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Family-friendly vacation 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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A view from the apartment showcases a vibrant streetscape, featuring a large brick building with prominent archways. Tree-lined streets are observed, along with traffic signals and street signs, providing a sense of the neighborhood's activity.

Apartment in Hershey

4.82 out of 5 average rating, 354 reviews

Candy Bar #8

3rd Floor Apartment in Historic Building. Great for family with one or two kids. Hershey's Top Rated Restaurant on first floor. Bedroom has queen bed and living room has pull out sofa for the kids. Views of Hersheypark and Hotel Hershey. Walk everywhere in 15 or less minutes. We offer contactless check in and check out. If you choose not to eat in our restaurant we will provide room service. We are COVID Clean certified. Reminder: this is a historic building and does contain steep staircases.

Top guest favorite

Three horses graze in a lush green area surrounded by tall trees. The sunlight filters through the leaves, casting gentle shadows on the ground while creating a serene scene of nature at the farm.

Farm stay in Lancaster County, Columbia

4.99 out of 5 average rating, 402 reviews

Scenic Horse Ranch

Rest. Relax. Ride. Experience Pleasant Pines Stables, horses surround you on our historic farm circa 1814 nestled in a peaceful rural setting in Lancaster County, between Amish Country, Hershey & York. Your SPACIOUS private 2 bedroom apartment, part of our brick farmhouse, is located near Lancaster, local wineries, Nook Sports, Amish Country, Hershey Park, Sight & Sound, & Shopping Outlets, We offer horseback riding, miniature pony cart rides and “unicorn” pony birthday celebrations yearround!

Top guest favorite

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, 340 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.

A landscaped pathway is featured alongside a modern wooden structure, lined with green plants. A stone wall with a lantern adds structure to the entrance, leading to a smooth walkway accentuated by patterned bricks.

Guesthouse in Lititz

4.94 out of 5 average rating, 308 reviews

The Grey Wolf (studio-style loft suite)

Enjoy my clean, comfy, eco-friendly & private loft space! We are situated on top of a hill in the beautiful lake area of Lititz, PA, known as Speedwell Forge. You will enjoy lovely views and quiet privacy from the property. The main house is adjacent to the loft suite. The loft is the top floor of the carriage house. Explore charming downtown Lititz only 4 miles away! Pool season: Memorial Day-Labor Day. (Exact dates TBD) **ONE parking space only** Overnight EV charging on site for a small fee.

A spacious living room features a large light-colored sectional sofa set against vibrant green walls. Natural light enters through two windows, illuminating a textured area rug. An elegant fireplace with simple decor complements the room's inviting ambiance.

Home in Hummelstown

4.92 out of 5 average rating, 243 reviews

Historical home w/ Hot tub Downtown Hummelstown

One of Hummelstown's Oldest Homes, original portion is over 250 years old. Modern but with the past preserved. George Washington is rumored to have Dined here on his way to the Whiskey Rebellion. This beautiful Historical Home is in downtown Hummelstown. Walking distance to all the shops and restaurants Hummelstown has to offer! This home has everything for a comfortable, enjoyable stay to explore Hershey and Harrisburg. It would be nice to relax in the brand new hot tub after a long day!!!

The treehouse is situated among lush green grass, with a vibrant rainbow arching above. Surrounding trees and gently rolling hills enhance the natural setting, while a wooden ramp leads to the treehouse, suggesting accessibility and connection to the outdoors.

Treehouse in Pine Grove

4.9 out of 5 average rating, 254 reviews

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 blooms are on the way! Goat and cow snuggles!

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

4.84 out of 5 average rating, 361 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 favorite

A spacious kitchen area is equipped with modern appliances, including a black refrigerator and a black oven. A wooden table, surrounded by four chairs, is positioned centrally. Large windows are dressed with dark curtains, allowing natural light to enhance the warm wood tones of the ceiling.

Home in Harrisburg

4.96 out of 5 average rating, 192 reviews

Come Relax at our Cozy Willow Retreat!

Welcome to our Cozy Willow Retreat ~ Relax in our one bedroom cottage located directly in between Hershey and Harrisburg. Close to all things - Hershey, Giant Center, Medical Center, Hollywood Casino, Harrisburg and lots of restaurants. Large yard leading up to beautiful creek. Features cozy decor aimed at convenience and comfort for your stay. Fully stocked kitchen to whip up your favorite treats. Comfortable Desk and Free Verizon GIG wifi free for students and remote workers!

Top guest favorite

A rustic lodge is positioned amidst lush greenery, featuring a front porch with wooden railings and several steps leading to the entrance. The sloped roof and wood siding blend with the natural surroundings, while a path bordered by shrubs leads visitors towards the front door.

Cabin in Myerstown

4.98 out of 5 average rating, 193 reviews

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.

A well-organized living space is presented, featuring a large sofa and a stylish dining table. Bright yellow accent chairs complement the neutral decor. Natural light enters through the rear windows, illuminating the warm wooden floor and creating an inviting atmosphere for relaxation.

Home in Hershey

4.91 out of 5 average rating, 265 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!

Top guest favorite

A tranquil farm scene is captured at sunset, featuring Longhorn cattle grazing in a grassy field. A rustic barn stands to the left, with the warm hues of the setting sun illuminating the landscape and creating a serene atmosphere.

Farm stay in Manheim

4.96 out of 5 average rating, 200 reviews

Airy Hill Ranch Amish Guesthouse - Lancaster, PA

This guesthouse has 2 bedrooms, a private bath, living room & kitchen which are all located on the ground floor. Outdoors is a patio dining area, playground, Pickleball & Shuffleboard courts, basketball hoop, creek, firepit and various farm animals. This lodging is centrally located between Hershey Park & Lancaster: 35 min. to Lancaster, Bird in Hand & Dutch Wonderland: 40 min. to Hershey Park, the Sight & Sound Theater & Strasburg Railroad.

Top guest favorite

The spacious upper area of the barn features two full-size beds with warm-toned bedding, flanked by wooden beams showcasing rustic charm. A game table for multiple activities occupies the center, while comfortable leather couches and decorative lamps add to the welcoming ambiance.

Barn in Jonestown

4.95 out of 5 average rating, 444 reviews

The Red Barn Retreat

Welcome to The Red Barn Retreat! We are so excited for you to come visit our peaceful place. The barn was built in the early 1800’s and we completed its renovation in 2014 and an upgrade in 2020 to include air conditioning in the whole barn and new reclining leather couches. It is very special to our family and we hope it will be for you as well! It is a wonderful spot to relax and refresh and make lasting memories.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Hershey family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

Top guest favorite

A serene view captures the home nestled amidst green grass and trees. The pool glistens in the sunlight, surrounded by a spacious patio and seating area. Rolling farmland stretches across the horizon under a soft, cloudy sky.

Villa in Paradise

4.97 out of 5 average rating, 172 reviews

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.

Top guest favorite

A serene view of a stone cottage set among lush greenery, complemented by a large salt-water pool. Comfortable lounge chairs are placed around the pool area. The expansive lawn features well-maintained grass, enhancing the tranquil atmosphere of the outdoor space.

Cottage in Wrightsville

4.95 out of 5 average rating, 129 reviews

-The Pool Cottage at The Roundtop Estate-

Top guest favorite

An open concept living area is presented, featuring a comfortable brown sofa with cushions and a decorative throw. A coffee table with slender legs is placed in front. A dining table with four chairs and large windows allows natural light, enhancing the space's cozy feel.

Vacation home in Lancaster

4.99 out of 5 average rating, 152 reviews

Sweet Retreat

Top guest favorite

The inground pool is framed by lounge chairs and shaded seating areas. A welcome sign is displayed near the pool, with a clear blue sky and greenery visible in the background, showcasing a serene outdoor space perfect for relaxation.

4.99 out of 5 average rating, 136 reviews

midcentury split level home,with pool and hottub

An inviting swimming pool is surrounded by lush greenery, featuring a smooth slide for added fun. The clear blue water reflects the sky, and the pool area is paved with concrete, providing a spacious layout for relaxation and enjoyment.

Home in Jonestown

4.96 out of 5 average rating, 160 reviews

Relax in your lower-level living space and enjoy.

Top guest favorite

An aerial view captures the expansive property featuring a luxurious cabin surrounded by lush greenery. A heated pool is visible beside outdoor activity courts, while the sky transitions to soft hues of pink and blue at dusk, enhancing the serene atmosphere.

Cabin in Elliottsburg

4.99 out of 5 average rating, 138 reviews

Upscale Cabin, secluded w/pool and hot tub

Top guest favorite

A spacious hot tub is centrally located in the outdoor area, surrounded by palm trees and gravel. In the background, a two-story building with a vibrant orange door showcases a staircase leading to an upper level. Several chairs are positioned nearby for relaxation.

Home in Annville

4.99 out of 5 average rating, 149 reviews

15 Min To Hershey w/ Hot Tub, Firepit & Arcade

The outdoor patio area features a spacious pool surrounded by lounge chairs. An outdoor seating arrangement with a fire pit is positioned before the pool, inviting relaxation. The stone farmhouse and trees in the background complete the serene retreat atmosphere.

Villa in Morgantown

4.99 out of 5 average rating, 130 reviews

Mill Road Farmhouse: Restored with Beautiful Pool.

Family-friendly home rentals with air conditioning

Top guest favorite

The A-frame structure is framed by vibrant purple flowers, with illuminated interiors visible through large windows. A stone chimney rises from the side, and outdoor seating can be seen on the deck, all set against a backdrop of a colorful sunset over the valley.

Cabin in Newport

4.98 out of 5 average rating, 315 reviews

A-Frame W/ HOTTub, MountainView,Pickleball/tennis

Top guest favorite

The guesthouse features a charming exterior with a combination of brick and siding. A covered porch is highlighted by rocking chairs, surrounded by landscaped gardens and stone pathways. Lush greenery and a white fence create a serene countryside setting in the background.

Guesthouse in Middletown

4.98 out of 5 average rating, 123 reviews

Historic 1 bedroom guesthouse with parking.

A charming bungalow is nestled among lush greenery, featuring a welcoming front porch with two black chairs. The exterior is framed by tall trees, enhancing the sense of tranquility. Flower beds with vibrant plants surround the house, inviting guests to enjoy the natural beauty.

Cottage in Lancaster

4.97 out of 5 average rating, 672 reviews

Quiet Cottage - Hot Tub and Creek mins from City

An open living area is showcased with a dining table surrounded by wooden chairs. The space features a cozy sectional sofa, a fireplace, and large windows that invite natural light. Distinctive wooden beams accentuate the ceiling, enhancing the airy atmosphere.

Place to stay in Lancaster

4.96 out of 5 average rating, 251 reviews

Inglewood Bungalow - hot tub, patio, & kids area

Top guest favorite

The cabin is framed by lush greenery, featuring a large wraparound porch and tall windows that allow natural light to fill the interior. It showcases a striking modern wooden design with a sloped roof, nestled within a serene forest setting.

Cabin in Jonestown

4.98 out of 5 average rating, 102 reviews

Tobias Cabin

A white chicken rests on a wooden fence, while several other chickens of various colors forage in the green grass beyond. The scene captures a peaceful rural atmosphere, with natural light enhancing the vibrant setting.

Barn in Lebanon

4.83 out of 5 average rating, 157 reviews

Long Acre Farm - Quiet setting in a central locale

The kitchenette features wooden cabinets, a stainless steel stove, and an open layout that connects to the bedroom. A refrigerator and microwave are also present. Natural light fills the space through the doorway leading to the sleeping area.

Apartment in Palmyra

4.95 out of 5 average rating, 325 reviews

Hershey is minutes away! Horseshoe apartment

Top guest favorite

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, 180 reviews

Log Farmhouse on 20 Acres Hershey and Hersheypark

Family-friendly home rentals with a hot tub

A distinctive round house is set against a backdrop of lush greenery. Soft lighting emanates from large glass doors, highlighting a spacious sleeping area. A small white bench is positioned on the grass, providing a place to relax in the serene environment.

Dome in Strasburg

4.91 out of 5 average rating, 131 reviews

The Dome, Pennsylvania, with hot tub

A spacious farmhouse is set against a clear blue sky, featuring a private patio area and a well-maintained lawn. A stone pathway leads to the entrance, while a playset with a slide is positioned in the yard, providing an area for children to enjoy.

Home in Myerstown

4.93 out of 5 average rating, 135 reviews

Scenic Country Homestead|Hot tub|Backyard|Barbeque

Top guest favorite

An outdoor seating area features a circular stone fire pit surrounded by several wooden chairs. The cabin's exterior is visible behind the gathering space, with warm lights accentuating its structure. A partially wooded area is observed in the background under a twilight sky.

Cabin in Liverpool

4.96 out of 5 average rating, 115 reviews

Chubb Hollow Retreat-Hot tub,7 bedrooms/6.5 baths

Top guest favorite

An aerial view showcases the barn and its surroundings, revealing lush greenery and well-maintained gardens. The peaceful landscape includes farmland, trees, and a tranquil road, all under a slightly overcast sky.

Barn in Lancaster

4.96 out of 5 average rating, 125 reviews

Cozy Modern Suite in Historic Barn with a Hot Tub

Top guest favorite

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, 137 reviews

Whimsical cabin w/hot tub, pond & screened porch

Top guest favorite

A colorful playground area is depicted, featuring a slide, swings, and climbing structure. The vibrant blue equipment stands against a backdrop of a grassy lawn, with a distant view of a house and open yellow fields under a sunset sky.

Home in Bird in Hand

4.99 out of 5 average rating, 108 reviews

Amish Farmland~Swingset~Hot tub~Toyroom~King Bed

A serene backyard oasis is featured at night, showcasing a hot tub with glowing lights. A stone fire pit sits nearby, adding warmth, while a gas fireplace is built into a stone wall. String lights illuminate the space, creating a relaxed atmosphere.

Cottage in Myerstown

4.96 out of 5 average rating, 237 reviews

Secluded Hilltop Couples Retreat (Hot tub)

Top guest favorite

A spacious living area is highlighted by large windows offering panoramic views of the surrounding mountains and valleys. A modern television stands beside a sleek black console, while a cozy seating arrangement invites relaxation. A stylish glass coffee table features decorative items.

Chalet in Bethel

5 out of 5 average rating, 206 reviews

Romantic Getaway, Breathtaking View w/ Hot Tub

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

Total rentals
140 properties
Nightly prices starting at
R879 ZAR before taxes and fees
Total number of reviews
5.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
80 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace

Destinations to explore