
Holiday rentals in Carlisle
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Top-rated holiday rentals in Carlisle
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Comfortable 2 bedroom Historic Rowhouse
This comfortable urban historic rowhouse is in walking distance to Carlisle main streets. Close to many restaurants, shops and activities. The main level includes a fully renovated kitchen, dining, TV space and desk area. A fenced yard & detached garage at the back of the lot. Upstairs are two bedrooms and a new bath. The largest bedroom has a king size bed, second bedroom full size. Keyless entry. Garage door opener provided. Car show enthusiasts - the home is on the parade show route!

Carlisle Luxury Townhouse
Located a stones throw from the Carlisle Fairgrounds, US Army War College, Dickinson College, and Downtown Carlisle’s Vibrant restaurants and night life. Enjoy a stylish experience at this centrally-located place. This home is newly built and decorated with modern brand new furniture with luxury mattresses and comfortable lines and towels. Enjoy a clean and comfortable stay while visiting the Carlisle area. Oversize 1- car garage, dedicated office space, and rear patio are extra amenities.

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

Downtown Retreat - whole house full of amenities
Welcome to The Downtown 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 Downtown Retreat offers all the amenities of home, and the ideal location to spend a couple nights close to it all!

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.

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.

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.

Arch Street Lodge
**More comfortable sofa/futon added for 2026** Enjoy your stay at the cozy Arch St Lodge featuring Quartz countertops, Gas range, Stainless steel appliances, and laundry center. This Furnished 1br, 1ba studio unit includes 1 queen bed, 1 futon sofa. It's conveniently located on a quiet street within walking distance to the Law School, College, YMCA, and downtown Carlisle with Off-street parking directly beside the unit. YoutubeTV package & Fast WIFI included.

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.

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.

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 Carlisle holiday rentals
Stay near Carlisle's top sights
Other great holiday rentals in Carlisle

Charming Cabin With Epic Views and Accessibility

TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature

Charming 2BR Near Fairgrounds and War College!

Castle by the creek

Cabin on the Conodoguinet

The Carlisle House - Rose Room

Spacious Carlisle apartment, quiet rural setting

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 | $137 SGD | $136 SGD | $134 SGD | $136 SGD | $139 SGD | $147 SGD | $145 SGD | $142 SGD | $133 SGD | $139 SGD | $142 SGD | $142 SGD |
| 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.
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 $65 SGD per night before taxes and fees

Verified guest reviews
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!
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