Family-friendly holiday rentals in Hershey

4.95 out of 5 average rating, 529 reviews

Apartment in Hummelstown

The Sweetest Place, Hershey, Close to Everything

Welcome to Hershey! Enjoy your stay at The Sweetest Place. Just a few min from Giant Center, Hershey Park & all its attractions. Close to Hershey Downtown, Restaurants, Shops & Penn State Hershey Medical Center. Visit Indian Echo Caverns in Middletown. Close to the State Capital Harrisburg. Walking distance to Aroogas, Sheetz , Taco Bell, Isaacs, Wendy’s , Pizza Hut, & Papa Johns! The Sweetest Place offers all the amenities of home, & the ideal location to spend a couple nights close to it all!

5 out of 5 average rating, 368 reviews

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

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.

4.96 out of 5 average rating, 125 reviews

Home in Hershey

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

4.98 out of 5 average rating, 220 reviews

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

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

5 out of 5 average rating, 161 reviews

A spacious living area is highlighted by large windows that invite natural light, showcasing a vibrant decor. Two cozy sofas in bright colors face a flat-screen TV. A colorful area rug anchors the space, with a playful side table and a kitchen visible in the background.

Cabin in Lebanon

Whimsy in the Woods: fireplaces, firepit & hot tub

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.

Apartment in Campbelltown

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.

4.96 out of 5 average rating, 369 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.

4.95 out of 5 average rating, 212 reviews

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

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!

The exterior of a restored home, featuring a welcoming porch with potted plants. The two-story structure is adorned with large windows, allowing warm light to spill out in the evening. A white picket fence borders the front yard, enhancing the charming neighborhood vibe.

5 out of 5 average rating, 256 reviews

Between Hershey & Lancaster-entire home

This late 1800s restored home was formerly the residence & office of the town doctor in the small historical town of Quentin. Newly renovated, this home is in a safe, family friendly neighborhood. Take in small town living with a coffee shop & craft store, pizza shop & restaurants within walking distance. 15 min from Hershey Renaissance Fairgrounds-less than 5 miles Mt Gretna-less than 5 miles 15 min from Lititz 25 min to Lancaster 1 mile to Rails to Trails biking/walking path

4.98 out of 5 average rating, 233 reviews

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

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.

4.93 out of 5 average rating, 146 reviews

The exterior of a two-story, brick home features a spacious front porch with white railings and several rocking chairs. Greenery surrounds the property, with hanging flower baskets adding a touch of color. Windows with shutters reflect a classic architectural style.

Home in Hummelstown

Small Town Sweets: Charming Home Near Hersheypark

Beautifully restored home(2019) in Hummelstown, PA, about 3 miles from Hersheypark. Walking distance to many local restaurants, bars, & shops. Game room on 1st level will keep kids and teens entertained. Three large BRs with Queen beds, and 1 Kids' bedroom that sleeps 4, all of which include a smart TV. Queen rooms include luggage bench, full length mirror, and USB charging ports. New appliances, furniture, and bedding throughout. Oversized living space and front porch.

4.94 out of 5 average rating, 341 reviews

Guesthouse in Lititz

The Grey Wolf (studio-style loft suite)

Enjoy the clean, comfy, eco-friendly & private loft space with your own private HOT TUB! Situated on top of a hill in the beautiful lake area of Lititz, PA, you will enjoy lovely views and quiet privacy. The main house is detached & adjacent to the loft suite. The loft is located on the top floor of the carriage house. Explore charming downtown Lititz just 4 miles away! Pool open Memorial Day-Labor Day. Hot tub open year round. ONE parking space/EV charging fee

4.98 out of 5 average rating, 180 reviews

A three-story building is showcased in a vibrant blue-green color. The exterior features large arched windows and decorative detailing. Trees line the front, and a parked car is visible on the street. Nearby buildings with a red facade are also noted along the street.

Apartment in Annville

Historic Firehouse "The Loft Suite"

Make some memories at this unique and family-friendly place. Come enjoy a restful time in our second floor space. This unit is equipped with a full kitchen and laundry. Walking distance to Lebanon Valley College. 20 minutes to Hershey Park, Chocolate World & Giant Center. 10 minutes south of I81. Other local attractions include antique shopping, Fort Indiantown Gap, In the Net Sports Complex, Klick Lewis Arena.

Popular amenities for Hershey family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 743 reviews

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

Quiet Cottage - Hot Tub and Creek mins from City

4.91 out of 5 average rating, 233 reviews

A bright living room features large windows adorned with sheer white curtains, providing views of the surrounding landscape. Two checkered chairs and a comfortable sofa frame a central wooden coffee table, creating a cozy gathering space complemented by decorative accents on the walls.

Cottage in Smoketown

Amish Cottage, Hot Tub, on Mill Creek

4.9 out of 5 average rating, 283 reviews

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

Historical home w/ Hot tub Downtown Hummelstown

4.89 out of 5 average rating, 103 reviews

A rustic cabin is surrounded by trees, featuring a wooden porch with multiple rocking chairs. Steps lead up to the entrance, while a hot tub is positioned nearby on a gravel path. The driveway is partially lined with landscaping stones.

Cabin in Lykens

Hemlock Ridge Cabin-Hotub-Firepit

4.99 out of 5 average rating, 169 reviews

A serene backyard scene is showcased with a spacious hot tub illuminated in soft blue light. String lights hang overhead, adding warmth, while a wooden deck and patio area beckon for relaxation. The inviting structure of 'The Funky Dutchman' is visible in the background.

Home in Annville

Hot Tub & Firepit- The Funky Dutchman Near Hershey

4.96 out of 5 average rating, 281 reviews

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

Secluded Hilltop Couples Retreat (Hot tub)

4.94 out of 5 average rating, 112 reviews

A charming log cabin is set against a backdrop of trees, featuring a spacious porch with several chairs. The rustic stone foundation complements the brown wooden structure, while large windows allow natural light to flow in. A gravel path leads to the entrance.

Cabin in Bethel

Cozy mountain cabin with breathtaking view.

4.92 out of 5 average rating, 201 reviews

The ranch-style home features a welcoming front porch with three chairs, surrounded by a neatly maintained lawn. The driveway leads to a gravel path and two garages. Lush greenery and trees provide a serene backdrop to the property, enhancing the secluded atmosphere.

Home in Halifax

Peaceful Getaway, with hot tub & fire pit.

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 155 reviews

Three red Adirondack chairs are positioned along a grassy bank, overlooking a calm body of water. The scene is framed by lush green trees, with sunlight filtering through the leaves, creating a serene atmosphere by the water's edge.

Home in Lancaster

Dog-friendly Farmhouse w/ Peaceful Waterfall View

4.9 out of 5 average rating, 121 reviews

A comfortable living area is featured, showcasing a sectional sofa with a dark accent pillow. A circular, metallic coffee table sits on a richly patterned rug. In the background, a small dining table with two stools and a large window allows natural light to illuminate the space.

Home in Jonestown

Little House On Lincoln, Near Hershey

4.93 out of 5 average rating, 169 reviews

A cozy fire pit area is surrounded by multiple outdoor chairs placed on gravel. Soft lighting from lanterns accentuates the natural setting, while a wooden cabin stands in the background, integrated into the surrounding trees.

Tiny home in Narvon

Country-Side Hut - firepit - cozy loft

The cottage features a large wrap-around porch with a covered area, providing outdoor seating options. The exterior is clad in a warm brown, complementing the natural surroundings. The property is set against a backdrop of trees, with sunlight filtering through the leaves.

4.99 out of 5 average rating, 333 reviews

Cabin Point Cottage

4.95 out of 5 average rating, 122 reviews

A vibrant rainbow arcs over lush green fields, framed by distant trees and a clear sky. A serene pond reflects the surrounding landscape, while the rustic white barn stands nearby, adding to the peacefulness of the farm setting.

Farm stay in Grantville

Cozy Farmhouse with views, amenities! Pet friendly

4.92 out of 5 average rating, 181 reviews

A modern kitchen bar area features five black metal stools arranged along a counter with a rustic wood accent wall. A neon sign with the words 'good vibes only' adds a playful touch. The space is brightly lit, creating a welcoming atmosphere.

Home in Hummelstown

5 Min To Hershey Park- Walk To Food & Fun!

4.99 out of 5 average rating, 111 reviews

A comfortable bed is dressed with crisp white linens, complemented by a textured green accent pillow and dark gray cushions. Neatly arranged white towels are presented at the foot of the bed, while rustic wooden walls provide a charming backdrop.

Barn in Lititz

Fox and Squirrel

Guest suite in New Cumberland

A spacious living area features a large, sectional sofa and a comfortable armchair positioned near a decorative fireplace. A soft area rug lies beneath, and a television is situated to the side. Natural light fills the room through a window adorned with light curtains.

4.97 out of 5 average rating, 156 reviews

King Bed + Fenced Yard | Near Hershey & Harrisburg

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 211 reviews

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

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

4.95 out of 5 average rating, 152 reviews

A country-style kitchen features mint green cabinetry and a wooden countertop. Stainless steel appliances include a microwave, oven, and dishwasher. A deep farmhouse sink is positioned beneath a window adorned with light curtains, while a bowl of fruit and kitchen essentials are displayed on the counter.

Home in Strasburg

Findley Farm View Cottage (Outdoor Pool!)

Apartment in Elizabethtown

A spacious sleeping area features a large bed with decorative blankets and a nautical-themed wall art above. Soft lighting from bedside lamps enhances the comfortable atmosphere. A seating area with a sofa and a dresser is visible in the background, creating a seamless blend of relaxation spaces.

4.94 out of 5 average rating, 169 reviews

Splash by Hershey

Holiday home in Lancaster

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.

4.98 out of 5 average rating, 184 reviews

Sweet Retreat

4.99 out of 5 average rating, 158 reviews

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.

Villa in Leola

Beautiful split level home,with pool and hottub

4.99 out of 5 average rating, 329 reviews

Hot Tub, Firepit & Arcade Table Near Hershey

4.95 out of 5 average rating, 183 reviews

The exterior of a welcoming A-frame home is shown, featuring a spacious porch with wooden railings. Two seating areas, including a swing and chairs, are surrounded by greenery and colorful flowers. A flag and hanging plants add a bright touch to the inviting entrance.

Home in Jonestown

Relax in your lower-level living space and enjoy.

A spacious two-story house is set against a bright blue sky filled with fluffy white clouds. Lush green lawns stretch around the home, featuring neatly manicured grass and a variety of landscaping that enhances the serene rural setting.