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 Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Treehouse at Fairview Farms

The treehouse is centrally located on the 66-acre property. It is near the bathroom, hot tub, duck pond, and our flock of chickens. It has 3 large screened windows and a sliding door. Enjoy your coffee and favorite adult beverage during golden hour on the wrap-around deck. The treehouse measures 8'x8' plus a 5'x8' loft for a total of 104 square feet of living area. You'll love the sunsets, and being immersed in nature. Bird and deer watching! Spring flowers and cozy fires! Goat and cow snuggles!

Tobias Cabin

This peaceful and centrally located cabin provides tranquility and relaxation in the Blue Mountains. The large wraparound porch surrounded by the lush landscape and natural beauty of the cold spring, creates an environment that you don’t want to miss. Spend your evening looking up at the stars in the hot tub or making s’mores over a fire creating lasting memories. If you choose to be adventurous there is hiking trails, biking, fishing, kayaking and several state parks with lakes nearby. Enjoy!

Mid-Century Modern Escape with Secluded Hot Tub &

This one-of-a-kind mid-century modern home is perched above a peaceful mountain stream in Wernersville, PA. The home features two bedrooms, a full bathroom with a walk-in shower, and an open-concept dining and living area complete with a cozy modern fireplace and a 60” 4K TV. Unwind year-round in the spacious outdoor hot tub while taking in the soothing sounds of the creek and birdsong. Conveniently located just 10–20 minutes from hiking trails, shopping, and a wide variety of restaurants, the

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.

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 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.

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.

Cozy Cottage •HOT TUB • FIRE PIT• Peaceful Getaway

🌾 Welcome to Your Cozy Farm Retreat A peaceful, private guest cottage located on our small, quiet farm — complete with your own private hot tub, fire pit, and beautiful views. This is the perfect escape to relax, recharge, and enjoy the countryside. Sip coffee overlooking the fields, unwind in the hot tub under the stars, or explore the local farms, breweries, and trails nearby. Perfect for couples or solo travelers seeking a quiet getaway.