Holiday rentals in Annville

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!

Whimsy in the Woods: pond, hot tub, screened porch

Want a stay that's private and relaxing, but that is also an experience of its own? Whimsy in the Woods is the place. Filled w/hand-painted furniture & whimsical art, our property has something for everyone! Mins from Annville & 20 to Hersheypark, you're surrounded by woods but w/the convenience of a cute town mins away (Annville). Our four private acres feature a hot tub; pond/relaxing water fall feature; spacious screened porch, deer(!), fire pit; arcade; and lots of artistic motivation.

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.

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

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.

Home in Fredericksburg

Cozy, three bedroom home in the small town of Fredericksburg in Lebanon County. We are right off of I-78, centrally located to Lancaster City, Harrisburg, and Allentown. Hershey Park is just under thirty minutes away. Enjoy the outdoors with the Appalachian Trail, Swatara Rail Trail, and Swatara State Park just minutes away. Whether you’re in the area for business or vacation, this house is furnished with everything you need for a comfortable and relaxing stay.

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.

NEW! Hot Tub & 28 Acre Park 30 Mins To Hershey

🕊️ Welcome to Graytail Cottage 🕊️ Escape To Your Own Private Retreat Backing Directly Onto A Beautiful 28-Acre Community Park In Rural Pennsylvania! Our Cottage Combines Peaceful Country Charm With Easy Access To Hershey, Lancaster, And Central Pennsylvania's Top Attractions. Completely Renovated And Professionally Designed In 2026, We've Packed Graytail Cottage With Everything Needed For Relaxing After A Day Of Adventure.

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 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.

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.

Cozy 1-bedroom unit with fireplace & full kitchen

Welcome to Maple Cove! Enjoy your stay in beautiful southern Pennsylvania. Conveniently located just 30 minutes from many popular attractions in Hershey and Lancaster, and only 15 minutes from the Renaissance Faire, Maple Cove is perfect for your getaway. You’ll also find a variety of restaurants, shopping, and local parks all within a quick 10-minute drive!