Orrstown Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Orrstown vacation rentals

Exterior
The Green Glade Family Glamping Cabin Near Gettysburg & Trails

Cabin in Aspers

The Green Glade Family Glamping Cabin Near Gettysburg & Trails
2.0 star property
10.0 out of 10, Exceptional, (4)
"This place was perfect for our little getaway! The area was beautiful, the cabin itself was cute and quaint and met all of our needs. Easy self check in. The view from the deck was wonderful and we enjoyed a few meals outside. It was comfy, cozy, and a perfect spot not too far away from what we wanted to do in Gettysburg. Everything was clean and well cared for. We had everything we needed in the kitchen, there were plenty of towels, blankets, etc. Would definitely recommend this place to stay!...
United States
Bri L.
The price is ￥19,769
￥44,515 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Green Glade Family Glamping Cabin Near Gettysburg & Trails
3 bedrooms, iron/ironing board, free WiFi, bed sheets
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

Vacation Home in Orrtanna

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
9.8 out of 10, Exceptional, (54)
"Very nice stay. Close to everything and great amenities. Will definitely stay again if we are back in the area"
United States
Cammeron F.
The price is ￥27,828
￥56,571 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Fridge, microwave, coffee/tea maker, toaster
Cute, Homey Place Just Out Of Town With A Country Feel

Apartment in Chambersburg

Cute, Homey Place Just Out Of Town With A Country Feel
10.0 out of 10, Exceptional, (33)
"Our favorite place to stay!"
United States
Melissa H.
The price is ￥8,571
￥15,423 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cute, Homey Place Just Out Of Town With A Country Feel
Terrace/patio
The Freckled Farmhouse near Gettysburg Battlefields, Wineries, Skiing, & Hiking Sleeps 14

Vacation Home in Orrtanna

The Freckled Farmhouse near Gettysburg Battlefields, Wineries, Skiing, & Hiking Sleeps 14
9.6 out of 10, Exceptional, (31)
"The owners of this property truly made us feel at home. This is a beautiful and spacious property that is centrally located. Extremely comfortable and well decorated. I would highly recommend it! "
United States
Maria Q.
The price is ￥53,861
￥112,181 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Freckled Farmhouse near Gettysburg Battlefields, Wineries, Skiing, & Hiking Sleeps 14
Property grounds
Charming getaway, sleeps 9, easy access, 8 miles to battlefields, pet friendly.

Vacation Home in Orrtanna

Charming getaway, sleeps 9, easy access, 8 miles to battlefields, pet friendly.
The price is ￥24,199
￥41,357 total
includes taxes & fees
Dec 29 - Dec 30
Charming getaway, sleeps 9, easy access, 8 miles to battlefields, pet friendly.
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Peaceful Country Setting, Without The Long Drive. 5 Min to Hospital

Apartment in Chambersburg

Peaceful Country Setting, Without The Long Drive. 5 Min to Hospital
9.8 out of 10, Exceptional, (31)
"Lovely place to stay!! "
United States
Sarah W.
The price is ￥8,290
￥15,979 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Peaceful Country Setting, Without The Long Drive. 5 Min to Hospital
Property grounds
Lily Pad - Tiny Home at Mane & Co. / Free Parking

Cottage in Chambersburg

Lily Pad - Tiny Home at Mane & Co. / Free Parking
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥17,017
￥36,189 total
includes taxes & fees
Dec 30 - Dec 31
Lily Pad - Tiny Home at Mane & Co. / Free Parking
Property grounds
The Mane & Co - No. 4

Apartment in Chambersburg

The Mane & Co - No. 4
10.0 out of 10, Exceptional, (2)
"Loved the property & the management was very helpful!"
United States
Tonya
The price is ￥15,456
￥32,226 total
includes taxes & fees
Dec 25 - Dec 26
The Mane & Co - No. 4
Fridge, microwave, oven, stovetop
Lovely, Country Apartment, Just Minutes From Town

Apartment in Chambersburg

Lovely, Country Apartment, Just Minutes From Town
9.8 out of 10, Exceptional, (14)
"Very clean and comfortable. All amenities carefully considered and provided, it was almost like being at home."
United States
michael s.
The price is ￥10,148
￥18,906 total
includes taxes & fees
Dec 29 - Dec 30
Lovely, Country Apartment, Just Minutes From Town
Property grounds
The Mane & Co - No. 6

Apartment in Chambersburg

The Mane & Co - No. 6
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥17,017
￥35,527 total
includes taxes & fees
Dec 28 - Dec 29
The Mane & Co - No. 6
Smart TV
Air Hill Haven- Quiet peaceful secluded apartment

Apartment in Chambersburg

Air Hill Haven- Quiet peaceful secluded apartment
10.0 out of 10, Exceptional, (7)
"We needed a place to stay while intown for a car show in Carlisle PA this place was a great experience and was a pleasant trip back and forth to the show. Great host . "
United States
Mark C.
The price is ￥15,456
￥20,466 total
includes taxes & fees
Dec 29 - Dec 30
Air Hill Haven- Quiet peaceful secluded apartment
Smart TV
The Study on Main Located on the Square!

Apartment in Chambersburg

The Study on Main Located on the Square!
9.6 out of 10, Exceptional, (11)
"We enjoyed our stay and the location of the apartment."
United States
Danielle O.
The price is ￥20,139
￥40,686 total
includes taxes & fees
Dec 28 - Dec 29
The Study on Main Located on the Square!
Fridge, microwave, oven, stovetop
Rolling Hills Symphony

Vacation Home in Shippensburg

Rolling Hills Symphony
10.0 out of 10, Exceptional, (6)
"Clean and convient for our stay."
United States
petersjoh p.
The price is ￥22,255
￥42,540 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Rolling Hills Symphony
Property grounds
Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,

Vacation Home in Blain

Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,
9.8 out of 10, Exceptional, (11)
"Great property and views!"
United States
Jordan B.
The price is ￥17,564
￥33,181 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,
Fridge, microwave, oven, stovetop
The Boho Penthouse on Main

Apartment in Chambersburg

The Boho Penthouse on Main
9.2 out of 10, Wonderful, (17)
"Fantastic place for the night. Clean with a great restaurant within walking distance."
United States
Heather B.
The price is ￥17,017
￥36,724 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Boho Penthouse on Main
Interior
The 1850 Retreat Chambersburg

Vacation Home in Chambersburg

The 1850 Retreat Chambersburg
10.0 out of 10, Exceptional, (8)
"Beautiful place, great for a couple of families. Love all the added touches and kitchen. The host got back to me very quickly with any issues. Would stay there again in a heartbeat!"
United States
Wendi S.
The price is ￥52,925
￥101,689 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The 1850 Retreat Chambersburg
Fridge, microwave, oven, stovetop
The Nomad - Tiny Home at Mane + Co. with King Bed

Cottage in Chambersburg

The Nomad - Tiny Home at Mane + Co. with King Bed
2.0 star property
The price is ￥17,954
￥38,261 total
includes taxes & fees
Dec 25 - Dec 26
The Nomad - Tiny Home at Mane + Co. with King Bed
Microwave, stovetop, coffee/tea maker, cookware/dishes/utensils
The Mane & Co - No. 5

Apartment in Chambersburg

The Mane & Co - No. 5
2.0 star property
9.4 out of 10, Exceptional, (3)
"Beautifully modern motel with great amenities and a comfortable bed. The kitchenette was convenient and the bathroom felt luxurious."
United States
Jennifer Z.
The price is ￥15,456
￥31,730 total
includes taxes & fees
Dec 28 - Dec 29
The Mane & Co - No. 5
1 bedroom, WiFi, bed sheets
The Mane & Co - No. 2

Apartment in Chambersburg

The Mane & Co - No. 2
2.0 star property
The price is ￥15,456
￥31,730 total
includes taxes & fees
Dec 28 - Dec 29
The Mane & Co - No. 2
Property grounds
The Drifter - Tiny home at Mane & Co.

Cottage in Chambersburg

The Drifter - Tiny home at Mane & Co.
2.0 star property
The price is ￥17,954
￥37,599 total
includes taxes & fees
Dec 28 - Dec 29
The Drifter - Tiny home at Mane & Co.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orrstown Hotel Reviews

Best Western Shippensburg Hotel

Best Western Shippensburg Hotel

10/10 Excellent
"It was clean and felt safe. Breakfast was fine. Quiet at night and comfortable bed. Staff was freindly and efficient."
Frances 1-night trip
Posted 11 hours ago
Best Western Shippensburg Hotel

Find out more about Orrstown

Search for holiday rentals in Orrstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Orrstown using one of the methods below:

  • View our selection of featured holiday rentals in Orrstown
  • Use the map to find apartments and other holiday homes in the Orrstown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orrstown while they last

Look no further and take a look at our great range of rental properties in Orrstown!

Frequently asked questions

Are there vacation rentals in Orrstown?

Yes, there are vacation rentals near top points of interest in Orrstown, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Orrstown?

Beautiful rustic/newly renovated Home near Gettysburg, PA: You might want to consider this vacation home rental near Orrstown, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Orrstown?

Explore the area and family-friendly sights such as Cluggy's Family Amusement Center, or get out into nature at a spot like Norlo Park. Luhrs Performing Arts Center and Shippensburgs University are a couple of places you'll find in the larger area.

What are vacation rentals like in Orrstown?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Orrstown. Vacation rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.