Family-friendly holiday rentals in Hershey

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hershey

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of a rustic retreat is displayed, featuring a two-story structure with a stone lower level and wooden upper sections. A spacious front porch is adorned with hanging plants, providing a welcoming entryway. Lush green grass surrounds the building.
Home in Elizabethtown
4.97 out of 5 average rating, 207 reviews

The Springhouse at Sunnyburn Farm

While away balmy evenings with barbecues on the deck at this rustic retreat with wooden beams, exposed stone walls, and elegant sash windows. Decompress with leisurely morning chats on the porch swing, then whip up a snack in the chic gray kitchen. This home has 3 bedrooms with en suite bathrooms in each bedroom plus a common area with a daybed and mattress underneath. Note:there are no bathtubs, just showers. Our other properties : airbnb.com/h/windmillmanoratsunnyburnfarm airbnb.com/h/1893suiteatsunnyburnfarm PET POLICY IS FIRM. Please do not ask to bring them. Thank you. Beautiful furnishings, new hvac,plumbing. Totally renovated. Guests have access to the whole house on acres of farmland. There is a large deck with a grill and front porch with a swing. There is a swing in the backyard for the children. Phone or text me at 717-572-9876. My email is cindi@crowetransportation.com. Please let me know of any issues or questions you may have. The property is located in the country on acres of farmland. Explore the middle of Amish country, near Hersheypark, Lititz, Mount Gretna, Nook Sports and many other Lancaster County tourist areas. Harrisburg International Airport -- 17 miles Rails to Trail -- 2 miles Lititz -- 18 miles Hershey and Hersheypark-11 miles Lancaster -- 20 miles Mt Gretna -- 6 miles Spooky Nook Sports Complex -- 11 miles Star Barn/Ironstone Ranch -- 7 miles Renaissance Faire - 5 miles Lebanon Valley College -- 11 miles Harvest View Barn -- 1.5 miles Weddings on Memory Lane -- 4 miles Elizabethtown College -- 7 miles PET POLICY IS FIRM. Please do not ask to bring them. Thank you. Our other listing We are in the country and even though we have wifi, it can be spotty at times. Hershey and Hersheypark-11 miles Harrisburg International Airport -- 17 miles Rails to Trail -- 2 miles Lititz -- 18 miles Lancaster -- 20 miles Mt Gretna -- 6 miles Spooky Nook Sports Complex -- 11 miles Star Barn/Ironstone Ranch -- 7 miles Renaissance Faire - 5 miles Lebanon Valley College -- 11 miles Harvest View Barn -- 1.5 miles Weddings on Memory Lane -- 4 miles Elizabethtown College -- 7 miles

Top Guest favourite
The spacious kitchen features modern appliances, including a gas range and microwave. The white cabinetry contrasts with dark lower cabinets and is complemented by a bright countertop. Natural light illuminates the area, and fresh flowers are displayed on a side table.
Home in Hershey
5 out of 5 average rating, 370 reviews

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.

Top Guest favourite
Home in Hershey
4.96 out of 5 average rating, 127 reviews

Cottage on Choc, w/3 full bath/4 bed near HersPark

Have fun with the whole family at the Cottage on Chocolate Ave in Hershey PA. It contains all the amenities your family needs and it’s conveniently located within minutes of Hershey attractions such as Hershey Park, Chocolate World, Hershey Theater, Hershey Gardens and ZooAmerica. Children can also playing in the large fenced in yard while adults enjoy dinner from the grill on the large yard and fire pit. Relax in a luxurious bath tub or sit in front of the fireplace and watch your favorite show

Top Guest favourite
Cabin in Jonestown
4.98 out of 5 average rating, 121 reviews

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!

Top Guest favourite
An expansive outdoor pool is set against a backdrop of lush greenery and trees. Warm lighting from the stone cottage bathes the area in a soft glow, creating a tranquil ambiance in the early evening. The pool's water reflects blue hues, inviting a sense of relaxation.
Cottage in Wrightsville
4.96 out of 5 average rating, 180 reviews

-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.

Top Guest favourite
A rustic log home is presented with a covered porch and stone steps leading up to the entrance. Surrounding green grass and scattered trees create a tranquil outdoor space, with a pathway visible that guides guests toward the front door.
Farm stay in Palmyra
4.98 out of 5 average rating, 183 reviews

Log Farmhouse on 20 Acres Hershey and Hersheypark

This recently restored rustic, hand-hewn log home, built in 1817 sits on 20 acres of land. There is a walking trail for morning walks and plenty of woods to explore. It is ideal for families wanting time outside and time to unwind OR an unplugged get-away for girls' or guys' weekends. 1 mile from Milton Hershey school, 6.5 miles from HersheyPark 5 miles to downtown Hershey and 2 miles to In the Net. A private country setting less than 10 minutes from Hershey attractions. A snapshot in history

Top Guest favourite
Cabin in Lebanon
5 out of 5 average rating, 162 reviews

Whimsical cabin w/woods, pond, spa, 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.

Top Guest favourite
The historic building features a striking turquoise exterior with large arched windows. Flanking trees provide greenery, while a light-colored car is parked in front. The adjacent structure displays red accents, contrasting with the vibrant facade.
Condo in Annville
5 out of 5 average rating, 119 reviews

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.

Guest favourite
A converted bus is nestled on grassy grounds, surrounded by a quiet countryside view. The vibrant sunset casts a warm glow, enhancing the tranquil atmosphere. Nearby structures complement the setting, while trees offer shade, creating a serene outdoor experience.
Bus in Bird in Hand
4.85 out of 5 average rating, 401 reviews

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.

Top Guest favourite
A light-filled living area is presented with a gray sectional sofa, accompanied by a small coffee table. Shelves with greenery and decor items are mounted on the wall. A neutral rug adds texture to the floor, while a clock and artwork complete the inviting space.
Apartment in Palmyra
4.97 out of 5 average rating, 378 reviews

Hershey Nook-Small Apt Near Hershey.

Hershey Nook-enjoy a convenient 1st floor layout, minutes from Hershey attractions. WIFI, central air/heat, everything you need for a short or extended stay. The space Hershey Nook is a comfortable, light, and airy space. We offer many amenities to make your stay feel like home. Two TVs-a large smart tv in living room and smaller Roku tv in the bedroom. WIFI, even games and playing cards! The kitchen offers plenty of dishes and cookware to make even an extended stay very comfortable.

Top Guest favourite
Farm stay in Grantville
4.95 out of 5 average rating, 124 reviews

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.

Top Guest favourite
Home in Hershey
4.91 out of 5 average rating, 294 reviews

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!

Popular amenities for Hershey family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Hershey

  • Total holiday rentals

    Explore 140 holiday rentals in Hershey

  • Nightly prices starting at

    Hershey holiday rentals start at $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,950 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Hershey holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hershey rentals

  • 4.9 Average rating

    Hershey stays are highly rated by guests—averaging 4.9 out of 5!

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