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Orrstown Holiday Rentals

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Check prices for these dates

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

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, (20 reviews)
"The accommodations were wonderful. Highly recommend if you are looking for a place near Shippensburg."
United States
Colleen W.
The price is AU$200
includes taxes & fees
3 Sept - 4 Sept
Air Hill Haven- private peaceful apartment
1 bedroom, iron/ironing board, travel cot, WiFi

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.
Iron/ironing board, travel cot, WiFi, bed sheets

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 AU$119
includes taxes & fees
6 Sept - 7 Sept
Cute Place Just Out Of Town With A Country Feel
Coffee/tea maker, fridge, microwave, oven

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 AU$439
includes taxes & fees
7 Sept - 8 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 AU$901
includes taxes & fees
3 Sept - 4 Sept
The 1850 Retreat Chambersburg
Fridge, microwave

6. The Good Neighbor’s Loft

The Good Neighbor’s Loft
Orrstown
The price is AU$272
includes taxes & fees
1 Oct - 2 Oct
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 AU$742
includes taxes & fees
26 Sept - 27 Sept
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 AU$330
includes taxes & fees
3 Sept - 4 Sept
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 AU$339
includes taxes & fees
3 Sept - 4 Sept
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 AU$265
includes taxes & fees
9 Sept - 10 Sept
Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA
1 bedroom, WiFi, bed sheets

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 AU$290
includes taxes & fees
6 Sept - 7 Sept
The Mane & Co - No. 4
1 bedroom, WiFi, bed sheets

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 AU$321
includes taxes & fees
3 Sept - 4 Sept
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 AU$472
includes taxes & fees
3 Sept - 4 Sept
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 AU$333
includes taxes & fees
13 Sept - 14 Sept
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 AU$321
includes taxes & fees
3 Sept - 4 Sept
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 AU$212
includes taxes & fees
8 Sept - 9 Sept
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Coffee/tea maker, fridge, microwave, oven

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 AU$511
includes taxes & fees
13 Sept - 14 Sept
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Smart TV

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 AU$364
includes taxes & fees
3 Sept - 4 Sept
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 AU$363
includes taxes & fees
7 Sept - 8 Sept
Brand New! 2 BR Barndominium apt just 15 minutes from Carlisle
Smart TV

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 AU$331
includes taxes & fees
3 Sept - 4 Sept
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 20 hours ago
Country Inn & Suites by Radisson, Chambersburg, PA

Find out more about Orrstown

Everything you need to know about Orrstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orrstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orrstown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orrstown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orrstown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orrstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orrstown holiday rentals we have selected for you start as low as AU$119 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orrstown rentals

At Expedia, we put the best Orrstown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orrstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orrstown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orrstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Shippensburgs University and Parx Casino Shippensburg 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.