A calm lake reflecting a forested hillside with autumn foliage.

Search Vacation Homes in Shippensburg

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Shippensburg vacation homes

1. Castle by the creek, a fishing haven.

Castle by the creek, a fishing haven.
Newville
10.0 out of 10, Exceptional, (4 reviews)
"The property was great! Clean, well equipt and in a great location!"
United States
Jon C.
The price is AED 863
AED 1,921 total
includes taxes & fees
10 Nov - 11 Nov
Castle by the creek, a fishing haven.

2. Whispering Pines Cabin Cozy Forest Cabin Retreat

Whispering Pines Cabin Cozy Forest Cabin Retreat
Biglerville
10.0 out of 10, Exceptional, (10 reviews)
"We had an amazing time and the owners were so nice ! We will definitely be back !"
United States
Melissa G.
The price is AED 1,131
AED 2,088 total
includes taxes & fees
23 Nov - 24 Nov
Whispering Pines Cabin Cozy Forest Cabin Retreat

3. The 1850 Retreat Chambersburg

The 1850 Retreat Chambersburg
Chambersburg
10.0 out of 10, Exceptional, (12 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 AED 1,245
AED 2,377 total
includes taxes & fees
10 Nov - 11 Nov
The 1850 Retreat Chambersburg

4. Pine Grove Cottage, quiet and peaceful!

Pine Grove Cottage, quiet and peaceful!
Chambersburg
9.4 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay! Always a great spot to make family memories! "
United States
Kim B.
The price is AED 1,181
AED 1,823 total
includes taxes & fees
10 Nov - 11 Nov
Pine Grove Cottage, quiet and peaceful!

5. 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, (120 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is AED 410
AED 502 total
includes taxes & fees
16 Nov - 17 Nov
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

6. Private Hillside Retreat w/ Hot Tub Near Gettysburg

Private Hillside Retreat w/ Hot Tub Near Gettysburg
Orrtanna
9.0 out of 10, Wonderful, (11 reviews)
"Property was in great shape and very clean. An excellent overall experience and will stay again if we are ever back in the area! "
United States
Tyler C.
The price is AED 1,414
AED 2,575 total
includes taxes & fees
10 Nov - 11 Nov
Private Hillside Retreat w/ Hot Tub Near Gettysburg

7. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay"
United States
Austin B.
The price is AED 463
AED 902 total
includes taxes & fees
10 Nov - 11 Nov
Rancher in Mont Alto

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

Relax near Gettysburg ski/wineries/fire pit!
Orrtanna
10.0 out of 10, Exceptional, (54 reviews)
"Wonderful property, very cozy!"
United States
Lisa G.
The price is AED 826
AED 1,605 total
includes taxes & fees
10 Nov - 11 Nov
Relax near Gettysburg ski/wineries/fire pit!

9. Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Orrtanna
9.8 out of 10, Exceptional, (18 reviews)
"Just perfect, love this place definitely coming back when I stay in Pennsylvania"
United States
William G.
The price is AED 563
AED 1,119 total
includes taxes & fees
15 Nov - 16 Nov
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

10. Beautiful valley and mountain views located 5 minutes from Big Spring State Park

Beautiful valley and mountain views located 5 minutes from Big Spring State Park
Doylesburg
10.0 out of 10, Exceptional, (14 reviews)
"Excellent property, well maintained and perfect for a weekend getaway for a birthday."
United States
Benjamin G.
The price is AED 845
AED 1,430 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful valley and mountain views located 5 minutes from Big Spring State Park

11. 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, (61 reviews)
"Spacious and pool table was nice addition Host was very accessible and accommodating"
United States
Christopher C.
The price is AED 628
AED 1,240 total
includes taxes & fees
16 Nov - 17 Nov
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

12. Historic Gettysburg Homestead for Large Groups

Historic Gettysburg Homestead for Large Groups
Gettysburg
9.4 out of 10, Exceptional, (13 reviews)
"We had a great stay! Home was clean and made the perfect stay for our Civil War area trip."
United States
James L.
The price is AED 1,568
AED 2,722 total
includes taxes & fees
10 Nov - 11 Nov
Historic Gettysburg Homestead for Large Groups

13. Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill
Gettysburg Historic District
10.0 out of 10, Exceptional, (79 reviews)
"Tidy, comfortable and historical rental property with easy walking distance to shops and restaurants."
United States
Ken L.
The price is AED 441
AED 1,523 total
includes taxes & fees
29 Nov - 30 Nov
Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

14. Gettysburg Farm Stay w/ Pool & Barnyard Animals

Gettysburg Farm Stay w/ Pool & Barnyard Animals
Gettysburg
10.0 out of 10, Exceptional, (76 reviews)
"Great place. Very homey, clean and comfortable. Such a beautiful, peaceful stay. Will definitely plan to book for our next Gettysburg trip."
United States
Kezia W.
The price is AED 1,808
AED 2,922 total
includes taxes & fees
10 Nov - 11 Nov
Gettysburg Farm Stay w/ Pool & Barnyard Animals

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, (16 reviews)
"Amenities & location were excellent for our needs. "
United States
Vicki M.
The price is AED 512
AED 858 total
includes taxes & fees
10 Nov - 11 Nov
Peaceful quiet setting with large yard, creek, 3 bedrooms, AC, WiFi,

16. Charming 2BR Near Fairgrounds and War College!

Charming 2BR Near Fairgrounds and War College!
Carlisle
10.0 out of 10, Exceptional, (22 reviews)
"Awesome property and overall wonderful experience. Will stay again."
United States
Stephanie R.
The price is AED 441
AED 1,158 total
includes taxes & fees
11 Nov - 12 Nov
Charming 2BR Near Fairgrounds and War College!

17. Relaxing Countryside Stay w/ Game Room

Relaxing Countryside Stay w/ Game Room
St Thomas
9.4 out of 10, Exceptional, (17 reviews)
"Great location nice and quiet. Would stay again"
United States
Debra R.
The price is AED 1,109
AED 1,885 total
includes taxes & fees
19 Nov - 20 Nov
Relaxing Countryside Stay w/ Game Room

18. Homestead Haven | Fire Pit, Pickleball & Fun

Homestead Haven | Fire Pit, Pickleball & Fun
Gettysburg
9.0 out of 10, Wonderful, (17 reviews)
"Clean and neat easy to find great location. Peaceful area quite and relaxing. Beds were very comfortable."
United States
Mary Kay
Homestead Haven | Fire Pit, Pickleball & Fun

19. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (11 reviews)
"I cannot say enough about the wonderful time we had staying at Denise & Mike's lovely cottage. They went above and beyond to make sure our family gathering was perfect...and it truly was. Sitting on the front porch sharing coffee in the a.m. and wine in the evening. Board games, chats and laughter until our bellies ached. Our family spent our much needed reunion sharing long overdue times making more wonderful memories. Upon arrival we found the property even more special than we imagined from...
United States
Julianne L.
The price is AED 400
AED 880 total
includes taxes & fees
10 Nov - 11 Nov
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

20. A "Suite" Place to Crash

A "Suite" Place to Crash
Gettysburg
10.0 out of 10, Exceptional, (96 reviews)
"Awesome place to stay for our Cousin Camp group. Clean & the owners were accommodating & went above & beyond."
United States
Ladd H.
The price is AED 493
AED 593 total
includes taxes & fees
16 Nov - 17 Nov
A "Suite" Place to Crash
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shippensburg Hotel Reviews