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.

1788 Historic Farmhouse near Hershey

Relax with the whole family at this peaceful place to stay. Find time to enjoy all that the area has to offer or just rest and take in the surroundings! We have trails in the woods nearby and around our meadow that lies in front of the farmhouse. The historic charm of the original two story farmhouse has been restored while still allowing for modern bathrooms and kitchen space. There is a first floor master suite with en suite bath for those who want to avoid the old staircase. Come and enjoy.

Whimsy in the Woods: pond, hot tub, screened porch

Want a stay that's private and relaxing, but that is also an experience of its own? Whimsy in the Woods is the place. Filled w/hand-painted furniture & whimsical art, our property has something for everyone! Mins from Annville & 20 to Hersheypark, you're surrounded by woods but w/the convenience of a cute town mins away (Annville). Our four private acres feature a hot tub; pond/relaxing water fall feature; spacious screened porch, deer(!), fire pit; arcade; and lots of artistic motivation.

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.

Country View Lodge

Take it easy at this unique and tranquil getaway in the heart of Lebanon County surrounded by rural farmland and Amish community. Enjoy sitting on the front porch or private balcony listening to the birds, or in the winter cozy up to the fireplace with a cup of coffee. This Lodge offers a full kitchen, livingroom, bathroom and a private bedroom on the first floor. The second floor has a private bedroom, loft bedroom, bathroom and a bonus children's room with 2 single beds.

Fun Farmhouse with views, animals! Pet friendly

Settle in to the cozy farmhouse on our working pumpkin farm! A peaceful 23 acre farm that is minutes from Hershey, Harrisburg, and Lancaster. Take a walk in the crisp air on our farm. Pet-friendly home with 3 farm-themed bedrooms! Only 12 minutes to Hersheypark, 20 minutes to Harrisburg. Relax with the whole family at this peaceful retreat. Close to all the attractions but far from the hustle and noise of the city. EV charging outlets available with plenty of parking.

Pickleball - Swim Pond - Hot tub - Views

A unique space just for you in a peaceful setting surrounded by wildlife and open air. Relax and rejuvenate as you experience the breathtaking views on the front porch. Lots of nature around you! This house has all the amenities you will need to enjoy some time in a country setting. Pickleball, Basketball court, swim pond with beach area, outdoor kitchen with 2 grills and griddle. Hot tub and much more! Pets allowed. (max 2). Please add pets when booking.

The Sweet Escape Large Family House

Welcome to Hershey! Enjoy your stay at The Sweetest Escape. Just a few min from downtown Hershey and the local attractions like Hershey Park and the Giant Center. The Sweetest Escape recently remodeled offers all the amenities of home plus more & the ideal location to spend a couple nights close to it all! Within walking distance to down town. Close to local restaurants, bars and shops! This is the place to stay! Come stay here with family and friends!

Get Hersheypark Happy and unwind with our Cottage

Come unwind and get your "Hersheypark Happy" with our relaxing Cottage on the Corner. - Walking distance to Funck's and several other Palmyra restaurants. - 8 minutes to Hersheypark, Giant Center & downtown Hershey. - 20 minutes to Mt Gretna - 30 minutes to HIA & downtown Harrisburg - 45 minutes to Lancaster - 60 minutes to Gettysburg Safe neighborhood set in an idealistic historical cottage.

5 Min To Hershey w/ Firepit & Grill- Walk To Food!

Trust In The Reviews! A Truly Historic Stay With Nearly 3,000 Square Feet Of Interior Living Space and Spacious Backyard w/ Hot Tub, Gas Firepit & Grill! At Only 5-10 Minutes From Hershey's Chocolate and Amusement Park, The Fun Isn't Far At All! Placed In Quaint and Safe Downtown Hummelstown, You're Within 500 Feet of Restaurants, Gift Shops, and a Brewery!

1/1 Bed 1 bath private Efficiency in Hershey

Enjoy a charming experience in downtown Hershey with walking distance to all Hershey attractions and local restaurants. This Private 1/1 /1 Efficiency comfortable accommodations right in the heart of Hershey. Some things to know before your stay are that there is no kitchen available, and that there is a no animals policy.

Cozy Corner Cottage - 2 bedroom home, pet friendly

A fantastic cottage located just minutes from Hershey Park and Hershey Attractions! This two-bedroom house features single floor living with beautiful appointments. The house is located 3 minutes to Hershey Park. The cottage is pet friendly and perfect for your family's vacation all year round!