
Holiday rentals with outdoor seating in Cumberland County
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Top-rated rentals with outdoor seating in Cumberland County
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Old Homestead...Rest, Relax and Renew at this Quant Getaway
Welcome to the "Old Homestead." If you are looking for a quaint and relaxing getaway, then the Old Homestead is the perfect spot. Located between Shippensburg/Carlisle areas, there is so much to see and do within driving distance. History enthusiast...you have so many places to choose from. Maybe wine is more to your liking...it's a matter of which winery do I choose first. Enjoy hiking...then nearby Michaux State Forest is the perfect place to go or the Cumberland Rails to Trails. Perhaps you prefer to just relax and enjoy dinner on the deck or sit around a firepit and enjoy the evening. Whatever your preference, be sure to enjoy your "home away from home."

Country Cottage by the Redwoods.
This quaint country cottage is nestled in the Redwoods on our Dillsburg property away from the hustle and bustle of a busy life. Relaxing, quiet, not visible from the road but close to: ~ Round Top Mountain Resort ~Paulus Mt Airy Orchards ~Yellow Breeches Creek ~Messiah University. (all within 3 miles) We are central to Gettysburg and Hershey (30 miles), Harrisburg,Carlisle, Boiling Springs, Allen Berry Play house, the Appalachian Trail, and LeTort Spring Run! (all within15 miles)

Hill View Home
This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ
Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures! *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Lovely 2BR apt between Hershey, Gettysburg
This in-law apartment is connected to the host's home, but with private entrance, and has everything you need to feel at home away from home. Beautiful quiet country setting but only 5 miles from turnpike and other major routes, as well as grocery stores, gas stations, restaurants and shopping. Midway between Gettysburg, Hershey, Harrisburg & Lancaster Amish country . Near Ski Roundtop, Messiah College, Naval Depot. Sightings of turkeys, deer and more in the back yard are not unusual.

Modern, Fashionable Uptown Harrisburg home
Modern and fabulously decorated single family, brick row home in the "Olde Uptown" neighborhood of Harrisburg. Personal touches are found throughout with complimentary snacks and beverages, continental breakfast, incredibly comfortable beds, and professionally designed interior decor. You can walk to the fantastic Broad Street Market, local cafes and coffee, and the beautiful riverfront trail. One dedicated off-street parking spot is assigned to the home so parking is a breeze.

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!

"The Carriage House"
This quaint 1,500 square feet carriage house is on the back of a property that is home to a 19th century Victorian know as "Glass Gable". In 2000 Walt and Diana Brown purchased this property and began restoration and remodeling. The woodwork and other accommodations throughout have all been carefully selected to provide the atmosphere of an European Chalet. The Carriage House is within walking distance to downtown Carlisle and its many historic attractions.

The Roost at Deputy Farms
Enjoy the sounds of nature when you stay in this unique place. Our 1964 vintage Airstream Globetrotter is a nostalgic nod to simpler times. Beautifully decorated and featuring a romantic ambiance, spacious couch, and a luxurious queen bed. Looking for something a little bigger for 3 or more people? Check out our converted barn-turned-apartment listing located on the same property! It is super unique but perfect for families or larger groups!

Edgewater Lodge
A perfect place to get away from the stresses of life to relax and unwind . You Can have a seat on the large porch overlooking the Conodoguinet creek and enjoy watching nature , watch your kids playing and splashing in the creek , make dinner with the BBQ grill on the back patio or be just plain lazy ! There is no tv at this place , our goal is to have our guests enjoy nature and in this way be refreshed and ready to go back to work.

Tiny Home Getaway w/kayaks next to lake
Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

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.
Popular amenities for outdoor seating rentals in Cumberland County
House rentals with outdoor seating

The Camp Hill House - airy, elegant, comfortable

The Wrens Nest

Historic B&B all to yourself!

Homestead, a serene organic farm minutes off I81.

The Emerald Dragonfly- Kid Friendly, Sleeps 8

Entire House: Historic Midtown - Inviting|Pristine

Green Gables

Bear Mountain Getaway
Apartment rentals with outdoor seating

Modern 2 Bedroom Apartment in Mechanicsburg

Luxury Studio with Free Parking

Chic and Spacious Downtown 1-Bed w/ Parking

Near Fairgrounds! King Beds! Private Deck!

Spacious Carlisle apartment, quiet rural setting

Private Apartment in Webercroft

Cozy and Comfortable at Pomfret Place

The Teal Door
Other holiday rentals with outdoor seating

Shaker Cabin on Bear Mountain

Quaker Valley Guest House

The Falcon’s Nest

Mountainside Hideaway - Hot Tub - Secluded

Creekfront Nature Retreat, Kayaks•Firepit•Wildlife

Cozy Woodland A-Frame by Creek Fire Pit Swing Deck

Civil War Era Row House with Modern Amenities

Romantic Ridge Chalet
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- Hersheypark
- Cunningham Falls State Park
- Liberty Mountain Resort
- Whitetail Resort
- Cowans Gap State Park
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Gambrill State Park
- Gifford Pinchot State Park
- South Mountain State Park
- Pine Grove Furnace State Park
- Roundtop Mountain Resort
- Brookmere Winery & Vineyard Inn
- SpringGate Vineyard
- Cullari Vineyards & Winery Tasting Room
- Adventure Sports In Hershey
- Seven Mountains Wine Cellars
- Black Ankle Vineyards
- Catoctin Breeze Vineyard
- Mount Hope Estate & Winery
- Linganore Winecellars
- Adams County Winery