Holiday rentals in Annville

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.

1803 Millhouse on Estate *15 mins to Hershey*

Beautifully positioned on 12 acres, this 1799 estate is reputed to have been designed by Thomas Jefferson. Enjoy an al fresco lunch or bonfire by the waterfalls, or fly-fishing in the stocked spring-fed stream. Meander through woodland paths, formal gardens, or tree-lined avenues. The accommodation is on the 2nd floor of the newly-restored 1803 mill, and is the only finished area. You would have the building to yourself! 15 mins to Hershey, 30 to Harrisburg and Lancaster, 5 to LVC

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

Quiet Close to Hershey~Pet Friendly+Fire Pit+Grill

Welcome to Cherry Cottage! Relax with the whole family at this peaceful place to stay. Discover the perfect blend of comfort and convenience. This 3 bedroom, 2 bathroom home boasts a spacious interior and large backyard with a fire pit, perfect for entertaining or relaxing. The property is pet-friendly and located in a desirable neighborhood, close to local amenities. Enjoy the best of suburban living in this charming and inviting home. Experience A Perfect Staycation With Us!

Lebanon City home near Hershey-Lititz-Lebanon Expo

Our house in downtown Lebanon is more than just a place to rest your head; it is a space crafted with care and attention to detail, designed to inspire comfort and creativity. We blended an industrial style with cozy touches to make sure you feel right at home from the moment you walk through the door. Whether you're here for a weekend getaway, a special occasion, or just a change of scenery, our hope is that you leave feeling refreshed and revitalized.

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.

The Red Barn Retreat

Welcome to The Red Barn Retreat! We are so excited for you to come visit our peaceful place. The barn was built in the early 1800’s and we completed its renovation in 2014 and an upgrade in 2020 to include air conditioning in the whole barn and new reclining leather couches. It is very special to our family and we hope it will be for you as well! It is a wonderful spot to relax and refresh and make lasting memories.

Firepit + Gameroom- Walk To Restaurants!

Nestled In A Family-Friendly Neighborhood and Packed w/ Charm Near Lebanon Valley College, Our Cottage Is Quaintly Placed Just 15 Minutes Drive To Hershey Park and Hershey Attractions! 👣 Walk To Food and Fun 👣 You're Just 6 Minutes Away (By Foot!) From Several Restaurants Including a Highly-Rated Brewpub, Pho, Pizza and 10 Minutes Walk To Multiple Bars, Coffee Shops and a Local Movie Theater!

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.

Family Express Transition XL

Avail 7-25 -26- No smoking. 2 steps. Walk Theater, Cafes, LVC College. Sleeps 4 . Hi speed Comcast Int. Big Kitchen, Liv. Room, Fireplace, Porch, Rose Gardens, 1 fll bath, 2 good size bedrooms. Simple GE Stack Washer/Dryer. Pets? No. Sec Dep.? $250. CL Fee $100. 1 Block,62 ac nature park. We constantly do garden, yard. Flex-Check Out. Min 1 week. Max 2 week.

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!