Vacation rentals in Carlisle

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Top-rated vacation rentals in Carlisle

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Top guest favorite
A sleek sectional sofa with green accent pillows is positioned around a round coffee table. The area features a neutral color palette and modern wall mirrors. A view into the dining area and kitchen is visible in the background, enhancing the open layout.
Home in Carlisle
4.94 out of 5 average rating, 359 reviews

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!

Top guest favorite
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, 168 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 favorite
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.
Guesthouse in Boiling Springs
4.95 out of 5 average rating, 151 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 favorite
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.
Apartment in Carlisle
4.92 out of 5 average rating, 415 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.

Top guest favorite
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 favorite
A spacious living area features a large leather sectional sofa and two comfortable armchairs. Natural light fills the room through tall windows, while wood paneling and decorative taxidermy add a rustic touch. A wooden coffee table is centered on a braided area rug, complementing the cozy atmosphere.
Cabin in Landisburg
4.96 out of 5 average rating, 156 reviews

Creekside Cabin - Pet Friendly

Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 1 full bathroom. 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 favorite
A spacious bed with white bedding is positioned against a pale green wall. A framed artwork featuring a butterfly collection is displayed nearby. A wooden nightstand holds a lamp and essentials, complementing the serene atmosphere of the room.
Guest suite in Carlisle
4.97 out of 5 average rating, 1,084 reviews

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.

Top guest favorite
A cozy living area features a comfortable gray couch and armchair arranged around a wooden coffee table. Light filters through large windows, illuminating an exposed brick wall. A television is placed near a basket and a decorative wall hanger is visible, adding to the welcoming ambiance.
Townhouse in Carlisle
4.96 out of 5 average rating, 305 reviews

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!

Guest favorite
The living room features a light-colored sofa accented by teal and gray throw pillows. Two armchairs in contrasting colors provide additional seating. A textured area rug anchors the space, while natural light filters in through the windows, enhancing the homey atmosphere.
Home in Carlisle
4.9 out of 5 average rating, 114 reviews

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.

Top guest favorite
The cabin's exterior features warm wooden accents and a welcoming porch, illuminated by soft lights. Steps lead up to the porch, which is adorned with a sturdy railing, surrounded by lush greenery and trees, providing a serene and natural setting.
Cabin in Newville
5 out of 5 average rating, 128 reviews

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.

Top guest favorite
The living area features a mix of seating with a gray sofa and a brown leather chair, arranged around a round coffee table. A large television is positioned on a shelf unit, while soft light enters through a window adorned with sheer curtains.
Home in Midtown
4.97 out of 5 average rating, 650 reviews

Walk to Midtown From Contemporary Uptown Harrisburg Home

Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

Top guest favorite
A spacious wooden deck is surrounded by lush greenery, featuring a cozy seating arrangement. Stone steps lead to a tidy garden area with seasonal plants and a raised stone terrace, enhancing the inviting outdoor space of the studio apartment.
Apartment in Carlisle
4.95 out of 5 average rating, 398 reviews

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 vacation 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.

Quick stats about vacation rentals in Carlisle

  • Total vacation rentals

    Explore 50 vacation rentals in Carlisle

  • Nightly prices starting at

    Carlisle vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 5,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Carlisle vacation rentals include wi-fi 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!