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Holiday houses 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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Townhouse in Carlisle

4.83 out of 5 average rating, 239 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.

7 – 14 Jan

$1,903 AUD total

Guest favourite

Cottage in Dillsburg

4.95 out of 5 average rating, 172 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)

21 – 28 Feb

$1,483 AUD total

Guest favourite

Apartment in Carlisle

4.94 out of 5 average rating, 212 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! We live here when it’s not rented so please be respectful of our things :) This space is IN TOWN, please expect to hear the occasional noises associated with living in town (horns, dogs, people).

18 – 25 Feb

$1,204 AUD total

Guest favourite

Apartment in Dillsburg

4.96 out of 5 average rating, 130 reviews

Lovely 2BR apt between Hershey, Gettysburg

This in-law apartment is connected to the host's home, but with private entrance, and has everything you need to feel at home away from home. Beautiful quiet country setting but only 5 miles from turnpike and other major routes, as well as grocery stores, gas stations, restaurants and shopping. Midway between Gettysburg, Hershey, Harrisburg & Lancaster Amish country . Near Ski Roundtop, Messiah College, Naval Depot. Sightings of turkeys, deer and more in the back yard are not unusual.

23 – 30 Sept

$1,144 AUD total

Guest favourite

Guesthouse in Boiling Springs

4.97 out of 5 average rating, 71 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 single 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.

30 June – 7 July

$1,143 AUD total

Guest favourite

Townhouse in Carlisle

4.9 out of 5 average rating, 168 reviews

Wilson House: 2 Blocks to Dickinson! A+ Location!

Location, location, location! Conveniently located in Southwest Carlisle, just 2 blocks from Dickinson School of Law and a short walk to Dickinson campus & Downtown Carlisle. Within walking distance to restaurants, bars, library, and shopping. This private home has amenities you've come to enjoy while away from home including wifi, a dedicated workspace, & smart tv. Enjoy a fresh cup of Keurig coffee in the cozy courtyard patio. The Wilson House - your home away from home!

12 – 17 May

$1,174 AUD total

Guest favourite

Guesthouse in Carlisle

4.97 out of 5 average rating, 199 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.

8 – 15 Dec

$1,853 AUD total

Guest favourite

Townhouse in Carlisle

4.96 out of 5 average rating, 226 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!

12 – 19 Aug

$1,377 AUD total

Guest favourite

Guest suite in Carlisle

4.97 out of 5 average rating, 792 reviews

Pup Friendly Private Space with fenced yard

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 newly 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.

22 – 29 Sept

Guest favourite

Barn in Mechanicsburg

4.97 out of 5 average rating, 201 reviews

Farm Escape at Deputy Farms

Reconnect with nature at this unforgettable escape. Come join us on our new farmette, 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. Enjoy your stay in our barn, where the first floor has been made into a 2 bedroom place where you can enjoy the peaceful outdoors . Stroll our flower gardens in season as well as apple trees.

8 – 15 Nov

$1,688 AUD total

Guest favourite

Apartment in Carlisle

4.9 out of 5 average rating, 113 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.

3 – 10 May

$1,316 AUD total

Guest favourite

Home in Boiling Springs

4.94 out of 5 average rating, 170 reviews

Single Family in Boiling Springs

Enclosed 4 person hot tub. Bluetooth speakers in hot tub area. Accordion doors that open onto a patio. Patio has fire feature. 2 bedrooms with en-suite bathrooms. One has a rain head shower and body jets, the other has a tub/shower combo. Both have comfortable queen size beds. Open concept living area includes a large flat screen smart tv, electric fireplace and full kitchen. A large dining table, and large kitchen island.

22 – 29 Jan

$2,593 AUD total

Holiday rentals for every style

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Popular amenities for Carlisle holiday rentals

Free parking on premises

Air conditioning

Stay near Carlisle's top sights

Carlisle fairgrounds17 locals recommend

Momma Spriggs Restaurant3 locals recommend

R/C Carlisle Commons Movies 84 locals recommend

Café Bruges10 locals recommend

Carlisle Events4 locals recommend

Letort Park3 locals recommend

Other great holiday rentals in Carlisle

Guest favourite

Home in Carlisle

5.0 out of 5 average rating, 18 reviews

Beautiful luxury getaway spot!

18 – 25 June

$1,796 AUD total

Guest favourite

Home in Carlisle

5.0 out of 5 average rating, 87 reviews

Marvelous Miss Mary's

25 Nov – 2 Dec

$1,947 AUD total

Guest favourite

Apartment in Carlisle

4.95 out of 5 average rating, 20 reviews

Spacious Carlisle apartment in quiet rural setting

24 – 31 Jan

$1,354 AUD total

Guest favourite

Home in Carlisle

4.98 out of 5 average rating, 41 reviews

Civil War Era Row House with Modern Amenities

14 – 21 July

$1,748 AUD total

Guest favourite

Home in Carlisle

4.96 out of 5 average rating, 26 reviews

The Civil War House

22 – 29 May

$2,230 AUD total

Guest favourite

Home in Carlisle

4.87 out of 5 average rating, 61 reviews

Modern 2-Bedroom Home with Courtyard

16 – 23 Oct

$1,727 AUD total

Guest favourite

Townhouse in Carlisle

5.0 out of 5 average rating, 68 reviews

Comfortable 2 bedroom Historic Rowhouse

13 – 20 Aug

$1,697 AUD total

Guest favourite

Apartment in Carlisle

4.98 out of 5 average rating, 59 reviews

Cozy and Comfortable at Pomfret Place

4 – 11 Sept

$1,645 AUD total

Quick stats about holiday rentals in Carlisle

Total rentals
60 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
4.3K reviews
Nightly prices starting at
$62 AUD before taxes and fees

Destinations to explore