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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Superhost
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.
Flat in Hershey
4.81 out of 5 average rating, 381 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 favourite
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, 368 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.

Top guest favourite
Home in Hershey
4.96 out of 5 average rating, 125 reviews

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

Top guest favourite
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, 121 reviews

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!

Top guest favourite
A spacious open-concept living area features modern cabinetry and a large kitchen island with seating. Warm string lights illuminate the space, highlighting the comfortable seating area and expansive windows that offer natural light. Hardwood floors add a welcoming touch.
Flat in Midtown
4.96 out of 5 average rating, 138 reviews

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!

Top guest favourite
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.
Flat in Campbelltown
4.95 out of 5 average rating, 347 reviews

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.

Guest favourite
Home in Hershey
4.91 out of 5 average rating, 292 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, 112 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.

Top guest favourite
The living area features a mix of seating with a gray sofa and a brown leather chair, arranged around a round coffee table. A large television is positioned on a shelf unit, while soft light enters through a window adorned with sheer curtains.
Home in Midtown
4.97 out of 5 average rating, 652 reviews

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.

Top guest favourite
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.
Guest house in Middletown
4.98 out of 5 average rating, 147 reviews

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.

Top guest favourite
Flat in Elizabethtown
5 out of 5 average rating, 185 reviews

The Goldfinch I Luxe Stay for 2 w/ Hot Tub

Welcome to The Goldfinch at The Nest at Deodate, a thoughtfully designed apartment offering a comfortable and private retreat. Set in a peaceful country setting just a short drive from Hershey and Elizabethtown, this inviting space is ideal for unwinding and relaxing. Enjoy your private hot tub and outdoor patio, and settle into an atmosphere designed for rest and connection.

Top guest favourite
The exterior of a charming cottage is presented, featuring a welcoming red front door surrounded by vibrant flower planters. A paved walkway leads through a well-maintained lawn, with shrubs and flowers adding color to the landscape, while neighboring houses are visible in the background.
Guest house in Lebanon
4.97 out of 5 average rating, 370 reviews

Ebenezer Cottage - Entire Guesthouse

Our cozy cottage has what you need whether you are looking for 1 night to get away, or a longer term stay. We are located 30-40 minutes from Lancaster and Harrisburg, and about 25 minutes from Hershey, making lots of sightseeing possibilities. If you are looking for nature experiences, there are multiple parks close by. We look forward to meeting you!

Popular amenities for Hershey holiday rentals

When is the best time to visit Hershey?

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Avg. price$168 SGD$168 SGD$190 SGD$235 SGD$212 SGD$247 SGD$273 SGD$296 SGD$222 SGD$231 SGD$199 SGD$198 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