Family-friendly holiday rentals in Hershey

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!

Family · Kitchen · Hot tub

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!

Kitchen · Indoor spaces · Checkout

-The Pool Cottage at The Roundtop Estate-

Experience the ultimate private, romantic retreat tucked away from the hustle and bustle. Our unique hideaway offers over a mile of seclusion from the nearest road, immersing you in nature’s quiet beauty. Relax in the Brand-new Saltwater pool and hear the gentle hums of a train rolling along on the other side of the river. Indulge in the luxurious amenities our property has to offer. Rejuvenate in the hot tub, or warm up by the Breeo Firepit with a Latte from the Breville Espresso Machine.

Indoor spaces · Kitchen · Condition

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.

Family · Kitchen · Getting around

Historic Firehouse: "The Upper Room"

Enjoy a relaxing stay in the third floor of the Historic Firehouse. The "Upper Room" boasts an open floor plan, with two bedrooms. The bathroom includes a walk in shower, a cast iron soaking tub and a double vanity. Fully stocked kitchen with full size appliances. We are walking distance to Lebanon Valley College, 20 minutes to Hershey attractions and 10 minutes south of I81. Other local attractions include antique shopping, Fort Indiantown Gap, In the Net Sports Complex, Klick Lewis Arena.

Indoor spaces · Kitchen · View

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.

Kitchen · Indoor spaces · Outdoor spaces

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.

Family · Indoor spaces · Solo travel

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.

Indoor spaces · Kitchen · Check-in

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.

Indoor spaces · Kitchen · Condition

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.

Family · Indoor spaces · Layout

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.

Indoor spaces · Kitchen · Value

The Goldfinch I Luxe Stay for 2 w/ Hot Tub

Welcome to The Goldfinch at The Nest at Deodate, a thoughtfully designed apartment offering a comfortable and private retreat. Set in a peaceful country setting just a short drive from Hershey and Elizabethtown, this inviting space is ideal for unwinding and relaxing. Enjoy your private hot tub and outdoor patio, and settle into an atmosphere designed for rest and connection.

Family · Kitchen · Comfort