Photo by Erica R Hopper

Fairplay Vacation Rentals

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Our top choices for Fairplay vacation homes

1. 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 CA $170
CA $586 total
includes taxes & fees
Nov 29 - Nov 30
Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

2. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is CA $171
CA $594 total
includes taxes & fees
Nov 16 - Nov 17
Rural & Historic Detour Escape w/ Horses On-Site!

3. 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, (121 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is CA $158
CA $193 total
includes taxes & fees
Nov 23 - Nov 24
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

4. 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 CA $156
CA $341 total
includes taxes & fees
Nov 11 - Nov 12
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

5. 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 CA $189
CA $228 total
includes taxes & fees
Nov 16 - Nov 17
A "Suite" Place to Crash

6. 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 CA $217
CA $430 total
includes taxes & fees
Nov 15 - Nov 16
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

7. 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)
"Our host was prompt on questions and the house was clean and cute. Our family was able to relax and enjoy the property while on vacation"
United States
Ash Lee S.
The price is CA $242
CA $476 total
includes taxes & fees
Nov 23 - Nov 24
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

8. Walk to downtown Gettysburg/Civil War home

Walk to downtown Gettysburg/Civil War home
Gettysburg Historic District
10.0 out of 10, Exceptional, (26 reviews)
"Home was very welcoming, clean and comfortable. The location is perfect for walking to town. We would definitely stay here again!"
United States
Gina H.
The price is CA $494
CA $794 total
includes taxes & fees
Dec 10 - Dec 11
Walk to downtown Gettysburg/Civil War home

9. Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (52 reviews)
"Awesome place."
United States
Holly J.
The price is CA $565
CA $845 total
includes taxes & fees
Nov 23 - Nov 24
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

10. Applewood Landing

Applewood Landing
Gettysburg
9.6 out of 10, Exceptional, (20 reviews)
"Beautiful property. Easily accessible to Gettysburg. We all enjoyed the back covered patio and the pool. Would highly recommend! Would stay here again!"
United States
Linda S.
The price is CA $316
CA $1,544 total
includes taxes & fees
Nov 16 - Nov 17
Applewood Landing

11. 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
The price is CA $414
CA $700 total
includes taxes & fees
Nov 16 - Nov 17
Homestead Haven | Fire Pit, Pickleball & Fun

12. Hot Tub Farmhouse | Near Gettysburg | Sleeps 11

Hot Tub Farmhouse | Near Gettysburg | Sleeps 11
Littlestown
10.0 out of 10, Exceptional, (23 reviews)
"Great property, the house was super clean and well locatedHost was on top of all details"
United States
Luis V.
The price is CA $449
CA $1,075 total
includes taxes & fees
Nov 15 - Nov 16
Hot Tub Farmhouse | Near Gettysburg | Sleeps 11

13. 1852 Historic Stone home in downtown !

1852 Historic Stone home in downtown !
Gettysburg Historic District
10.0 out of 10, Exceptional, (181 reviews)
"Outstanding stay, great location, immaculate property. It truly provides a luxe experience compared to other rentals in the area. Cannot wait to return!"
United States
Layne F.
The price is CA $416
CA $771 total
includes taxes & fees
Nov 16 - Nov 17
1852 Historic Stone home in downtown !

14. 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 CA $353
CA $656 total
includes taxes & fees
Nov 11 - Nov 12
Relax near Gettysburg ski/wineries/fire pit!

15. 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 CA $178
CA $350 total
includes taxes & fees
Nov 23 - Nov 24
Rancher in Mont Alto

16. Walk to Gettysburg Battlefield Charming Brick Stay

Walk to Gettysburg Battlefield Charming Brick Stay
Gettysburg Historic District
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and well appointed. The interior of the property was updated yet it retained a lot of the original architectural features, which was very nice, Would highly recommend staying there!"
United States
TJ H.
The price is CA $394
CA $500 total
includes taxes & fees
Nov 16 - Nov 17
Walk to Gettysburg Battlefield Charming Brick Stay

17. Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.

Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.
Gettysburg
9.4 out of 10, Exceptional, (34 reviews)
"The house was perfect for our trip the owner was very responsive Beds were super comfortable "
United States
Kathryn C.
The price is CA $406
CA $852 total
includes taxes & fees
Nov 30 - Dec 1
Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.

18. Spacious 4BR Stratton House: A Historic Downtown Stay Backing to Culp's Hill

Spacious 4BR Stratton House: A Historic Downtown Stay Backing to Culp's Hill
Gettysburg Historic District
10.0 out of 10, Exceptional, (89 reviews)
"The Stratton House was in a prime location and had everything we needed for our 1 week stay in Gettysburg."
United States
Nikolas B.
The price is CA $212
CA $849 total
includes taxes & fees
Nov 29 - Nov 30
Spacious 4BR Stratton House: A Historic Downtown Stay Backing to Culp's Hill

19. Historic 4-bedroom house in Gettysburg with AC, WiFi, walk to sites

Historic 4-bedroom house in Gettysburg with AC, WiFi, walk to sites
Gettysburg
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful house!"
United States
Alex
The price is CA $476
CA $868 total
includes taxes & fees
Nov 11 - Nov 12
Historic 4-bedroom house in Gettysburg with AC, WiFi, walk to sites

20. Restored ADA Home, Parking, 2 blocks to square

Restored ADA Home, Parking, 2 blocks to square
Gettysburg Historic District
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful home everything you need for a large family getaway."
United States
Michelle S.
The price is CA $445
CA $975 total
includes taxes & fees
Nov 12 - Nov 13
Restored ADA Home, Parking, 2 blocks to square
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.

Learn more about Fairplay

Check out Gettysburg Allstar Expo Complex and Eisenhower National Historic Site—just a couple of the sights around Fairplay.

A historical reenactment with soldiers in period uniforms, a cannon, and smoke in a grassy field under a cloudy sky.
Photo by Erica R Hopper
Open Photo by Erica R Hopper

Top reviews in Fairplay

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