Holiday rentals in Carlisle

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Top-rated holiday rentals in Carlisle

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

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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, 387 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 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, 149 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 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, 140 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.

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, 380 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 favourite
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, 261 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 favourite
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, 1,029 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 favourite
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, 292 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 favourite
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, 107 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 favourite
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, 115 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 favourite
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.
Flat in Carlisle
4.95 out of 5 average rating, 373 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.

Top guest favourite
A comfortable living room features a gray sofa adorned with yellow cushions, complemented by a blue armchair. A circular area rug lies beneath a dark coffee table. Artwork depicting a serene landscape hangs on the wall, adding a touch of color to the space.
Home in Carlisle
4.97 out of 5 average rating, 100 reviews

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.

Top guest favourite
The charming exterior of a Victorian-style house is highlighted by vibrant yellow siding, red accents, and a black roof. A welcoming front porch is flanked by large windows, while neatly trimmed bushes and a decorative bicycle enhance the inviting atmosphere of Miss Mary's.
Home in Carlisle
5 out of 5 average rating, 156 reviews

Marvelous Miss Mary's

Miss Mary's is a little piece of sunshine with all the modern comforts in a nearly 140 year old home. She's just outside of the downtown and walkable to everything, including the Fairgrounds & The Carlisle Army War College. Enjoy being just steps away from the many breweries, restaurants and shops! And Dickinson College is just across town...

Popular amenities for Carlisle holiday rentals

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Avg. price$125 SGD$125 SGD$134 SGD$137 SGD$141 SGD$148 SGD$167 SGD$177 SGD$165 SGD$156 SGD$147 SGD$137 SGD
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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 $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,510 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!