore the nearby hiking trails or simply relax by the fireplace, this is the ideal getaway for nature lovers and city dwellers alike. Book your stay now and experience the magic of our log cabin hideaway. .

4.88 out of 5 average rating, 81 reviews

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!

Hershey, Gettysburg, and the Dutch Country are at your fingertips, yet you'll enter your own private retreat in this comfortable home on a large corner lot with mature trees in a peaceful neighborhood. Newly remodeled kitchen! Conveniently located to all the attractions of Central PA, with Hershey 30 minutes to the east, Gettysburg 30 minutes west, and the Amish Country 45 minutes South. Ski Roundtop is only 9 miles from the house! Easy access to PA Interstates and the PA Turnpike!

4.93 out of 5 average rating, 45 reviews

Home in Campbelltown

The Stauffer House

Welcome to The Stauffer House! This historical home offers character, tranquility and a great location. Built in 1848, The Stauffer House comes with history, while still including all the modern amenities. It also has a Carriage House on it that goes with the listing, that way you have the whole estate completely to yourself. It's located just 10 minutes from all the Hershey attractions. This family-friendly home will help make your vacation comfortable and memorable.

4.97 out of 5 average rating, 30 reviews

Home in Palmyra

Modern Pool-Side Paradise

This unique place has a style all its own. Spacious and modern home has plenty of options to enjoy. Escape to Hershey when you stay at this charming 5-bedroom, 2.5-bathroom and 1-sofa bed vacation rental home! Spend your mornings sipping on coffee while watching your favorite shows on the Smart TV. Upon return home from the park, dive in the pool and relax while grilling a delicious homemade meal. End the night lounging by the fireplace and enjoying good conversation.

Guest house in Elizabethtown

5 out of 5 average rating, 71 reviews

Pondview Paradise w/Heated Pool, near Hershey

Our guest house is a warm, inviting space perfect for one person, a couple, or families. Expect a family friendly neighborhood, while being surrounded by nature. Cozy up by the fireplace and relax by the pond! Enjoy your private deck and shared family pool as well as free guest parking. Perfect location surrounded by Lancaster, Hershey & Harrisburg. Five minutes away from Iron Stone Ranch! Enjoy your solitude or say “Hello” if you see us around the property!

Home in West Hanover Township

4.89 out of 5 average rating, 75 reviews

Wonderful Amenities 15 Mins To Hershey Attractions

Resort-Style Amenities with Imported Palm Trees Straight From Florida Yearly Only 15 Minutes To Hershey! Tucked Behind Rolling Meadows in Pennsylvania Farmland and Backing up to Deer-Filled Woods, Our Expansive 4-Level Retreat is Just 15 Minutes To Hershey's Chocolate World, HersheyPark and much more. Welcome To The Palms at Manada- Experience Quality Accommodations, Professional Cleaning & Fast Responses From Superhosts Who Truly Care About Your Stay.

4.71 out of 5 average rating, 100 reviews

Home in Hummelstown

Sweet , Sun Splash Retreat ( salt water pool)

Enjoy a summer BBQ in our lush, green yard featuring a spacious patio with outdoor dining and seating. Cozy up around the fire pit. Relax in our sparkling, pool after a long day of sightseeing After 9PM no noise no loud,pool hours 7AM to 9PM fire pit is needed gas you have to fill at least 9 cars can park in Shar parking with other rental property Pool open May 15 to end of September.please note other rental property in the yard.

5 out of 5 average rating, 32 reviews

Home in Hershey

Downtown Hershey House!

ABSOLUTE BEST LOCATION! Peaceful Covered Front Porch; Views of Hershey Town Square, Hershey Story Museum, Kissing Tower, & HERSHEY THEATRE, 1/2 a block away! Stroll to 25+ Restaurants, Shops, & Entertainment Galore! Convenience of Downtown Living, Easy Parking, & Quiet Neighborhood. Enjoy the Oasis of the Back Deck, Garden, BBQ, Yard, Fire Table , Etc. Come & Make the Sweetest Memories on Earth!

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Popular amenities for Dauphin County rentals with a pool

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Pool

Free parking on premises

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House rentals with a pool

5 out of 5 average rating, 25 reviews

Pool, Hot Tub, Ski Roundtop, Hershey Park.

JenessaRating, 5 stars4 weeks ago

This was truly an incredible place away from home and I feel so lucky to have found it. Every amenity was available, from coffee, teas; to toiletries, hairdryers, curling irons; to kitchen appliances and bbq’ing and pool amenities; to board games, etc. as well. The entire stay went as smooth as possible from start to finish and the host was accessible and responsive within minutes of reaching out and was beyond accommodating and gracious. This property is beautiful and well cared for, but the outdoor space was simply unmatched. The pool, hot tub, and outdoor shower was the most precious way to spend a day relaxing or unwinding after hectic days. Incredible is an understatement. This place is close enough to shopping but far away enough you feel a million miles away (in a good way). The sound of the pool water and birds chirping with a cup of coffee in the morning will be etched in my memory ❤️ You will not regret staying here, guaranteed. Thank you Chris and family ❤️

4.88 out of 5 average rating, 8 reviews

The Wright Retreat

AndréaRating, 5 stars10 months ago

Michael was a great host and excellent communicator. He was able to help us out when our trip was in jeopardy of falling apart. The space is huge and very unique. The location is amazing !

4.9 out of 5 average rating, 51 reviews

Home in Hershey

Pool & Furnished Patio: Group Getaway in Hershey

AllisonRating, 5 stars2 months ago

This house was very spacious, both inside and out. There was places for our whole family to gather when we wanted to be together, and space for us to find our own peace and quiet comfortably when we wanted it. It is a very quiet and peaceful neighborhood, but still within driving distance to everything.

Superhost

Home in Elizabethtown

The Vintage on Market w/pool, close to Hershey

DianaRating, 5 stars2 weeks ago

Hollys place exceeded expectations. It was well stocked with plenty of amenities. It was too cold for us to use the pool but it was beautiful. The beds were comfortable and everything was clean. They left no stone unturned in providing what a renter would need. My family would like to stay again if we are ever in the area again.

Home in Enola

4.6 out of 5 average rating, 15 reviews

Grove Retreat - Prime Spot,Pool,Deck,Pond,Firepit

SherriRating, 5 stars4 months ago

This is our second stay in this house. When we are in the area we will continue to stay here. Cindy is great to work with. She is quick to respond and takes care of things quickly as well. We experienced a snow/ice storm while there and Ralph came out to pretreat the deck, stairs and walkway for our safety.

4.89 out of 5 average rating, 9 reviews

Home in Palmyra

Cozy family home near Hershey

SharonRating, 5 stars8 months ago

We stayed for a "girls weekend" to attend a Christian Women's conference in Hershey so we did not get to enjoy the space as much as we would have liked, but we were very pleased with everything. It was very conveniently located, provided everything we needed and the host and hostess were absolutely wonderful! We definitely hope to come back to stay again next year!! Thank you for a wonderful stay.

Home in Steelton

5 out of 5 average rating, 3 reviews

Spacious Home Retreat w/ Pool and Hot Tub

Naomi TamarRating, 5 stars2 days ago

Matt’s place was everything we were looking for and more. The place was clean and had all the amenities we needed. Any time I needed to communicate with him, he responded within minutes if not immediately and quickly resolved any issues that arose. The Airbnb is exactly as described. Very spacious! The basement has a galaga arcade game and we could not stop playing! Overall, Matt was a great host and my family would stay here again if we are ever in the area. Thank you so much for hosting me and my family. We had a great time!