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Compare 80 Vacation Homes in Fairplay with updated reviews, rates, and availability.

Historic civil war home and estate in Gettysburg you can rent privately.
Interior

Historic civil war home and estate in Gettysburg you can rent privately.

9.2 out of 10, Wonderful, (25)
"We had such a fun trip! Historic Rainworth Lodge was a cozy and convenient spot to rest after exploring the town and battlefields. Daniel was so accommodating and responded immediately to any questions we had. We enjoyed our time in the house and felt very comfortable. It was interesting to learn about the history of the place as well! "
The price is AED 1,286
AED 1,614 total
includes taxes & fees
1 Jan - 2 January 2025
Historic civil war home and estate in Gettysburg you can rent privately.
Gettysburg Family Retreat - 4 BR Pet Friendly!
Newly remodeled home with new flooring and paint. Large screen TV in main area

Gettysburg Family Retreat - 4 BR Pet Friendly!

9.2 out of 10, Wonderful, (15)
"Very clean home located in beautiful Adams County countryside. Perfect for three couples coming for Friendsgiving and Gettysburg events. A little trouble with the heat furnace but we figured it out. The property manager was responsive to our outreach. We would recommend the property and stay again. Thank you Tom and Kevin. "
Gettysburg Family Retreat - 4 BR Pet Friendly!
Ideal for groups and families! Gathering spaces on all 3 levels! ADA accessible!
2nd Floor “Gold Bedroom”

Ideal for groups and families! Gathering spaces on all 3 levels! ADA accessible!

10.0 out of 10, Exceptional, (49)
"Our family of 6 adults and a one year old thoroughly enjoyed the house and the great location. The home is furnished in a lovely, comfortable style with some glamorous touches. The easy walk around town to shops and restaurants was most enjoyable. The hosts couldn't be nicer and made us feel so welcome with special treats."
Ideal for groups and families! Gathering spaces on all 3 levels! ADA accessible!
Gettysburg Getaway! Battlefields/Wineries/Ski!
Exterior

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (29)
"This area is quiet and close to Gettysburg. The house is very nice and roomy. I would recommend staying at this property."
Gettysburg Getaway! Battlefields/Wineries/Ski!
Thaddeus Stevens' Gettysburg Log Home
Exterior detail

Thaddeus Stevens' Gettysburg Log Home

9.8 out of 10, Exceptional, (175)
"The property provides a rare and delightful experience. The opportunity to enjoy many modern conveniences within a home of such age was a highlight of our visit to Gettysburg."
Thaddeus Stevens' Gettysburg Log Home
Gettysburg Retreat Best place to stay in Gettysburg! Pre-Civil War Home
Seating for 8 at the handmade Barnwood Table

Gettysburg Retreat Best place to stay in Gettysburg! Pre-Civil War Home

10.0 out of 10, Exceptional, (285)
"Loved the house. Location is perfect for us . One suggestion, is to have small separate hooks for hand towels especially for the downstairs bathroom. Overall we just love the house!"
Gettysburg Retreat Best place to stay in Gettysburg! Pre-Civil War Home
The Peaceful Nest
Exterior

The Peaceful Nest

The price is AED 698
AED 1,228 total
includes taxes & fees
7 Jan - 8 January 2025
The Peaceful Nest
1852 Historic Stone home
Property grounds

1852 Historic Stone home

10.0 out of 10, Exceptional, (105)
"Convenient location and within walking districts restaurants and bars"
The price is AED 1,084
AED 2,015 total
includes taxes & fees
6 Jan - 7 January 2025
1852 Historic Stone home
Charming Biglerville Home w/ Patio & Yard!
Biglerville Vacation Rental | 3BR | 2BA | Stairs Required | 1,325 Sq Ft

Charming Biglerville Home w/ Patio & Yard!

10.0 out of 10, Exceptional, (19)
"Excellent! Beautiful home!"
Charming Biglerville Home w/ Patio & Yard!
Walk to Liberty Mountain: Lake-View Ski Retreat!
Fairfield Vacation Rental | 3BR | 2BA | 1,714 Sq Ft | Stairs Required

Walk to Liberty Mountain: Lake-View Ski Retreat!

Walk to Liberty Mountain: Lake-View Ski Retreat!
Cozy Cow | 4 Bed, 2 Bath
Living area

Cozy Cow | 4 Bed, 2 Bath

10.0 out of 10, Exceptional, (44)
"The house and surrounding farm are absolutely stunning! The house is cozy, comfortable and offers everything you could possibly hope for in a vacation property. The perfect getaway to enjoy family and friends. My wife and I hated to leave!"
Cozy Cow | 4 Bed, 2 Bath
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking
Front of The General's Hideaway

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

9.8 out of 10, Exceptional, (47)
"This was just as described! The location was perfect for Gettysburg and Maryland. We were able to go exploring and make a short trip back to relax."
The price is AED 569
AED 1,228 total
includes taxes & fees
12 Jan - 13 January 2025
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking
Perfect Location: Historic Downtown Guesthouse
Exterior detail

Perfect Location: Historic Downtown Guesthouse

9.8 out of 10, Exceptional, (229)
"The property was exactly as described. The location was perfect to assess the downtown area. Off street parking simplified our stay. Very clean and everything we needed was included. Would definitely come back to the La Verne Guest House "
Perfect Location: Historic Downtown Guesthouse
A "Suite" Place to Crash
Exterior

A "Suite" Place to Crash

10.0 out of 10, Exceptional, (56)
"The kids loved all the room and games to play after a long day of driving. "
The price is AED 474
AED 604 total
includes taxes & fees
30 Dec - 31 Dec
A "Suite" Place to Crash
Beautiful private property in rural environment overlooking Ski Liberty.
Property grounds

Beautiful private property in rural environment overlooking Ski Liberty.

9.8 out of 10, Exceptional, (45)
"This property had stunning views! While we were there for just a short weekend we had a blast. We brought our own fishing poles but we did see that the house was stocked with them. We watched the sunset from the hot tub most evenings. The house was clean and comfortable and just a short 15-20 minute drive to the town of Gettysburg. We drove 2-minutes over to Liberty Ski Resort for dinner and breakfast. I highly recommend this house!"
Beautiful private property in rural environment overlooking Ski Liberty.
Peaceful Home w/ Patio < 2 Mi to Nat'l Park!
Thurmont Vacation Rental | 3BR | 2BA | 5 Stairs to Access | 1,100 Sq Ft

Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

10.0 out of 10, Exceptional, (17)
"Everything was perfect, and comfortable. Owners really care about their visitors. Home was walk in perfect for a family long weekend. Happened to be Thurmont's annual colorfest festival, and home pefectly located, nestled away yet close enough for easy walking. Highly recommend. "
Peaceful Home w/ Patio < 2 Mi to Nat'l Park!
Pet-Friendly Retreat on a Horse Breeding Farm!
Union Bridge Vacation Rental | 1BR | 1BA | Single Story | Step-Free Access

Pet-Friendly Retreat on a Horse Breeding Farm!

9.4 out of 10, Exceptional, (19)
"The place was great. Located near Westminster and Linganore Winery. Scenic roads and historic old homes in the local area. Jennifer was very helpful as were the horse owners we met there."
Pet-Friendly Retreat on a Horse Breeding Farm!
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

9.8 out of 10, Exceptional, (44)
"Stunning property and well-maintained. I only wish we had more time here! Eileen was incredibly accommodating and flexible with our check-in. "
The price is AED 1,469
AED 2,307 total
includes taxes & fees
2 Jan - 3 January 2025
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Modern Spacious House With Spectacular Views
Orchard Hill House

Modern Spacious House With Spectacular Views

10.0 out of 10, Exceptional, (63)
"super clean and roomy. Well-equipped kitchen. Hosted a family gathering there and it was perfect."
Modern Spacious House With Spectacular Views
East Cavalry Red House<br>3 bedrooms 3 full baths sleeps up to 12
East Cavalry Red House

East Cavalry Red House<br>3 bedrooms 3 full baths sleeps up to 12

10.0 out of 10, Exceptional, (61)
"Beautiful place, super clean, everything was ready. They do this the right way! We will defintely stay here again."
East Cavalry Red House<br>3 bedrooms 3 full baths sleeps up to 12
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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Other property types in Fairplay

Historic civil war home and estate in Gettysburg you can rent privately.
Interior

Historic civil war home and estate in Gettysburg you can rent privately.

9.2 out of 10, Wonderful, (25)
"We had such a fun trip! Historic Rainworth Lodge was a cozy and convenient spot to rest after exploring the town and battlefields. Daniel was so accommodating and responded immediately to any questions we had. We enjoyed our time in the house and felt very comfortable. It was interesting to learn about the history of the place as well! "
The price is AED 1,286
AED 1,614 total
includes taxes & fees
1 Jan - 2 January 2025
Historic civil war home and estate in Gettysburg you can rent privately.
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg
Side view with parking area

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (206)
"Enjoyed this stay right next to a beautiful trout stream with and Woods . We had everything we needed along with YouTube tv available to sign into. (Glad we started YouTube tv so it made it easy to have all our saved programs for this trip. Had a great time in Gettysburg ."
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg
Apple Blossom Cottage! HT Extra Cost
Price 2 Night $125 3-5 Night $150 6-8 Night $175 9-11 Night $200

Apple Blossom Cottage! HT Extra Cost

10.0 out of 10, Exceptional, (290)
"Wonderful cottage...very relaxing after enjoying a day of history. "
The price is AED 448
AED 901 total
includes taxes & fees
2 Jan - 3 January 2025
Apple Blossom Cottage! HT Extra Cost
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.