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Orrstown Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Orrstown vacation rentals

Terrace/patio

1. Air Hill Haven- private peaceful apartment

Air Hill Haven- private peaceful apartment
Chambersburg
10.0 out of 10, Exceptional, (20 reviews)
"The accommodations were wonderful. Highly recommend if you are looking for a place near Shippensburg."
United States
Colleen W.
The price is ￥17,303
￥22,603 total
includes taxes & fees
Sep 3 - Sep 4
Air Hill Haven- private peaceful apartment
Room

2. Lovely, Country Apartment, Just Minutes From Town.

Lovely, Country Apartment, Just Minutes From Town.
Chambersburg
9.8 out of 10, Exceptional, (20 reviews)
"Host was very cordial, amenities were clean and in excellent shape "
United States
Dale B.
Lovely, Country Apartment, Just Minutes From Town.
Room

3. Cute Place Just Out Of Town With A Country Feel

Cute Place Just Out Of Town With A Country Feel
Chambersburg
10.0 out of 10, Exceptional, (48 reviews)
"Our favorite place to stay!"
United States
Melissa H.
The price is ￥9,933
￥13,329 total
includes taxes & fees
Sep 6 - Sep 7
Cute Place Just Out Of Town With A Country Feel
Private kitchen

4. Fort Chambers Flat on Main

Fort Chambers Flat on Main
Chambersburg
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful and perfect spot to stay! Loved staying close to stores too!"
United States
Christina B.
The price is ￥25,473
￥51,453 total
includes taxes & fees
Sep 7 - Sep 8
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 ￥54,169
￥103,910 total
includes taxes & fees
Sep 3 - Sep 4
The 1850 Retreat Chambersburg
Private kitchen

6. The Good Neighbor’s Loft

The Good Neighbor’s Loft
Orrstown
The price is ￥21,572
￥31,219 total
includes taxes & fees
Sep 14 - Sep 15
The Good Neighbor’s Loft
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 ￥37,551
￥87,148 total
includes taxes & fees
Sep 3 - Sep 4
Castle by the creek, a fishing haven.
Interior

8. The Boho Penthouse on Main

The Boho Penthouse on Main
Chambersburg
9.4 out of 10, Exceptional, (21 reviews)
"Amazing property , cute downtown, host easy to contact"
United States
Michelle E.
The price is ￥17,417
￥37,926 total
includes taxes & fees
Sep 3 - Sep 4
The Boho Penthouse on Main
Property grounds

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

Tiny Home with Loft, WI-FI + Free Parking!
Chambersburg
10.0 out of 10, Exceptional, (3 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 ￥18,424
￥39,263 total
includes taxes & fees
Sep 8 - Sep 9
Tiny Home with Loft, WI-FI + Free Parking!
Exterior

10. Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA

Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA
Chambersburg
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay here! Home was just as described & pictured. Response time from host was immediate and we were welcomed with farm fresh eggs and complimentary K-cups. The neighborhood was fabulous for our morning walks too. Would definitely recommend when visiting the area."
United States
Cassie W.
The price is ￥24,032
￥30,412 total
includes taxes & fees
Sep 9 - Sep 10
Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA
Room

11. 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 ￥15,861
￥33,071 total
includes taxes & fees
Sep 6 - Sep 7
The Mane & Co - No. 4
Room

12. 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 ￥17,417
￥37,039 total
includes taxes & fees
Sep 3 - Sep 4
The Mane & Co - No. 6
Terrace/patio

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

Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape
Aspers
10.0 out of 10, Exceptional, (11 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 ￥43,527
￥54,922 total
includes taxes & fees
Sep 15 - Sep 16
Secluded Orchard Cabin | Mountain Views, Wineries, & Peaceful Escape
Exterior

14. 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 ￥21,484
￥38,737 total
includes taxes & fees
Sep 3 - Sep 4
Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,
Exterior detail

15. 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 ￥17,417
￥37,039 total
includes taxes & fees
Sep 3 - Sep 4
The Cutest Loft on Main St!
Property grounds

16. Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Orrtanna
10.0 out of 10, Exceptional, (111 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is ￥18,600
￥24,044 total
includes taxes & fees
Sep 8 - Sep 9
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Private kitchen

17. The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Orrtanna
9.8 out of 10, Exceptional, (60 reviews)
"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 ￥30,248
￥60,440 total
includes taxes & fees
Sep 13 - Sep 14
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Living area

18. 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)
"Well fitted out apartment which was larger than the photos showed online. Perfect kitchen (with all the essentials) for a night in, very comfortable bed, and the host was extremely responsive.Easy to follow directions and plenty of Main Street eateries to choose from."
United States
sholto s.
The price is ￥20,613
￥41,982 total
includes taxes & fees
Sep 3 - Sep 4
The Study on Main Located on the Square!
Outdoor dining

19. 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, (25 reviews)
"Convenient location for our weekend activity. "
United States
Brandon T.
The price is ￥25,167
￥41,886 total
includes taxes & fees
Sep 14 - Sep 15
Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle
Living area

20. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (12 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is ￥17,591
￥38,168 total
includes taxes & fees
Sep 3 - Sep 4
Rancher in Mont Alto
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

Country Inn & Suites by Radisson, Chambersburg, PA

Country Inn & Suites by Radisson, Chambersburg, PA

10/10 Excellent
"Breakfast was very good. Plenty of parking. Many restaurants."
Joan 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Chambersburg, PA

Find out more about Orrstown

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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?

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: Visitors like this Orrstown vacation home rental. It offers a patio, a garden, 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 fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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. Shippensburgs University and Parx Casino Shippensburg 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.