
Fairplay Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Fairplay holiday rentals

1. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
2. Stratton House-Unique Historic District Home-Backs to Culp's Hill-Ski Liberty!
Stratton House-Unique Historic District Home-Backs to Culp's Hill-Ski Liberty!
3. Gray Getaway
Gray Getaway
4. Rural & Historic Detour Escape w/ Horses On-Site!
Rural & Historic Detour Escape w/ Horses On-Site!
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!
6. Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
7. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
8. A "Suite" Place to Crash
A "Suite" Place to Crash
9. Blue Getaway
Blue Getaway
10. Rural & Historic Detour Escape w/ Horses On-site!
Rural & Historic Detour Escape w/ Horses On-site!
11. Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
12. Cozy studio charming Hanover
Cozy studio charming Hanover
13. Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
14. 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
15. Applewood Landing
Applewood Landing
16. Bin There Treehouse - A Grain Bin treehouse!
Bin There Treehouse - A Grain Bin treehouse!
17. Homestead Haven | Fire Pit, Pickleball & Fun
Homestead Haven | Fire Pit, Pickleball & Fun
18. Cozy Apartment Near Gettysburg & Chambersburg
Cozy Apartment Near Gettysburg & Chambersburg
19. Rancher in Mont Alto
Rancher in Mont Alto
20. Walk to downtown Gettysburg/Civil War home
Walk to downtown Gettysburg/Civil War homeFind holiday rentals that suit your style
Top Fairplay Hotel Reviews

Hilton Garden Inn Gettysburg
Find out more about Fairplay
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fairplay holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Fairplay. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Fairplay. Seeing all the best attractions is bound to make you fall in love with Fairplay. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Fairplay short-term rentals, that won’t be hard to do.


































































