Holiday houses in Derry

Wild Retreat: Mins to Hershey Park,firepit,games

Experience the perfect blend of historic Hummelstown charm and modern luxury. Our meticulously renovated 3-story, 3 bedroom/2.5 bathroom home serves as your ultimate family home base. We’ve designed every inch of this space to make your family vacation seamless and stress-free. Located under 15 minutes from: Hersheypark & Chocolate World, ZooAmerica & Hershey Gardens, Echo Dell Caverns Stroll into charming Hummelstown for morning coffee, local breweries & kid-friendly dining just blocks away.

Location · Family · Kitchen

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.

Location · Family · Outdoor spaces

TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature

🌿 Treehouse of Love - A Romantic Couples Retreat - We Look Forward To Hosting You! THE MISSION *Escape the busyness of life and reconnect with the one you love at Treehouse of Love—a one-of-a-kind luxury treehouse nestled high among the trees and surrounded by the peaceful beauty of the Pennsylvania countryside. Whether you're celebrating an anniversary, honeymoon, birthday, or simply looking for a quiet getaway, this romantic retreat was thoughtfully designed for two. *HOTTUB *EBIKES

Value · Location · Kitchen

Hot Tub · Game Room & More!· 8 min to Hersheypark!

Check out our special 2026 prices and book today! Planning a family getaway to Hersheypark? Treat your loved ones to a cozy, memorable stay at The Pearl. ✨ Minutes from Hersheypark and local attractions ✨ Walking distance to shops & restaurants ✨ Hot tub ✨ Game room ✨ Children Playground ✨ Traveling with an infant? We’ve got you covered. Guests love our spotless, family-friendly home, thoughtfully stocked, spacious, and hosted with care. Book now and start making sweet memories.

Family · Value · Checkout

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!

Value · Location · Hospitality

Hershey Downtown Retreat II

Location! Location! Your family will be close to everything in DOWNTOWN HERSHEY when you stay at this centrally located home just off Chocolate Ave. From Donut & Coffee shops to Restaurants & Bars. A Fresh Market, Grocery Store, Distillery, Brewery, Spa & Salon. Everything you need is just a block away. Relax out back, under the lights, enjoy a meal and listen to the park goers (and maybe even a concert) in the distance!

Family · Location · Bathroom

❤️ Respite on Railroad 1.0 - Corporate housing

This very convenient one bedroom first floor apartment is a spacious 750 square feet with ductless AC, a functional kitchen, granite countertops, dishwasher, electric stove/oven, microwave, disposer, fridge/freezer, Keurig coffee maker, and a toaster, leads to a separate dining area. Enjoy free WiFi, and off street parking with ample lighting and video surveillance for your security and piece of mind.

Value · Location · Indoor spaces

The Overlook on Chocolate

Experience Hershey like a local in our newly remodeled 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 two bedroom apartment while immersed in the heart of this charming town.

Location · Family · View

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.

Value · Location · TV

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.

Location · Value · Nearby

1/1 Bed 1 bath private Efficiency in Hershey

Enjoy a charming experience in downtown Hershey with walking distance to all Hershey attractions and local restaurants. This Private 1/1 /1 Efficiency comfortable accommodations right in the heart of Hershey. Some things to know before your stay are that there is no kitchen available, and that there is a no animals policy.

Location · Family · Bathroom

The Laurel

Relax in a peaceful setting close to Hershey, the sweetest place on earth! This destination is quiet with a private entrance, and comes with private outdoor space and firepit. It has a fully functioning kitchen for those who enjoy creating their own meals.

Location · Family · Wi-Fi