
Holiday rentals in Hershey
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Top-rated holiday rentals in Hershey
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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.

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

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!

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.

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.

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

Midtown's Coolest Penthouse Apt—Free Parking!
Historic Midtown Retreat: Discover the perfect blend of history and modern comfort in our spacious 2-bedroom, 2-bath apartment, located on the top floor of an old department store. Ideal for lively gatherings or cozy escapes, this unique space in Harrisburg’s trendy Midtown offers easy access to Downtown, the State Capitol, and local breweries. Enjoy free off-street parking, a fully stocked kitchen, and in-unit laundry. Explore Hershey and Harrisburg from this unique spot!

Hershey is minutes away! Horseshoe apartment
A perfect location to stay! You will be minutes from Hershey and a short drive to Harrisburg, Lancaster and Lititz. Located on route 322 makes it fast and easy to get around. You are in walking distance to laundromat, Brass Rail beverage and restaurant, Sopranos Pizza and Restaurant, Rising Sun restaurant and Bar, Annie's ice cream, A & M pizza, and post office. Grocery store , Chinese restaurant, nail salon, subway subs, and Bank are a short drive around the corner.

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

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!

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.
Popular amenities for Hershey holiday rentals
Other great holiday rentals in Hershey

The Overlook on Chocolate

Wild Retreat: Mins to Hershey Park,firepit,games

The Boxwood Cottage | boutique stay with hot tub

The Farmhouse

Green Point Getaway

Creekside Cabin | Kayaks + Hot Tub

Special Hershey getaway, pool, privacy, relax

Entire House In the ❤ of Hershey! 5min to the Park
When is the best time to visit Hershey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £98 | £98 | £111 | £138 | £124 | £144 | £159 | £173 | £130 | £135 | £116 | £116 |
| 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.
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 £15 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!
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- Hersheypark
- Dutch Wonderland
- Roundtop Mountain Resort
- French Creek State Park
- Codorus State Park
- Hershey's Chocolate World
- Spooky Nook Sports
- Shady Maple Smorgasbord
- Pennsylvania Farm Show Complex & Expo Center
- Sight & Sound Theatres
- Amish Village
- Lancaster County Convention Center
- Messiah University
- Maple Grove Raceway
- Franklin & Marshall College
- Giant Center
- Broad Street Market
- Lititz Springs Park
- Middle Creek Wildlife Management Area
- Central Market Art Co
- Fulton Theatre
- Rausch Creek Off-Road Park
- National Civil War Museum
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