
House holiday rentals in Cumberland County
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Top-rated house rentals 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."

The Emerald Dragonfly- Kid Friendly, Sleeps 8
Conveniently located 1 mile from Messiah University, 25 minutes from the town of Hershey, and 15 minutes from Ski Roundtop Resort and the city of Harrisburg, The Emerald Dragonfly is a family-friendly, modern, spacious getaway that is home away from home. Enjoy this beautiful 4 bedroom, 2.5 bath townhome that is suited to meet your needs. Local hosts that can provide recommendations, enjoy all Central PA has to offer with the Emerald Dragonfly. Additional unit next door for larger parties.

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!

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.

Cute Carlisle Cottage-studio home
Welcome to the Carlisle Cottage. Small, cute & clean. 1 Q bed & addtl. Q air bed avx upon request. Sleeps 2 adults & up to 2 children. Centrally located to shops, restaurants, US Army War College, Dickinson College, Keystone Aquatics & Fairgrounds but not walkable to these locations. Easy I81 on/off access. Minutes to the PA Turnpike. Smoking not allowed indoors but ok on the porch. Receptacle provided. Outdoor cameras for security. Host lives on property in house next door.

Historic B&B all to yourself!
Your family will love having this historic B&B all to yourselves! Originally built to be a tavern in 1790, this 230+ year old building now features all the modern amenities families enjoy. We provide breakfast foods and other treats for you while giving you 100% privacy to make you feel right at home. In the mornings you can use fresh eggs from our chickens to make family breakfasts in a kitchen that has everything you could ask for. In the evening, enjoy a drink in the hot tub!

"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.

Modern 2-Bedroom Home with Courtyard
Enjoy the luxuries of home in this fully renovated downtown retreat. Within close proximity of popular downtown Carlisle restaurants, bars, Carlisle Fairgrounds, pickleball courts, and Dickinson College, this 2 BR, 1 bath home with ample street parking is the ideal location to stay a few nights or longer. This Modern Parkside Retreat is close enough to town for convenience, but sits right next to Letort Park, giving you just enough peace and quiet.

A Place to make Memories
A premier luxury Homestay. A rustic & contemporary gem with wood ceilings & stone fireplace. Barn and outdoor area for events. Beautiful open kitchen designed like a European bistro with high-end appliances. Outdoor terrace and Firepit for entertaining or relaxing. Spacious, Mod, Cozy and Romantic all in one! Large grand room for gathering. 42 beautiful acres with woods, stream, and lots of wildlife. Perfect for dogs to roam.

The Wrens Nest
This cozy home with covered front porch and open back deck is a great place to enjoy country sunrises or relaxed afternoons! An affordable & comfy place to spend the weekend or while enjoying the area attractions. With high-speed Internet it has made a great place to stay for business people & traveling nurses. It’s a place you can feel perfectly “at home” in. 🙂

The Camp Hill House - airy, elegant, comfortable
You simply won't find a better stay in South Central PA than this beautifully decorated, historically remodeled Camp Hill home. Extraordinarily comfortable, plenty of space for just yourself, your friends, or the entire family. Located in clean, quiet, suburban Camp Hill. Two miles from downtown Harrisburg. And easily accessible from everywhere.
Popular amenities for Cumberland County house rentals
House rentals with a pool

Quaint Family Home-pet friendly

The Wright Retreat

Songbird Hollow

The Old House 4Bed/3Bath (Whole House)

Grove Retreat - Prime Spot,Pool,Deck,Pond,Firepit

Molly Pitcher Milk House

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

Fly Fishing Lodge at Allenberry Resort
Weekly house rentals

Spacious Private Family Home

Peaceful Bear Mountain Retreat

1789 Historic Gem | Modern for 9

Uncharted Pines | Pickleball Court + Hot Tub

Shipoke Riverfront! 2 Suites & Free Parking

Cheerful 3 bedroom 1910 Craftsmen Bungalow

Charming Newly-Renovated Harrisburg Home

Secluded Retreat on Large Wooded Lot
Private house rentals

Old Charm Getaway

~ Riverfront Serenity ~

Cozy Getaway Lodge & Retreat

Quaint Historic Stone House

Rolling Hills Symphony

2 Bedroom House - Bring the Pets!

The Farm House

Beautiful 3 BR Home in Historic Midtown Harrisburg
Destinations to explore
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- House rentals Pennsylvania
- House rentals United States
- Hersheypark
- Cunningham Falls State Park
- Liberty Mountain Resort
- Cowans Gap State Park
- Caledonia State Park
- Codorus State Park
- The Links at Gettysburg
- Hershey's Chocolate World
- Gambrill State Park
- Whitetail Resort
- Gifford Pinchot State Park
- South Mountain State Park
- Roundtop Mountain Resort
- Pine Grove Furnace State Park
- SpringGate Vineyard
- Brookmere Winery & Vineyard Inn
- Cullari Vineyards & Winery Tasting Room
- Adventure Sports In Hershey
- Black Ankle Vineyards
- Catoctin Breeze Vineyard
- Mount Hope Estate & Winery
- Linganore Winecellars
- Adams County Winery
- Seven Mountains Wine Cellars