
Holiday rentals in Carlisle
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Top-rated holiday rentals in Carlisle
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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!

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 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 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.

Pup Friendly Private Space
Welcome, I am Debbie a busy Mama/Grandma with a bunch of millennial children (plus five grandchildren and 5 granddogs). I am excited to be able to offer my beautifully designed space close to Dickinson, the War College, Carlisle Fairgrounds, Appalachian Trail, Harrisburg and Gettysburg. You have your own off-street parking, private entrance and a large bedroom/sitting room with full private bathroom and a microwave/ mini-refrigerator for your convenience.

Downtown Charmer
Located in the heart of downtown Carlisle, this home was built in the early 1900's and still holds aspects of it's historical charm. It is in close proximity to all that Carlisle has to offer such as local shopping and restaurants, Dickinson College and Penn State Law School, Army War College and Army Heritage Center, Carlisle Events car shows, and more. We do our best to provide all the comforts of home in order to make your stay as pleasant as possible!

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 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.

Civil War Era Row House with Modern Amenities
Come enjoy my civil war era house with all 21st century amenities and free off-street dedicated parking. Completely remodeled with new appliances, hard wood floors and walk-in shower. A fully equipped kitchen awaits. Located in the heart of downtown Carlisle within blocks of Dickinson College, Penn State Dickinson Law and all the restaurants, bars and shops.
Popular amenities for Carlisle holiday rentals
Stay near Carlisle's top sights
Other great holiday rentals in Carlisle

Creekside Cabin - Pet Friendly

A-Frame W/ HOTTub, MountainView,Pickleball/tennis

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Historic B&B all to yourself!

Whole Home, Wooded Serenity, Urban Proximity

Comfortable 2 bedroom Historic Rowhouse

Country Cottage by the Redwoods.

The Emerald Dragonfly- Kid Friendly, Sleeps 8
When is the best time to visit Carlisle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £72 | £72 | £77 | £79 | £81 | £86 | £84 | £83 | £77 | £81 | £83 | £83 |
| 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 £38 per night before taxes and fees

Verified guest reviews
Over 5,750 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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