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

  • 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!

Top-rated holiday rentals in Carlisle

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A modern living area is presented with a large flat-screen television on a wooden console, complemented by decorative wall art above. A coffee table with a decorative arrangement sits at the center. A staircase leads to the upper level, and a workspace with a chair is visible in the background.
Townhouse in Carlisle
4.83 out of 5 average rating, 348 reviews

Blue Retreat in Carlisle

Welcome to Carlisle! Enjoy your stay at The Blue Retreat. Just a few short blocks for a 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 Blue Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all! Within Walking distance to a Park.

Top guest favourite
The entrance features a set of double black doors framed by wooden paneling, inviting guests inside. Lanterns are positioned on either side, and seasonal wreaths adorn the doors, contributing to a warm welcome. The surrounding walls showcase a rustic white barn aesthetic.
Barn in Mechanicsburg
4.98 out of 5 average rating, 451 reviews

Farm Escape at Deputy Farms

Luxury 2 bedroom apartment in the renovated lower level of a barn. Reconnect with nature at this peaceful,unforgettable escape. Our farmette is nestled away in beautiful countryside, plenty of mountains, with creeks for fishing less than 1 mile away. The famous Appalachian trail entrance is about 1.5 miles away. Stroll our cut flower gardens ( in season) and beautiful property grounds with unparalleled views. Our desire is for folks to unwind, rest, restore, and rediscover the beauty of nature.

Top guest favourite
The living area features a comfortable black leather sofa, accompanied by a cozy reading lamp and a coffee table. A large window allows natural light to illuminate the space, revealing views of colorful autumn foliage outside. A dining table is visible, set for meals.
Cottage in Dillsburg
4.96 out of 5 average rating, 357 reviews

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)

Guest favourite
The family room features a large, comfortable couch and a cozy armchair, arranged with a coffee table in the center. A wall-mounted 55-inch smart TV is visible. Natural light fills the space through a window, while modern decor adds to the welcoming ambiance.
Home in Carlisle
4.94 out of 5 average rating, 104 reviews

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.

Top guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 469 reviews

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

Guest favourite
A narrow hallway is visible, featuring a comfortable futon in a vibrant pink color and wooden furniture. Light hardwood flooring runs throughout the space. The kitchen area is equipped with dark cabinetry and appliances. A ceiling fan hangs above, and natural light enters through a front door and window.
Flat in Carlisle
4.88 out of 5 average rating, 111 reviews

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.

Guest favourite
A well-furnished living area is highlighted by a comfortable sofa adorned with decorative pillows and a textured throw blanket. A wooden coffee table holds woven baskets and books. Natural light fills the space, where a dining area with a simple tabletop and chairs is visible in the background.
Flat in Mechanicsburg
4.91 out of 5 average rating, 160 reviews

Cozy 1 BR Apartment - Centrally Located

Centrally located in a peaceful neighborhood of Mechanicsburg this suite is packed with character. It is close in proximity to all that Central Pennsylvania has to offer such as local shopping and restaurants, easy access to Routes 15, 76, 81 and 83, PA Farm Show Complex & Expo Ctr., Messiah U, Hershey Park, Ski Roundtop, Harrisburg, Carlisle, Gettysburg, Lancaster and more. We do our best to provide all the comfort of home in order to make your stay as pleasant as possible!

Top guest favourite
The bright living area features a comfortable gray sofa and a cozy accent chair, complemented by a vintage rug. A small dining table is visible, and a staircase leads to a lofted sleeping area. Natural light streams through the windows, highlighting the warm wooden accents.
Guest house in Boiling Springs
4.95 out of 5 average rating, 165 reviews

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.

Top guest favourite
A bedroom showcases a wooden bed frame with a patterned white bedspread, accompanied by decorative pillows. Soft lighting is provided by wall sconces on either side. A sleek plant and small bedside table add a touch of greenery, while a natural area rug complements the wooden floor.
Flat in Carlisle
4.92 out of 5 average rating, 439 reviews

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.

Guest favourite
A modern kitchen area features stainless steel appliances and quartz countertops. Two sleek bar stools are positioned at a breakfast bar. A living space with natural light is visible in the adjacent room, promoting an open and inviting layout.
Guest house in Carlisle
4.94 out of 5 average rating, 129 reviews

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.

Top guest favourite
Cabin in Landisburg
4.96 out of 5 average rating, 163 reviews

Creekside Cabin - Pet Friendly

Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 2 full bathrooms. Down a lane along the creek in the peaceful mountains. Nice getaway with lots of nearby outdoor activities! Hiking nearby at Colonel Denning State Park, Audubon Hawk Watch, Opossum Lake and Little Buffalo State Park. Outdoor fire pit next to the creek and propane fire pit on the back porch for rainy days. PLEASE NOTE - the cabin is in the woods, you will encounter bugs and animals.

Top guest favourite
The exterior of a Victorian-style house built in 1870 features a wraparound porch with decorative supports. The house presents red shutters and a mix of light gray and blue siding. Two benches are positioned on the porch, surrounded by greenery, creating an inviting entryway.
Flat in Carlisle
4.91 out of 5 average rating, 182 reviews

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

When is the best time to visit Carlisle?

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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.