Holiday rentals in Hershey

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Top-rated holiday rentals in Hershey

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
5 out of 5 average rating, 160 reviews

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.

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.
Apartment in Annville
5 out of 5 average rating, 117 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.

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, 120 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.

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
4.96 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.

Top guest favourite
A bright living area features two large sofas and an armchair, arranged around a simple coffee table. A television is mounted above a white-brick fireplace. Natural light fills the room through large windows dressed with soft curtains, enhancing the cozy cottage atmosphere.
Home in Elizabethtown
4.98 out of 5 average rating, 125 reviews

Countryside Cottage

Come and enjoy this cozy home away from home! You will find this renovated home to have just what your family needs while being closely located to many popular attractions! We are located just minutes off of rt 283. Being very centrally located to the following: Hershey-10 min Harrisburg-20 min Lancaster-20 min We are very close to Hershey park, Spooky Nook sports, and many wedding venues in the area. With a cozy cottage feel you will find plenty of relaxation here in the country!

Top guest favourite
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.
Home in Lebanon
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

Top guest favourite
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, 233 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.

Top guest favourite
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, 281 reviews

Secluded Hilltop Couples Retreat (Hot tub)

Our Cozy, charming cottage is situated on a hilltop, with an amazing view of Amish farmland. The location is private, but still only a few minutes drive to town(Myerstown, Lebanon County PA) where you will find restaurants, gas stations and grocery stores. This is the perfect honeymoon suite or place to come to reconnect with your spouse. The backyard oasis includes a new hot tub(4/24),a fire pit, and a grill. New Kitchen 8/2022 new bathroom 3/2023 Wifi/Tv 8/23

Top guest favourite
Home in Hershey
4.91 out of 5 average rating, 290 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 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, 108 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.

Superhost
A cozy living area features a light-colored sofa, a wooden coffee table, and a comfortable chair. Natural light enters through two windows, illuminating the neutral walls and soft carpet. A piece of art adds color to the space, creating a welcoming environment.
Flat in Hershey
4.72 out of 5 average rating, 333 reviews

Smore's #2

Newly renovated apartment on 2nd floor of my historic building, In the center of everything. We offer contactless check in/out and room service available according to restaurant hours if you do not want to dine in person. Fenicci’s is located on the 1st floor of the building. Reminder: this is a historic building and does contain steep staircases.

Top guest favourite
A view of a downtown area featuring a wide street, with greenery and landscaped areas in the foreground. Buildings are visible in the background, including a tall structure, suggesting a lively urban setting under a partly cloudy sky.
Guest suite in Hershey
4.91 out of 5 average rating, 105 reviews

1/1 Bed 1 bath private Efficiency in Hershey

Enjoy a charming experience in downtown Hershey with walking distance to all Hershey attractions and local restaurants. This Private 1/1 /1 Efficiency comfortable accommodations right in the heart of Hershey. Some things to know before your stay are that there is no kitchen available, and that there is a no animals policy.

Popular amenities for Hershey holiday rentals

When is the best time to visit Hershey?

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Avg. price$166 SGD$166 SGD$188 SGD$232 SGD$209 SGD$244 SGD$269 SGD$292 SGD$220 SGD$228 SGD$197 SGD$195 SGD
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Frequently Asked Questions

  • What are the best places to stay in Hershey?

    Hershey has stays near the downtown area, as well as quiet options around the countryside and nearby townships. Many family-friendly and pet-welcoming accommodations are frequently suggested, especially near attractions and green spaces.

  • What are the best things to do in Hershey with kids?

    Explore Hersheypark for rides and family fun, visit The Hershey Story museum to learn about chocolate-making, or stop by ZooAmerica for animal encounters. Interactive exhibits and seasonal events add variety to the experience.

  • What are some of the best things to do in Hershey?

    Discover chocolate-themed attractions at Hersheypark and The Hershey Story, stroll through Hershey Gardens, or experience concerts at Hershey Theatre. The area also has museums, green spaces, and places to sample local treats.

  • How is the weather in Hershey?

    Hershey has cold winters around 23–39°F (-5–4°C) and warm, humid summers near 68–87°F (20–31°C). Spring and fall often feature mild temperatures and changing foliage.

  • When is the best time to visit Hershey?

    Late spring through early fall is often recommended for comfortable weather, outdoor concerts, and lively attractions. Winter brings festive lights and indoor events around town.

  • What are the best places to visit in Hershey?

    Hersheypark is one of the most popular spots, and The Hershey Story museum is frequently suggested for its interactive experiences. Hershey Gardens and Hershey Theatre also draw visitors for their scenic and cultural offerings.

  • What are some hiking trails in Hershey?

    Explore gentle paths at Hershey Gardens or nearby nature preserves, which have wooded trails and garden walkways. For a longer trek, area parks around Hershey feature family-friendly routes and wildlife views.

  • What are some family activities we can do in Hershey?

    Join hands-on chocolate-making classes, meet animals at ZooAmerica, or play at Hersheypark's playgrounds. Seasonal festivals and garden events welcome families throughout the year.

  • What are some of the best day trip ideas from Hershey?

    Explore local wineries, visit regional museums, or hike in nearby state parks. Charming small towns and scenic countryside around Hershey have art galleries, local markets, and family-friendly destinations.

  • Are there any pet friendly accommodations available in Hershey?

    Hershey has pet-friendly vacation rentals and lodging options, especially near open parks and walking trails. Check individual listings for specific pet policies and amenities.

  • What are some local tips for visiting Hershey?

    Bring comfortable shoes for park walking, and consider extra layers for cool evenings, especially outside summer. Sampling chocolate at different venues and joining a guided tour are ways visitors often explore Hershey’s unique history.

  • What is Hershey known for?

    Hershey is known for its chocolate heritage, featuring chocolate-themed attractions, historic sites related to the Hershey Company, and family-friendly entertainment. The town also hosts concerts and seasonal festivals.

  • What are the best hidden gems to explore in Hershey?

    Around Hershey, visitors often discover butterfly gardens at Hershey Gardens, cozy local cafés, and art galleries featuring Pennsylvania artists. Small workshops sometimes host chocolate tastings and creative activities.

  • What are the best foods to try in Hershey?

    Sample locally made chocolate and cocoa-inspired desserts around Hershey, as well as Pennsylvania Dutch treats like soft pretzels and shoofly pie. Many bakery cafés serve fresh pastries and seasonal specialties.

  • What should I bring for a trip to Hershey?

    Pack comfortable walking shoes, a light rain jacket, and layers for changing temperatures. If visiting seasonal parks or outdoor events, consider sunscreen and reusable water bottles.

  • What is the nightlife in Hershey like?

    Hershey has laid-back lounges, brewpubs, and live music venues, with concerts often hosted at Hershey Theatre. Evening events and performances create a casual social scene around the downtown area.

  • What are the most popular events or festivals in Hershey?

    Hershey hosts summer concerts, chocolate-themed celebrations, and seasonal light displays, with many events happening around Hersheypark and Hershey Theatre. Spring and winter festivals draw families and visitors from the region.

  • Are there family friendly vacation rentals in Hershey?

    Hershey has family-friendly vacation rentals near parks and attractions. Many properties include features like extra bedrooms, kitchens, and outdoor spaces suitable for groups traveling together.

Quick stats about holiday rentals in Hershey

  • Total holiday rentals

    Explore 190 holiday rentals in Hershey

  • Nightly prices starting at

    Hershey holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    190 of Hershey holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Hershey rentals

  • 4.9 Average rating

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

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Dauphin County
  5. Hershey