Family-friendly holiday rentals in Hershey

Chocolate Ave, Hershey ♥ w/ Fenced Yard

Full 2-story home on Chocolate Ave in Hershey, PA. Lots of room for the kids or friends to play in a fenced yard. Close to all things Hershey, Giant Center, pubs, restaurants, medical center, and more. Order takeout from a local restaurant, or cook a meal in the well-appointed kitchen. Relax in the rocking chairs facing East Chocolate Ave. Just minutes to Downtown Hershey, Hersheypark, etc. Also close to sports complexes in Palmyra and Lancaster. Garage parking for 2, plus 3rd off-street spot.

The Sweet Shack w/ 4bd/2ba, close to Hersheypark

Welcome to The Sweet Shack- a newly renovated home located in Hershey PA. No details were spared in this professionally decorated home that includes 4 bedrooms (2 located on the first floor), 2 bathrooms, a laundry room, fully stocked kitchen, and an amazing outdoor space including a huge deck and private fenced yard with grill and outside games for the family, and off-street parking for 6 cars. Come enjoy a pleasant and relaxing stay after an exciting day enjoying all Hershey has to offer.

Converted Bus overlooking Amish Farmland

This converted bus parked on our property provides a unique way to experience Lancaster County. Located in Amish country & about 10 minutes from great shopping, guests can wake up to peace, quiet and a countryside view. With a full-size bed as well as couches that easily convert into a King-sized bed, the bus is a great getaway for couples, friends, and families! FYI: read full listing for information. This is a glamping experience. Please don’t book with the expectation of a hotel stay.

Country & Charming

Come stay with Fluffy highland cows, sheep, chickens and a corgi in the back yard. Private entrance with a locked separate space from the owners living space. ###Must be able to climb steps. The private bathroom is located on the 1st floor, The living space and bedrooms are on the second floor. ### No bathroom on the 2nd floor. Owners live in the main part of the house which is private from your space. 3 bedrooms & a spacious living room with antique furniture.

Hershey is minutes away! Horseshoe apartment

A perfect location to stay! You will be minutes from Hershey and a short drive to Harrisburg, Lancaster and Lititz. Located on route 322 makes it fast and easy to get around. You are in walking distance to laundromat, Brass Rail beverage and restaurant, Sopranos Pizza and Restaurant, Rising Sun restaurant and Bar, Annie's ice cream, A & M pizza, and post office. Grocery store , Chinese restaurant, nail salon, subway subs, and Bank are a short drive around the corner.

Reeses Retreat

So close to Hershey you can smell it! Come stay at this recently renovated home that is walking distance to downtown Hershey. There are 3 bedrooms and 2.5 bathrooms! Large garage which is a game room with TVs. Home offers all the amenities of home. Very close to local restaurants, breweries, shopping and most importantly the HERSHEY ATTRACTIONS! This is the perfect getaway for family and friends to gather and spend some time at the sweetest place on earth.

The Red Barn Retreat

Welcome to The Red Barn Retreat! We are so excited for you to come visit our peaceful place. The barn was built in the early 1800’s and we completed its renovation in 2014 and an upgrade in 2020 to include air conditioning in the whole barn and new reclining leather couches. It is very special to our family and we hope it will be for you as well! It is a wonderful spot to relax and refresh and make lasting memories.

Lothlorien Tree House

*PLEASE READ OUR FULL LISTING DETAILS BEFORE BOOKING YOUR STAY, no linens or pillows provided* This tree house glamping retreat is for the adventurous at heart...and for Lord of the Rings lovers wanting to experience a little bit of Middle Earth here on our Earth. Head to YouTube and check out our video tour of the tree house and grounds- just search for “Lothlorien Tree House” and it will be the video by Gretchen R.

Farm Stay! Minutes to Hershey!

Come and enjoy this 2023 38 foot Keystone Springdale RV surrounded by horse pastures on 26 acres. Enjoy an up close view of horses grazing in the pastures from anywhere in the RV as there are large windows and a sliding glass door. You will also meet our farm dog, horses and goats. We are just minutes to Hershey Park, Zoo America, Hershey Gardens, and the Giant Center. It’s a fabulous place for your next getaway!