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 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
4.98 out of 5 average rating, 218 reviews

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

Top guest favourite
Home in Hershey
4.96 out of 5 average rating, 124 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, 119 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
The farmhouse is nestled among greenery, featuring a white exterior with dark shutters and a central chimney. A gravel path leads to the entrance, while a wooden fence frames the property. A vibrant sunset paints the sky in shades of pink and orange.
Home in Palmyra
4.97 out of 5 average rating, 135 reviews

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.

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 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 Palmyra
4.96 out of 5 average rating, 366 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 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
4.95 out of 5 average rating, 211 reviews

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!

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, 230 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.

Guest favourite
Home in Hershey
4.91 out of 5 average rating, 289 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, 105 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 cottage exterior features a white picket fence and lush green lawn. A large flowering tree with pink blossoms stands prominently in the yard. An American flag is displayed on the front porch, which includes steps leading to the entrance of the home.
Cottage in Palmyra
4.93 out of 5 average rating, 260 reviews

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 (56 beers on tap) 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.

Top guest favourite
An open living area features a maroon leather sofa and matching armchair, complemented by a wooden dining table with metal chairs. Natural light fills the space, highlighting the hardwood floors and artwork on the walls. A floor lamp adds ambient illumination.
Home in Hummelstown
4.94 out of 5 average rating, 425 reviews

Hummelstown/Hershey Area Family Home

Welcome to a spacious home set up to provide you a comfortable and convenient stay in the Hershey area. This home is located in Hummelstown 4 miles from Hershey Park, close to Hershey Medical Center 2.1 miles, Harrisburg Airport 5 miles and the Farm Show Complex 8.7miles. It is perfect for families, couples and business travelers.

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$229 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