A historical reenactment with soldiers in period uniforms, a cannon, and smoke in a grassy field under a cloudy sky.

Fairplay Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Fairplay holiday rentals

Outdoor spa tub

1. Apple Blossom Cottage! HT Extra Cost

Apple Blossom Cottage! HT Extra Cost
Orrtanna
9.8 out of 10, Exceptional, (344 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is HK$690
HK$1,602 total
includes taxes & fees
20 Sept - 21 Sept
Apple Blossom Cottage! HT Extra Cost
Interior

2. Airstream in Wine Country Hot Tub Extra Cost

Airstream in Wine Country Hot Tub Extra Cost
Orrtanna
10.0 out of 10, Exceptional, (111 reviews)
"Place was awesome and very quiet"
United States
Justin L.
The price is HK$620
HK$1,507 total
includes taxes & fees
21 Sept - 22 Sept
Airstream in Wine Country Hot Tub Extra Cost
Smart TV

3. Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (8 reviews)
"Lovely accommodations- clean and modern as well as being a great location in downtown Gettysburg. Hope to stay again in the future."
United States
Carol M.
The price is HK$1,271
HK$3,091 total
includes taxes & fees
28 Sept - 29 Sept
Gray Getaway
Exterior detail

4. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (19 reviews)
"The host is super friendly and responsive. The unit is very clean and worked great for our needs. The location is close to Gettysburg, but allowed us to get out of town a bit, and into the beautiful countryside."
United States
Jeff D.
The price is HK$593
HK$1,478 total
includes taxes & fees
21 Sept - 22 Sept
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Interior

5. Walkable Rental in Dtwn Gettysburg: Pet-friendly!

Walkable Rental in Dtwn Gettysburg: Pet-friendly!
3.0 star property
Gettysburg Historic District
9.0 out of 10, Wonderful, (2 reviews)
"Great location! The host was super helpful and accommodating! Would definitely go back. "
United States
Glenn
The price is HK$1,255
HK$2,992 total
includes taxes & fees
21 Sept - 22 Sept
Walkable Rental in Dtwn Gettysburg: Pet-friendly!
Coffee/tea maker, fridge, microwave, oven

6. Blue Getaway

Blue Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (15 reviews)
"Great place to stay in Gettysburg - and especially walkable! Would recommend! "
United States
Victoria O.
The price is HK$1,236
HK$3,295 total
includes taxes & fees
28 Sept - 29 Sept
Blue Getaway
Interior

7. 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, (5 reviews)
The price is HK$883
HK$1,709 total
includes taxes & fees
22 Sept - 23 Sept
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Property grounds

8. A "Suite" Place to Crash

A "Suite" Place to Crash
Gettysburg
10.0 out of 10, Exceptional, (92 reviews)
"Family friendly. Was great having all that open room."
United States
Mike B.
The price is HK$1,052
HK$1,334 total
includes taxes & fees
28 Sept - 29 Sept
A "Suite" Place to Crash
Interior

9. 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)
"We had a great time. It is an older house but wonderful. It is in the country with lots of green fields surrounding it. The porch with the rockers was my favorite place to be when we weren’t site seeing, It was so peaceful. I would definitely stay here again."
United States
Charla H.
The price is HK$949
HK$3,318 total
includes taxes & fees
22 Sept - 23 Sept
Rural & Historic Detour Escape w/ Horses On-Site!
Smart TV

10. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is HK$861
HK$1,861 total
includes taxes & fees
21 Sept - 22 Sept
Rancher in Mont Alto
Property grounds

11. 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, (113 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is HK$1,012
HK$1,290 total
includes taxes & fees
12 Oct - 13 Oct
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
TV

12. Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Hanover
9.4 out of 10, Exceptional, (6 reviews)
"Great location in downtown Hanover within walking distance of the square where there are various shops and dining options. "
United States
Danna W.
The price is HK$981
HK$2,226 total
includes taxes & fees
29 Sept - 30 Sept
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Smart TV

13. Cozy studio charming Hanover

Cozy studio charming Hanover
Hanover
9.0 out of 10, Wonderful, (13 reviews)
"Place was as described. "
United States
Katie F.
Cozy studio charming Hanover
Smart TV

14. Gettysburg Cozy Cabin

Gettysburg Cozy Cabin
Gettysburg
9.8 out of 10, Exceptional, (6 reviews)
"A wonderful experience all in all, great place to get away to!"
United States
David R.
The price is HK$1,425
HK$4,024 total
includes taxes & fees
21 Sept - 22 Sept
Gettysburg Cozy Cabin
Interior

15. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is HK$1,279
HK$3,390 total
includes taxes & fees
28 Sept - 29 Sept
Rural & Historic Detour Escape w/ Horses On-site!
Property grounds

16. 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 HK$1,435
HK$2,805 total
includes taxes & fees
20 Sept - 21 Sept
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Exterior detail

17. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (4 reviews)
"This place was amazing! Every little detail was thought of, and makes for just an incredible, delightful stay. Has all the amenities of what you’d expect in a home, yet has the unique appeal of a fantastic little treehouse!!"
United States
Whiskey Dent G.
The price is HK$1,263
HK$1,810 total
includes taxes & fees
30 Sept - 1 Oct
Bin There Treehouse - A Grain Bin treehouse!
Pool

18. Applewood Landing

Applewood Landing
Gettysburg
9.6 out of 10, Exceptional, (20 reviews)
"Enough room for our whole group."
United States
Anonymous traveller
The price is HK$2,189
HK$9,123 total
includes taxes & fees
22 Sept - 23 Sept
Applewood Landing
Interior

19. Cozy Apartment Near Gettysburg & Chambersburg

Cozy Apartment Near Gettysburg & Chambersburg
Fayetteville
8.0 out of 10, Very good, (1 review)
"The room was very clean, and super close to Caledonia State Park and not far from Gettysburg. It is cozy as described, so on the smaller side, however the price was right and we mainly used the place to sleep and have breakfast only. The host was available when needed and overall we had a great stay."
United States
Taylor M.
The price is HK$636
HK$1,220 total
includes taxes & fees
29 Sept - 30 Sept
Cozy Apartment Near Gettysburg & Chambersburg
Dining

20. 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, (83 reviews)
"Awesome historic house with plenty of interesting notes (in wall hangings) that add to the historic feel. Description is spot-on and the house and location are super - very close to both park sights and destinations in town.Terrific stay, we enjoyed the front porch quite a bit too."
United States
Dale H.
The price is HK$1,765
HK$5,665 total
includes taxes & fees
11 Oct - 12 Oct
Spacious 4BR Stratton House: A Historic Downtown Stay Backing to Culp's Hill
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 Fairplay Hotel Reviews

Days Inn by Wyndham Gettysburg

Days Inn by Wyndham Gettysburg

8/10 Good
"The room was clean - breakfast was a little disappointing"
Tammy 1-night trip
Posted 4 hours ago
Days Inn by Wyndham Gettysburg

Find out more about Fairplay

Search for holiday rentals in Fairplay on Expedia! You can easily find your home rentals, villas, holiday apartments in Fairplay using one of the methods below:

  • View our selection of featured holiday rentals in Fairplay
  • Use the map to find apartments and other holiday homes in the Fairplay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Fairplay while they last

Look no further and take a look at our great range of rental properties in Fairplay!

Frequently asked questions

Are there holiday rentals in Fairplay?

Yes, there are holiday rentals close to the most popular sights in Fairplay, 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 Fairplay has to offer?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This holiday home rental outside of Fairplay offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Fairplay?

While exploring the area, visit family-friendly sights like Catoctin Wildlife Preserve and Zoo, or get outside and enjoy nature at Union Mills Homestead Park. Gettysburg Allstar Expo Complex and Eisenhower National Historic Site are a couple of places you'll find in the wider area.

What are holiday rentals like in Fairplay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fairplay. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.