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, 209 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, 374 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.

Guest favourite
A charming cabin is set beside a serene pond, featuring a colorful fountain that lights up the water. Soft string lights illuminate the outdoor space, creating a cozy atmosphere amidst the surrounding trees.
Cabin in Wrightsville
4.98 out of 5 average rating, 229 reviews

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

Top guest favourite
Cabin in Jonestown
4.98 out of 5 average rating, 124 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
The farmhouse is nestled among greenery, featuring a white exterior with dark shutters and a central chimney. A gravel path leads to the entrance, while a wooden fence frames the property. A vibrant sunset paints the sky in shades of pink and orange.
Home in Palmyra
4.97 out of 5 average rating, 146 reviews

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.

Top guest favourite
A spacious screened-in porch is shown, adorned with colorful lanterns and comfortable seating arrangements. Sunlight filters through the trees, creating a warm ambiance. A variety of seating options invite relaxation, while a table is positioned for dining or games.
Cabin in Lebanon
5 out of 5 average rating, 163 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
A spacious living room features a light-colored sectional sofa adorned with decorative pillows. A round coffee table is centrally placed, complemented by an intricate area rug beneath. Large windows allow natural light to fill the room, while a tall potted plant adds a touch of greenery.
Home in Hershey
4.99 out of 5 average rating, 122 reviews

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.

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, 407 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.
Flat in Campbelltown
4.97 out of 5 average rating, 385 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
The charming stone house is bathed in warm light, highlighting its inviting windows. Lush landscaping features a gravel pathway and seating areas, with a fire pit surrounded by chairs. Soft lighting strung between trees creates a cozy ambiance in the outdoor space.
Cottage in Stevens
5 out of 5 average rating, 131 reviews

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.

Guest favourite
The cottage exterior features a white picket fence and lush green lawn. A large flowering tree with pink blossoms stands prominently in the yard. An American flag is displayed on the front porch, which includes steps leading to the entrance of the home.
Cottage in Palmyra
4.92 out of 5 average rating, 265 reviews

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.

Top guest favourite
The bedroom features a spacious bed with crisp white linens, complemented by light grey walls. A wooden desk and chair are positioned near the window, allowing for natural light. A closed door leads to the bathroom, enhancing the practicality of the layout.
Flat in Hershey
4.94 out of 5 average rating, 142 reviews

The Chocolate Avenue Suite

Experience Hershey like a local in our beautiful downtown apartment! Perfectly positioned, you're moments from iconic chocolate tourist spots, delectable restaurants, and thrilling attractions. Explore the magic of Hershey on foot - everything is within easy reach! Enjoy the comforts of home in this spacious one bedroom apartment while immersed in the heart of this charming town.

Popular amenities for Hershey family-friendly rentals

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Avg. price$215 SGD$239 SGD$252 SGD$293 SGD$300 SGD$324 SGD$356 SGD$356 SGD$267 SGD$286 SGD$293 SGD$256 SGD
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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 $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,950 verified reviews to help you choose

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    140 of Hershey holiday rentals include wifi 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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