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
Flat in Hummelstown
4.95 out of 5 average rating, 529 reviews

The Sweetest Place, Hershey, Close to Everything

Welcome to Hershey! Enjoy your stay at The Sweetest Place. Just a few min from Giant Center, Hershey Park & all its attractions. Close to Hershey Downtown, Restaurants, Shops & Penn State Hershey Medical Center. Visit Indian Echo Caverns in Middletown. Close to the State Capital Harrisburg. Walking distance to Aroogas, Sheetz , Taco Bell, Isaacs, Wendy’s , Pizza Hut, & Papa Johns! The Sweetest Place offers all the amenities of home, & the ideal location to spend a couple nights close to it all!

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.

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, 220 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
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 spacious living area is highlighted by large windows allowing natural light to fill the room. A comfortable seating arrangement includes a blue sofa and a rocking chair, complemented by a traditional rug. Views of the surrounding farmland and greenery are visible through the glass.
Flat in Myerstown
5 out of 5 average rating, 107 reviews

The Loft at Bullfrog Pond

Nestled in the small village of Frystown surrounded by Pennsylvania farmland, is our newly created apartment. High ceilings and a wall of windows overlooking a pond and a working farm provides a sunny, open space with lots of light and privacy. Perfect to rest, work remotely or use as a base camp to explore the surrounding areas. Hershey 33 minutes, Lititz 30 minutes, Harrisburg 36 minutes, Reading 38 minutes, Lancaster 49 minutes. One mile to interstate 78 and 2 miles to route 501.

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
The exterior of a two-story, brick home features a spacious front porch with white railings and several rocking chairs. Greenery surrounds the property, with hanging flower baskets adding a touch of color. Windows with shutters reflect a classic architectural style.
Home in Hummelstown
4.93 out of 5 average rating, 146 reviews

Small Town Sweets: Charming Home Near Hersheypark

Beautifully restored home(2019) in Hummelstown, PA, about 3 miles from Hersheypark. Walking distance to many local restaurants, bars, & shops. Game room on 1st level will keep kids and teens entertained. Three large BRs with Queen beds, and 1 Kids' bedroom that sleeps 4, all of which include a smart TV. Queen rooms include luggage bench, full length mirror, and USB charging ports. New appliances, furniture, and bedding throughout. Oversized living space and front porch.

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, 137 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
A three-story building is showcased in a vibrant blue-green color. The exterior features large arched windows and decorative detailing. Trees line the front, and a parked car is visible on the street. Nearby buildings with a red facade are also noted along the street.
Flat in Annville
4.98 out of 5 average rating, 180 reviews

Historic Firehouse "The Loft Suite"

Make some memories at this unique and family-friendly place. Come enjoy a restful time in our second floor space. This unit is equipped with a full kitchen and laundry. Walking distance to Lebanon Valley College. 20 minutes to Hershey Park, Chocolate World & Giant Center. 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
Flat in Elizabethtown
5 out of 5 average rating, 180 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, 366 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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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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