
Holiday rentals in Carlisle
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Quick stats about holiday rentals in Carlisle

Total holiday rentals
Explore 50 holiday rentals in Carlisle

Nightly prices starting at
Carlisle holiday rentals start at €44 per night before taxes and fees

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Over 5,850 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Carlisle holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Carlisle rentals

4.9 Average rating
Carlisle stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Carlisle
Guests agree: these stays are highly rated for location, cleanliness and more.

School Of Law - Whole House Full of Amenities
Enjoy your stay at The Law office Retreat. Just a few short blocks from the campus of Dickinson College and a quick stroll to historic downtown Carlisle restaurants and shopping. Visit one of the many car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the orchards of Adams County, and the capital city Harrisburg, and more! The LawOffice Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

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.

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)

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

Sally's Summer Kitchen
Studio apartment located in historic district of downtown Carlisle, Pa. Its convenient location allows guests the opportunity to walk to the shops, sites and restaurants. The Car Show, Dickinson College and The Army Heritage Center are all only a couple miles away. The bed is a large futon, very comfortable, but may be difficult for some to maneuver. Most everyone has been very comfortable on it! For same day bookings guests must send a request before 9pm at night for that night.

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.

Cozy Farmhouse Cottage
This cottage was once the washhouse for the adjoining 1790's farmhouse and has been recently renovated into a cozy retreat, overlooking the quiet fields and rolling mountains of Boiling Springs. The queen bed in the loft and double bed in the back room offers flexibility for a quick getaway or long-term stays. Head to the private deck for a meal and view of the sunset in the evening. Carlisle is just up the road and Harrisburg is only a 25-minute drive. Come and be refreshed.

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

Historic Home in Downtown Carlisle - Free Parking!
Enjoy this 2 bedroom historic home in Downtown Carlisle, PA. This home is recently renovated, has free on street parking, and is within walking distance to downtown Carlisle. This rental is located UP a flight of steep steps! This rental is a townhouse, there are neighbors on both sides and below! This space is IN TOWN, please expect to hear the noises associated with living in town. Please do not book if you are not used to townhouse, in town, noise level! Space is SMALL.

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.

Spectacular views, intimate dome
Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

A charming cottage Victorian-style house.
Conveniently situated in walking distance to the Army War College, to gate number 1 of the Fairgrounds, and downtown restaurants and shops. This 2nd floor cozy apartment is part of a charming Victorian-style house built, in 1870. There is a eat-in kitchen with full-size appliances, the 2 bedrooms share a private bathroom and the comfortable living room provides a great place for relaxing. Apartment comes with off-street parking for 2 cars.
Popular amenities for Carlisle holiday rentals
Stay near Carlisle's top sights
Other great holiday rentals in Carlisle

Charming Cabin With Epic Views and Accessibility

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TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature

The Cottage Overlooking the Conodoguinet

Charming 2BR Near Fairgrounds and War College!

Matt’s dream

Willow Mill

Walkable Carlisle Getaway 3BR College & Downtown
When is the best time to visit Carlisle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €93 | €92 | €91 | €92 | €95 | €100 | €98 | €96 | €90 | €95 | €96 | €96 |
| Avg. temp | -1°C | 1°C | 5°C | 12°C | 17°C | 23°C | 25°C | 24°C | 20°C | 13°C | 7°C | 2°C |
Frequently Asked Questions
What are the best places to stay in Carlisle?
Downtown Carlisle has historic charm and walkable streets, while neighborhoods around Dickinson College are often suggested for a quieter atmosphere. Look for vacation rentals that offer easy access to parks, local museums, or family activities.
What are the best things to do in Carlisle with kids?
Families often explore interactive exhibits at the Cumberland County Historical Society, enjoy playgrounds and walking paths in neighborhood parks, or visit farm markets for seasonal treats. Local festivals and art workshops are frequently suggested for kids.
What are some of the best things to do in Carlisle?
Carlisle has historic museums, art galleries, and the tranquil campus of Dickinson College for strolls. The downtown area is known for its shops and locally rooted restaurants, while local parks attract those interested in outdoor activities.
How is the weather in Carlisle?
Carlisle has chilly winters from about 23–39°F (-5–4°C) and warm, humid summers near 68–87°F (20–31°C). Spring and fall bring milder temperatures with periodic rainfall, so layered clothing is often helpful.
When is the best time to visit Carlisle?
Late spring through early fall is often recommended for comfortable temperatures and outdoor events. In autumn, the area is known for colorful foliage and seasonal festivals around downtown and local parks.
What are the best places to visit in Carlisle?
Explore the Cumberland County Historical Society for local history, visit the Army Heritage and Education Center to learn about military traditions, and stroll the Dickinson College campus. Downtown Carlisle has shops and galleries rooted in local culture.
What are some hiking trails in Carlisle?
Neighborhood parks and the area around the Army Heritage and Education Center have accessible walking paths and nature trails. For more variety, explore local preserves and woodland trails just outside of Carlisle.
What are some family activities we can do in Carlisle?
Families frequently visit playgrounds in city parks, participate in art workshops at local studios, or explore history through interactive exhibits at the Cumberland County Historical Society. Seasonal festivals often have games and hands-on activities for kids.
What are some of the best day trip ideas from Carlisle?
Explore nearby nature reserves, visit charming towns known for antique shops and markets, or tour historic sites around Harrisburg and Gettysburg. Outdoor recreation areas and farm experiences are also frequently suggested.
Are there any pet friendly accommodations available in Carlisle?
Many vacation rentals in central Carlisle and surrounding neighborhoods welcome pets. The area has parks and walking trails that make it easy to explore with your dog.
What are some local tips for visiting Carlisle?
Parking is generally easier around downtown, especially on weekends. Locals often suggest trying regional food at market stalls, carrying a light jacket in spring and fall, and checking local calendars for festivals or college events.
What is Carlisle known for?
Carlisle is often recognized for its car shows, strong roots in military and college history, and lively downtown markets. The area is also known for welcoming seasonal festivals and nearby agricultural traditions.
What are the best hidden gems to explore in Carlisle?
Explore lesser-known art galleries around downtown, historic alleyways with murals, and small local cafés. Neighborhood gardens and independent bookstores are frequently suggested by locals as quiet spots.
What are the best foods to try in Carlisle?
Carlisle has regional Pennsylvania Dutch favorites like chicken pot pie and shoofly pie, along with locally roasted coffee and farm-fresh produce. Market stalls and small restaurants often feature locally rooted recipes.
What should I bring for a trip to Carlisle?
Pack comfortable walking shoes for exploring downtown and parks, a light jacket or umbrella for changeable spring and fall weather, and layers for colder winter months. A reusable water bottle and sun protection are often helpful for outdoor activities.
What is the nightlife in Carlisle like?
Downtown Carlisle has pubs, casual lounges, and venues with live music or open mic nights. Locally rooted restaurants sometimes host themed evenings, and neighborhood bars welcome a laid-back crowd.
What are the most popular events or festivals in Carlisle?
Carlisle has car shows that bring enthusiasts in the summer, arts festivals around late spring, and local fairs in autumn. Farmers markets and community events are often popular weekend draws.
Are there family friendly vacation rentals in Carlisle?
Family-friendly rentals can be found in central Carlisle, especially near schools and parks with playgrounds. Many host amenities like extra bedding and kitchen facilities for those traveling with kids.
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