Holiday rentals in Shermans Dale

VincentVille

This charming family home, originally built in 1860 and expanded in 1965, has been lovingly passed down through generations and is now being carefully restored while preserving its historic character. The ceilings and doorways are low so watch your head. The owner frequents the property but not the house. The basement and attic are off limits as well as the sheds. The fire pit can be used. Smoking outside is ok. No parties or events. No pets. No fireworks Work force welcome Hunters welcome

Meadow Lane Get-away

Relax with the whole family at this peaceful place in the country. Enjoy watching sheep graze in the meadow right behind back yard. You are only a short distance from town so if you forgot something you should find it there. the kingdom grounds cafe is only about 2miles, and is a very unique place to eat, the local table is a very good place to eat and is just out in town.Its only 15min from Little Buffalo State Park where there is lots to do and see,and we are 19miles to Carlisle fairgrounds.

Wooded Mountain Retreat Ideal for Family Gathering

Our Mountain Chalet is nestled on 23 peaceful wooded acres perfect for rest & relaxation. Spacious yet private, it sleeps 18 and offers the ideal setting to gather with friends & family. The kitchen is fully stocked for cooking, and we provide fresh linens, pillows, bath towels, plus essentials like toilet paper, napkins & paper towels. 30 minutes from Harrisburg, an hour from Penn State 40 minutes from Susquehanna, Bucknell & Selinsgrove Pennsylvania Near both Juniata & Susquahanna rivers

Country retreat, dogs ok, 15 min 81/76, Carlisle

Make yourself at home at the Country Retreat! Close to many area attractions for visitors & highways for through travelers. Plus, a huge fenced in yard & fire pit! Arriving late? The house is fully equipped with all kitchen necessities, Keurig coffee maker, microwave, coffee, tea, snacks, frozen pizzas, & canned soups. Out all day? Return & enjoy dinner under the covered pergola & a drink by the fire. Enjoy some yard games available in the shed. No cleaning/pet fee. $35/person/night over 2.

College Street Retreat!

Enjoy your stay at the College Street Retreat! This property is just a few short blocks from Dickinson College and close to historic downtown Carlisle restaurants, shopping and more! Visit one of the car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the worlds sweetest place, Hershey, and the capital of Harrisburg! The College Street Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!

Hershey, Gettysburg, and the Dutch Country are at your fingertips, yet you'll enter your own private retreat in this comfortable home on a large corner lot with mature trees in a peaceful neighborhood. Newly remodeled kitchen! Conveniently located to all the attractions of Central PA, with Hershey 30 minutes to the east, Gettysburg 30 minutes west, and the Amish Country 45 minutes South. Ski Roundtop is only 9 miles from the house! Easy access to PA Interstates and the PA Turnpike!

Charming Cabin With Epic Views and Accessibility

Whether relaxing indoors or enjoying the amazing view from the back porch, guests can enjoy the blend of cozy, rustic charm and modern comfort. Experience authentic cabin life with an unexpected touch of privacy. Our loft area features two separated bedroom areas. Unwind in style on the back porch, where nature meets entertainment with our outdoor TV. Our cabin is just a short drive to Shermans Dale, Carlisle (Approximately 6 miles to the Carlisle Fairgrounds) and Mechanicsburg.

Creekview Cottage

Escape to a charming WATERFRONT cottage 🐟🦆 hardwood floors, lots of windows with views for days! Tons of wildlife, geese, ducks, cozy fire pit, pond, and direct creek access! Enjoy swimming, fishing, and relaxing on the large deck. Sleeping: comfortable queen bed (private room) and full daybed in sunroom( no door) Book your stay and create lasting memories! 20 steps to access. Nearby: Messiah Univ. , Dickinson College, Farm Show Complex, Carlisle Fairgrounds, Hershey Park

The Teal Door

The whole group will enjoy easy access to everything from this centrally located place. Just five minutes from the Carlisle Fairgrounds, one block from a park with disc golf, playground, and a walking path alongside a peaceful creek. The historic district of Carlisle is only a fifteen minute drive. Large bedroom comfortably sleeps four with two queen beds. Kitchen includes refrigerator, microwave, toaster and coffee maker. Includes a private entrance and parking.

Creek Cottage, kayaks, fire pit. Pets welcome

Enjoy a quiet getaway in our renovated cottage right on the banks of Shermans Creek. Amenities include outdoor fire pit, indoor fireplace, and central air with a spacious deck with gas fire for enjoying the sounds of the creek and wildlife. Use the screened-in porch for meals, games or just relaxing. Appalachian trail is 10 min away. Little Buffalo & Colonel Denning State Parks are about 25 min away.

Quiet, Cozy, Contemporary

Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.

A-Frame W/ HOTTub, MountainView,Pickleball/tennis

Welcome to Hilltop Haven A-Frame. Perched on top of the ridge and surrounded by trees, this unique getaway offers breathtaking views, total privacy, and a true connection to nature. Designed for both relaxation and recreation, this home has something for everyone—whether you’re unwinding in the hot tub, gathering around the fireplace, or enjoying a friendly competition outdoors.