
Holiday rentals in Hershey
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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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 8,540 verified reviews to help you choose

Family-friendly holiday rentals
140 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!
Top-rated holiday rentals in Hershey
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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!

The Respite getaway
The Respite—a peaceful 4-bedroom, 2-bath home designed with families in mind, just minutes from the fun of Hersheypark and Chocolate World! 1 king, 2 queens, and 2 twin beds—perfect for kids. Enjoy the open-concept living area, fully equipped kitchen, fast WiFi, A/C, and in-home laundry. After a day of sweet adventures, come home to relax, and recharge. Board games, comfy seating, and plenty of room to make this a hit for all ages. Make memories together at The Respite—your home away from home.

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.

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.

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.

TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature
Welcome to **Treehouse Of Love** 💕 A Space that is uniquely designed to draw out the best, in you and your spouse! You'll find it setting back a long driveway where the whippoorwills sing and the fireflies burst with light… *The hottub sits approximately 34ft away at the same elevation, and is accessed by a charming, swinging bridge that feels like royalty! *Ebikes are included with stay! *Every amenity that is needed for a comfortable stay is provided!

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.

Walk to Midtown From Contemporary Uptown Harrisburg Home
Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

Historic 1 bedroom guesthouse with parking.
Beautiful 1840's pre-Civil War country summer kitchen guesthouse situated on a private farm. Completely remodeled from floor to ceiling! Private off road parking. Within 15 minutes of all Hershey attractions and medical center. Conveniently located 3 miles from Harrisburg International Airport and short travel to various other destinations such as Spooky Nook Sports, Elizabethtown, Harrisburg, Hershey and Lancaster areas.

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.

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 holiday rentals
Other great holiday rentals in Hershey

Applewood A-Frame Retreat + Hot tub

House 411

Hershey Cottage: Fire Pit, Game Room on Amish Farm

Travelers Post Guest House - 2 Bedroom Home

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Mt. Gretna Escape | Storybook Cottage in the Trees

Candy Bar #8

Cozy Cottage in the Woods
When is the best time to visit Hershey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 SGD | $179 SGD | $210 SGD | $236 SGD | $212 SGD | $247 SGD | $273 SGD | $296 SGD | $223 SGD | $232 SGD | $199 SGD | $198 SGD |
| Avg. temp | -1°C | 1°C | 5°C | 12°C | 17°C | 23°C | 25°C | 24°C | 20°C | 13°C | 7°C | 2°C |
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.
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- Hersheypark
- Dutch Wonderland
- Spooky Nook Sports
- Hershey's Chocolate World
- Roundtop Mountain Resort
- French Creek State Park
- Amish Village
- Sight & Sound Theatres
- Shady Maple Smorgasbord
- Maple Grove Raceway
- Franklin & Marshall College
- Hersheypark Stadium
- Giant Center
- Pennsylvania Farm Show Complex & Expo Center
- Broad Street Market
- Lancaster County Convention Center
- National Civil War Museum
- Lititz Springs Park
- Messiah University
- Middle Creek Wildlife Management Area
- Hawk Mountain Sanctuary
- Fulton Theatre
- Rausch Creek Off-Road Park
- Turkey Hill Experience





