
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
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."

Spacious Private Family Home
Convenient private location nestled in the Allendale Community. Close to I-83/81, PA Turnpike & Rts 15. Centrally located to Hershey, Lancaster, Harrisburg, York & all spots in between! Convenience stores, quick food, pizza, frozen yogurt & Starbucks are a quick drive away. This space home hosts 4 bedrooms with a king, two queens and a twin daybed with trundle. 3.5 baths will make getting ready a breeze. Laundry room w/ washer & Dryer for your convenience. Perfect spot for your family vacation!

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.

Legacy Bridge Farmhouse
This cozy farmhouse was built in the 1800's and has been completely remodeled. The house is completely furnished and the large kitchen is fully stocked for cooking. The house sits on a beautiful farm property. There is a stream that runs through the property and there is a beautiful view from the back porch. It is located 10 minutes from Shippensburg and Chambersburg. It is also about 30 minutes from Gettysburg Battlefield. Whitetail, Ski Liberty Resort, and Roundtop are all within an hour.

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!

Claire House on the Creek
Claire House is a renovated home on the banks of Middle Spring Creek. Its restored open porch and balcony over look the cool spring waters as they meander past the property and under the wooden foot bridge. An old pavilion with a rustic table and benches, along with a fire pit, sit close by. In the spring, the creek is stocked with trout for the fishing enthusiasts. Shippensburg University and the Luhrs Center are less than 2 miles away as are numerous eateries and shopping experiences.

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.

Entire House: Historic Midtown - Inviting|Pristine
Quiet, cozy, clean. Entire house, in Historic Midtown. Pristine home with just the right balance of classical architecture and modern conveniences. Private backyard with kitchen garden and cafe-style seating. Walkable neighborhood with coffee shops, restaurants, craft brewery, Italian bakery, independent bookstore, farmers market and more (see section on neighborhood). Free street parking. If parking is a challenge, contact me for directions to free lot parking around the corner.

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.

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.
Popular amenities for Cumberland County house rentals
House rentals with a pool

Quaint Family Home-pet friendly

The Wright Retreat

Songbird Hollow

Dixon Mansion at Allenberry Resort

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!
Weekly house rentals

Cozy Getaway Lodge & Retreat

Charming 2BR Near Fairgrounds and War College!

1789 Historic Gem | Modern for 9

Mountainside Hideaway - Hot Tub - Secluded

Cozy 2 bedroom home, w/driveway & fenced yard

Private•crkside•fireplc•KINGbd•WIFI•pool table•BBQ

VincentVille

Charming Family-Friendly Small Town Oasis
Private house rentals

~ Riverfront Serenity ~

Chestnut Comfort!

Peaceful Bear Mountain Retreat

Willow Mill

Cheerful 3 bedroom 1910 Craftsmen Bungalow

Windy Meadows

Prince Street Suite

*Mountain Top Home* at The Happalachian House
Destinations to explore
- Waterfront rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Rentals with a kayak Cumberland County
- Rentals with a washing machine and dryer Cumberland County
- Rentals with an EV charger Cumberland County
- Family-friendly rentals Cumberland County
- Cabin rentals Cumberland County
- Hotel rooms Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Rentals with pools Cumberland County
- Rentals with a fire pit Cumberland County
- Rentals with breakfast Cumberland County
- Apartment rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with a fireplace Cumberland County
- Rentals with a patio Cumberland County
- Private suite rentals Cumberland County
- House rentals Pennsylvania
- House rentals United States
- Hersheypark
- Liberty Mountain Resort
- Whitetail Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Gambrill State Park
- South Mountain State Park
- Spooky Nook Sports
- Pennsylvania Farm Show Complex & Expo Center
- Poe Valley State Park
- Franklin & Marshall College
- Messiah University
- Lititz Springs Park
- Giant Center
- Lancaster County Convention Center
- Broad Street Market
- National Civil War Museum
- Fulton Theatre
- Central Market Art Co
- Catoctin Mountain Park




