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Fairplay Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Fairplay

Property grounds
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Waynesboro
9.8 out of 10, Exceptional, (90)
"The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! "
United States
Sharon
The price is ￥13,962
￥34,777 total
includes taxes & fees
Dec 7 - Dec 8
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Exterior
The Green Glade Family Glamping Cabin Near Gettysburg & Trails

The Green Glade Family Glamping Cabin Near Gettysburg & Trails

2.0 star property
Aspers
10.0 out of 10, Exceptional, (4)
"This place was perfect for our little getaway! The area was beautiful, the cabin itself was cute and quaint and met all of our needs. Easy self check in. The view from the deck was wonderful and we enjoyed a few meals outside. It was comfy, cozy, and a perfect spot not too far away from what we wanted to do in Gettysburg. Everything was clean and well cared for. We had everything we needed in the kitchen, there were plenty of towels, blankets, etc. Would definitely recommend this place to stay!...
United States
Bri L.
The price is ￥17,731
￥41,506 total
includes taxes & fees
Dec 7 - Dec 8
The Green Glade Family Glamping Cabin Near Gettysburg & Trails
Fridge
Horn and Thistle Farm - Camper/RV in Abbottstown, Pennsylvania, United States

Horn and Thistle Farm - Camper/RV in Abbottstown, Pennsylvania, United States

2.0 star property
Abbottstown
10.0 out of 10, Exceptional, (3)
"It went well, owners worked with us and was willing to make our stay great."
United States
KrackleJak
The price is ￥24,744
￥36,591 total
includes taxes & fees
Dec 7 - Dec 8
Horn and Thistle Farm - Camper/RV in Abbottstown, Pennsylvania, United States
Property grounds
Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway

Thurmont
9.8 out of 10, Exceptional, (18)
"Was wonderful..private and peaceful. Perfect getaway. "
United States
Courtney G.
The price is ￥13,264
￥21,460 total
includes taxes & fees
Dec 14 - Dec 15
Birch Cabin at Hunting Creek Hideaway
Fridge, microwave, oven, stovetop
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, (3)
"Host was very flexible, communication was excellent. Perfect place to explore the area. "
United States
Dustin
The price is ￥15,378
￥38,098 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Interior
Cozy Loft Retreat- Walk to Liberty Mountain Resort

Cozy Loft Retreat- Walk to Liberty Mountain Resort

Fairfield
10.0 out of 10, Exceptional, (14)
"So cozy and comfortable. Great location and wonderful host. "
United States
Amy S.
The price is ￥22,494
￥37,689 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Loft Retreat- Walk to Liberty Mountain Resort
Property grounds
A "Suite" Place to Crash

A "Suite" Place to Crash

Gettysburg
10.0 out of 10, Exceptional, (79)
"What a fantastic property with wonderful hosts! Made so many great memories at this perfectly unique place!"
United States
Heather S.
The price is ￥20,803
￥26,381 total
includes taxes & fees
Dec 8 - Dec 9
A "Suite" Place to Crash
Fridge, microwave, oven, stovetop
Historic Bucher House with central location to Gettysburg and Lancaster Amish

Historic Bucher House with central location to Gettysburg and Lancaster Amish

Hanover
9.8 out of 10, Exceptional, (68)
"The house is very nice. Fun walking around and exploring the history in the house. I now want to install a shuffleboard court at my own home!"
United States
Adam P.
The price is ￥41,745
￥52,751 total
includes taxes & fees
Dec 8 - Dec 9
Historic Bucher House with central location to Gettysburg and Lancaster Amish
Cottage (3 Bedrooms) | Interior
Cozy Fairfield Escape Near Historic Sites

Cozy Fairfield Escape Near Historic Sites

3.0 star property
Fairfield
The price is ￥16,754
￥43,346 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Fairfield Escape Near Historic Sites
Smart TV, fireplace
Charming in-law suite. The open-concept living area welcomes you.

Charming in-law suite. The open-concept living area welcomes you.

Blue Ridge Summit
9.4 out of 10, Exceptional, (11)
"Very restful very accommodating and very helpful ownerd"
United States
Donna B.
The price is ￥17,064
￥38,182 total
includes taxes & fees
Dec 28 - Dec 29
Charming in-law suite. The open-concept living area welcomes you.
Private kitchen
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, (6)
"Such a nice place to stay. Host was great! "
United States
Christine M.
The price is ￥41,885
￥87,150 total
includes taxes & fees
Dec 8 - Dec 9
Historic 4-bedroom house in Gettysburg with AC, WiFi, walk to sites
Interior
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, (21)
"We had a great stay in Gettysburg. The house is in a perfect location"
United States
Sandra G.
The price is ￥42,661
￥95,886 total
includes taxes & fees
Dec 7 - Dec 8
Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.
Pool
Applewood Landing

Applewood Landing

Gettysburg
10.0 out of 10, Exceptional, (6)
"Perfect home for our family of 14 celebrating my mom’s 80th! Spacious kitchen with two dishwashers, great pool area, and plenty of room to gather. Loved the sunsets, outdoor amenities, and convenient location. Hosts were wonderful and responsive—highly recommend!"
United States
Anonymous traveler
The price is ￥26,682
￥131,879 total
includes taxes & fees
Dec 9 - Dec 10
Applewood Landing
Terrace/patio
1852 Historic Stone home

1852 Historic Stone home

Gettysburg Historic District
10.0 out of 10, Exceptional, (146)
"Wonderful house in a great location for exploring Gettysburg!"
United States
Matthew H.
The price is ￥47,749
￥87,633 total
includes taxes & fees
Dec 18 - Dec 19
1852 Historic Stone home
3 bedrooms, iron/ironing board, free WiFi, bed sheets
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, (54)
"Very nice stay. Close to everything and great amenities. Will definitely stay again if we are back in the area"
United States
Cammeron F.
The price is ￥25,868
￥54,234 total
includes taxes & fees
Dec 7 - Dec 8
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Interior
Carroll Valley Escape | King Room w/ Golf Views

Carroll Valley Escape | King Room w/ Golf Views

Carroll Valley
10.0 out of 10, Exceptional, (1)
"So tranquil yet fun with activities. Great staff and service. The adjacent restaurant could have opened for a couple of more hours. A great place for getaway with golf or ski. "
United States
Mike O.
The price is ￥24,697
￥31,339 total
includes taxes & fees
Dec 8 - Dec 9
Carroll Valley Escape | King Room w/ Golf Views
Fridge, microwave, oven, stovetop
Charming 4-bedroom house with WiFi and AC in historic Gettysburg

Charming 4-bedroom house with WiFi and AC in historic Gettysburg

Gettysburg
10.0 out of 10, Exceptional, (2)
"Wonderful first experience with VRBO. Our hosts were very friendly and made our stay comfortable. "
United States
Janis O.
The price is ￥54,366
￥83,321 total
includes taxes & fees
Dec 19 - Dec 20
Charming 4-bedroom house with WiFi and AC in historic Gettysburg
Fridge, microwave, oven, stovetop
Countryside Manor |Porch, Firepit & Playset

Countryside Manor |Porch, Firepit & Playset

2.0 star property
Littlestown
9.8 out of 10, Exceptional, (9)
"Very comfortable stay for our family! "
United States
Becci
The price is ￥46,229
￥113,990 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Countryside Manor |Porch, Firepit & Playset
TV, fireplace
Misty Mountain Lodge Pickleball Liberty Ski

Misty Mountain Lodge Pickleball Liberty Ski

Orrtanna
9.6 out of 10, Exceptional, (24)
"We had a great time at the Misty Mountain Lodge for a weekend getaway. Around 25 minutes from Gettysburg and easy access to hiking trails we had a blast! "
United States
Brent T.
The price is ￥54,078
￥131,776 total
includes taxes & fees
Dec 8 - Dec 9
Misty Mountain Lodge Pickleball Liberty Ski
Fridge, microwave, oven, stovetop
Beautiful rustic/newly renovated Home near Gettysburg, PA

Beautiful rustic/newly renovated Home near Gettysburg, PA

Orrtanna
10.0 out of 10, Exceptional, (30)
"Lively, quiet fully renovated home in an idyllic setting. Comfortable beds and great showers including extra towels. Kitchen fully stocked and we enjoyed using the grill. "
United States
Laurie B.
The price is ￥34,206
￥61,728 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful rustic/newly renovated Home near Gettysburg, PA
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

1863 Inn of Gettysburg

1863 Inn of Gettysburg

10/10 Excellent
"Convenient location, friendly staff, and very clean. "
Patrick 1-night trip
Posted 3 days ago
1863 Inn of 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:

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

Frequently asked questions

Are there vacation rentals in Fairplay?

Yes, you can find vacation rentals close to the most popular local attractions in Fairplay, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Fairplay?

Visit our charming cottage this Fall & Winter. Enjoy the Scenery & Ski Slopes.: This vacation home rental outside of Fairplay is located in the mountains and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Fairplay?

While exploring the area, visit family-friendly sights like Gettysburg Ghost Lab, 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 larger area.

What are vacation rentals like in Fairplay?

Vacation rentals are private properties you can stay in for several days or longer in Fairplay. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.