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Orrstown Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Orrstown holiday rentals

Terrace/patio

1. Air Hill Haven- private peaceful apartment

Air Hill Haven- private peaceful apartment
Chambersburg
10.0 out of 10, Exceptional, (22 reviews)
"It was pretty and cozy the snacks were good great weekend getaway 3"
United States
Jessica B.
The price is HK$941
HK$1,211 total
includes taxes & fees
23 Sept - 24 Sept
Air Hill Haven- private peaceful apartment
Exterior

2. The Good Neighbor’s Loft

The Good Neighbor’s Loft
Orrstown
10.0 out of 10, Exceptional, (1 review)
"Roseanne was amazing property was breath taking loved it and would definitely recommend and will be back.."
United States
Clifford C.
The price is HK$1,059
HK$1,516 total
includes taxes & fees
18 Sept - 19 Sept
The Good Neighbor’s Loft
Interior

3. Peaceful Farm Retreat w/ Views Near Shippensburg

Peaceful Farm Retreat w/ Views Near Shippensburg
Shippensburg
10.0 out of 10, Exceptional, (13 reviews)
"Clean and convient for our stay."
United States
petersjoh p.
Peaceful Farm Retreat w/ Views Near Shippensburg
Private kitchen

4. Fort Chambers Flat on Main

Fort Chambers Flat on Main
Chambersburg
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful and perfect spot to stay! Loved staying close to stores too!"
United States
Christina B.
The price is HK$1,247
HK$2,503 total
includes taxes & fees
20 Sept - 21 Sept
Fort Chambers Flat on Main
Interior

5. The 1850 Retreat Chambersburg

The 1850 Retreat Chambersburg
Chambersburg
10.0 out of 10, Exceptional, (11 reviews)
"We really enjoyed our stay. The house was beautiful and they were very responsive to our questions. "
United States
Lee S.
The price is HK$2,659
HK$5,135 total
includes taxes & fees
21 Sept - 22 Sept
The 1850 Retreat Chambersburg
Living area

6. Pine Grove Cottage, quiet and peaceful!

Pine Grove Cottage, quiet and peaceful!
Chambersburg
9.4 out of 10, Exceptional, (27 reviews)
"Enjoyed our stay! Always a great spot to make family memories! "
United States
Kim B.
The price is HK$2,487
HK$4,053 total
includes taxes & fees
19 Sept - 20 Sept
Pine Grove Cottage, quiet and peaceful!
Living area

7. Castle by the creek, a fishing haven.

Castle by the creek, a fishing haven.
Newville
10.0 out of 10, Exceptional, (3 reviews)
"The property was great! Clean, well equipt and in a great location!"
United States
Jon C.
The price is HK$1,844
HK$4,303 total
includes taxes & fees
20 Sept - 21 Sept
Castle by the creek, a fishing haven.
Room

8. The Mane & Co - No. 4

The Mane & Co - No. 4
Chambersburg
10.0 out of 10, Exceptional, (3 reviews)
"Loved the property & the management was very helpful!"
United States
Tonya
The price is HK$777
HK$1,619 total
includes taxes & fees
20 Sept - 21 Sept
The Mane & Co - No. 4
Interior

9. The Boho Penthouse on Main

The Boho Penthouse on Main
Chambersburg
9.4 out of 10, Exceptional, (22 reviews)
"Amazing property , cute downtown, host easy to contact"
United States
Michelle E.
The price is HK$855
HK$1,862 total
includes taxes & fees
20 Sept - 21 Sept
The Boho Penthouse on Main
Property grounds

10. Tiny Home with Loft, WI-FI + Free Parking!

Tiny Home with Loft, WI-FI + Free Parking!
Chambersburg
10.0 out of 10, Exceptional, (4 reviews)
"Pet friendly room was really clean and tastefully decorated. The location is great and the outside firepit was cool - enjoyed seeing it even though we didnt advantage of it since our stay was short. "
United States
Beth W.
The price is HK$902
HK$1,906 total
includes taxes & fees
27 Sept - 28 Sept
Tiny Home with Loft, WI-FI + Free Parking!
Exterior detail

11. The Cutest Loft on Main St!

The Cutest Loft on Main St!
Chambersburg
10.0 out of 10, Exceptional, (13 reviews)
"Great stay!"
United States
Kaitlan H.
The price is HK$855
HK$1,810 total
includes taxes & fees
20 Sept - 21 Sept
The Cutest Loft on Main St!
Outdoor dining

12. Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle

Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle
Newville
10.0 out of 10, Exceptional, (26 reviews)
"Convenient location for our weekend activity. "
United States
Brandon T.
The price is HK$1,236
HK$2,031 total
includes taxes & fees
20 Sept - 21 Sept
Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle
Room

13. The Mane & Co - No. 6

The Mane & Co - No. 6
Chambersburg
10.0 out of 10, Exceptional, (2 reviews)
"Nice clean place."
United States
Jeffery M.
The price is HK$855
HK$1,810 total
includes taxes & fees
20 Sept - 21 Sept
The Mane & Co - No. 6
Living area

14. Relaxing Countryside Stay w/ Game Room

Relaxing Countryside Stay w/ Game Room
St Thomas
9.4 out of 10, Exceptional, (17 reviews)
"This was a great place to stay"
United States
Christopher D.
The price is HK$2,095
HK$3,873 total
includes taxes & fees
21 Sept - 22 Sept
Relaxing Countryside Stay w/ Game Room
Exterior

15. Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,

Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,
Blain
9.8 out of 10, Exceptional, (15 reviews)
"Amenities & location were excellent for our needs. "
United States
Vicki M.
The price is HK$1,052
HK$1,814 total
includes taxes & fees
20 Sept - 21 Sept
Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,
Terrace/patio

16. Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape

Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape
Aspers
10.0 out of 10, Exceptional, (13 reviews)
"The stay was very relaxing and the large jacuzzi tub was awesome. We would definitely stay again. "
United States
Krystal D.
The price is HK$2,075
HK$2,619 total
includes taxes & fees
21 Sept - 22 Sept
Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape
Living area

17. The Study on Main Located on the Square!

The Study on Main Located on the Square!
Chambersburg
9.6 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay and the location of the apartment."
United States
Danielle O.
The price is HK$1,012
HK$2,061 total
includes taxes & fees
29 Sept - 30 Sept
The Study on Main Located on the Square!
Living area

18. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is HK$861
HK$1,869 total
includes taxes & fees
18 Sept - 19 Sept
Rancher in Mont Alto
Room

19. Off Grid Tiny House Glamping On 22 Acres!

Off Grid Tiny House Glamping On 22 Acres!
Doylesburg
10.0 out of 10, Exceptional, (1 review)
"Had another great time. Beautiful property! Wonderful host! Thank you again. Will be back again at some point in the future"
United States
Courtney E.
The price is HK$667
HK$1,211 total
includes taxes & fees
22 Sept - 23 Sept
Off Grid Tiny House Glamping On 22 Acres!
Private kitchen

20. Relax near Gettysburg ski/wineries/fire pit!

Relax near Gettysburg ski/wineries/fire pit!
Orrtanna
10.0 out of 10, Exceptional, (53 reviews)
"We loved our stay. Perfect location near Gettysburg.kids loved this place."
United States
Jason B.
The price is HK$2,157
HK$3,707 total
includes taxes & fees
20 Sept - 21 Sept
Relax near Gettysburg ski/wineries/fire pit!
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.
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Top Orrstown Hotel Reviews

Hawthorn Extended Stay by Wyndham Chambersburg

Hawthorn Extended Stay by Wyndham Chambersburg

10/10 Excellent
"Convenient location off highway, loved having the large fridge and freezer."
Debbie 3-night trip
Posted 14 hours ago
Hawthorn Extended Stay by Wyndham Chambersburg

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

Frequently asked questions

Are there holiday rentals in Orrstown?

Yes, there are holiday rentals close to the most popular sights in Orrstown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Orrstown has to offer?

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: This holiday home rental outside of Orrstown offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 wider area.

What are holiday rentals like in Orrstown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orrstown. Holiday rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.