House holiday rentals in Cumberland County

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Top-rated house rentals in Cumberland County

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Top Guest favourite
A single-story brick home is surrounded by lush greenery and well-maintained landscaping. Colorful flowering bushes are arranged in front of the house, while a neatly mowed lawn extends across the foreground. The driveway leads to a garage with decorative windows.
Home in Shippensburg
4.99 out of 5 average rating, 122 reviews

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."

Top Guest favourite
A two-story home is depicted, featuring a light-colored exterior with white shutters and a welcoming front porch. The well-maintained lawn and surrounding trees provide a peaceful setting. The driveway leads to a spacious entrance, inviting guests to enjoy the property.
Home in Camp Hill
4.99 out of 5 average rating, 109 reviews

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!

Guest favourite
A serene bedroom features a black metal bed frame adorned with crisp white bedding. A bedside table holds a modern lamp and a small plant, while a decorative pillow adds a touch of color. The background showcases a textured wall with subtle, dotted patterns.
Home in Mechanicsburg
4.98 out of 5 average rating, 124 reviews

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.

Guest favourite
The exterior of a remodeled farmhouse presents a welcoming entrance, characterized by a stone pathway leading to a spacious porch. Flanking the path are sturdy stone columns with lanterns, enhancing the inviting look of the property surrounded by lush greenery.
Home in Chambersburg
4.95 out of 5 average rating, 147 reviews

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.

Guest favourite
A spacious living room features a large, dark gray couch adorned with red and patterned throw pillows. A circular coffee table sits on a decorative area rug with floral patterns. Nearby, a tall plant and a striped chair create a relaxed seating area.
Home in Carlisle
4.89 out of 5 average rating, 188 reviews

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!

Top Guest favourite
An inviting outdoor area is shown featuring a covered porch with sturdy wooden supports. A set of steps leads up to the entrance, surrounded by lush green trees. Seating is available on the porch for relaxation, with a small dining set visible in the foreground.
Home in Shippensburg
4.94 out of 5 average rating, 108 reviews

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.

Top Guest favourite
A modern living area is furnished with a light-colored sectional sofa and stylish accent chairs. A round coffee table sits at the center, complemented by a textured area rug. The space features a mix of warm wood and neutral tones, with artistic wall decor enhancing the setting.
Home in Harrisburg
4.98 out of 5 average rating, 596 reviews

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.

Top Guest favourite
The front exterior of the Carlisle Cottage is shown, featuring a light-colored facade and a welcoming green door. A wooden porch is accessible via a set of steps, furnished with two chairs and a small table. An awning provides shade above the entrance.
Home in Carlisle
4.98 out of 5 average rating, 166 reviews

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.

Top Guest favourite
The entryway features a turquoise front door framed by a decorative brick facade. Glass accents in the window display colorful motifs, while steps lead down to a lush garden area with a variety of green plants and a blue pot.
Home in Harrisburg
4.95 out of 5 average rating, 302 reviews

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.

Top Guest favourite
A welcoming entrance to the B&B is marked by a wooden sign displaying 'Colonial Crossroads Bed & Breakfast.' The historic stone building is visible in the background, while a vintage gas station with red accents is positioned to the right, creating a charming juxtaposition.
Home in Mechanicsburg
4.98 out of 5 average rating, 171 reviews

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!

Top Guest favourite
A decorative sign for 'The Carriage House' features elegant lettering on a background of deep purple. The sign is mounted against a backdrop of a light grey exterior wall, enhanced by a series of windows above and a stylish wall lantern nearby.
Home in Carlisle
4.98 out of 5 average rating, 267 reviews

"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.

Top Guest favourite
A rustic barn is positioned against a backdrop of barren trees during winter. The scene is accentuated by a gentle blanket of snow, creating a calm landscape. A sign in the distance indicates the property entrance, adding to the serene outdoor setting.
Home in New Oxford
4.98 out of 5 average rating, 118 reviews

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