Fairplay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Fairplay vacation rentals

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
8.6 out of 10, Excellent, (4 reviews)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is ¥25,781
¥44,907 total
includes taxes & fees
Apr 5 - Apr 6
2-Bedroom cabin Hot tub Fireplace PS5

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is ¥31,962
¥52,852 total
includes taxes & fees
Apr 2 - Apr 3
Antietam Creek - Quiet 2 Bedroom Cabin

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (72 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is ¥10,388
¥21,318 total
includes taxes & fees
Apr 13 - Apr 14
❤️ Secluded 1940s Romantic Tiny House on the River

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (42 reviews)
"Loved this home. Host was excellent with A communication. Beautiful setting adjacent to Antietam Battlefield. "
United States
Cbragaw B.
The price is ¥15,229
¥43,748 total
includes taxes & fees
Apr 13 - Apr 14
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

Enjoy Mountain Views, Fire Pit, Grill, Deck & WiFi

Enjoy Mountain Views, Fire Pit, Grill, Deck & WiFi
The Woods
The price is ¥25,531
¥54,498 total
includes taxes & fees
Apr 2 - Apr 3
Enjoy Mountain Views, Fire Pit, Grill, Deck & WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Sleepy Hollow
9.0 out of 10, Wonderful, (28 reviews)
"This is a great property for a quiet and relaxing stay. "
United States
David G.
The price is ¥23,741
¥53,798 total
includes taxes & fees
Apr 6 - Apr 7
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
Mercersburg
9.8 out of 10, Exceptional, (8 reviews)
"Clean room, spacious intimate setting "
United States
Camille
The price is ¥53,864
¥83,836 total
includes taxes & fees
Apr 15 - Apr 16
Mirror Villas - Modern Retreat with private hot tubs and mountain view

Modern w/Fire Pit, Deck, Grill & Hot Tub

Modern w/Fire Pit, Deck, Grill & Hot Tub
Sleepy Hollow
9.2 out of 10, Wonderful, (14 reviews)
"Great little spot. Location is secluded but there are homes very close by. "
United States
stacey f.
The price is ¥21,773
¥44,894 total
includes taxes & fees
Apr 14 - Apr 15
Modern w/Fire Pit, Deck, Grill & Hot Tub

Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (18 reviews)
"Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay."
United States
Mark B.
The price is ¥17,281
¥31,912 total
includes taxes & fees
Apr 8 - Apr 9
Loft Apt Just off C&O near Harpers Ferry and AT

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful views "
United States
Darryl L.
The price is ¥40,873
¥75,061 total
includes taxes & fees
Apr 6 - Apr 7
Exclusive Wooded Chalet w Magnificent River Views

Historic & Cozy ~ Near Antietam Battle & WhiteTail

Historic & Cozy ~ Near Antietam Battle & WhiteTail
Hagerstown
10.0 out of 10, Exceptional, (33 reviews)
"We keep coming back to this rental. It’s a great location, the apartment is cozy and it’s always easy to book and use."
United States
Don H.
Historic & Cozy ~ Near Antietam Battle & WhiteTail

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway
Thurmont
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
The price is ¥15,438
¥24,011 total
includes taxes & fees
Apr 1 - Apr 2
Birch Cabin at Hunting Creek Hideaway

Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (46 reviews)
"Prime location for all things in Harpers Ferry!! "
United States
Annette K.
The price is ¥31,617
¥52,821 total
includes taxes & fees
Apr 28 - Apr 29
Enchanting Cottage, walk to Downtown Harpers Ferry

Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi

Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi
Sleepy Hollow
9.0 out of 10, Wonderful, (11 reviews)
"Great location, perfect for a quick weekend getaway! "
United States
Kate C.
The price is ¥21,773
¥42,935 total
includes taxes & fees
Apr 14 - Apr 15
Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill
Sleepy Hollow
8.6 out of 10, Excellent, (14 reviews)
"We had a lovely time staying here. It was comfortable and clean, and Tony was very responsive and helpful with the few things we needed. "
United States
Kasey L.
The price is ¥31,177
¥52,120 total
includes taxes & fees
Apr 28 - Apr 29
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable
Hagerstown
10.0 out of 10, Exceptional, (18 reviews)
"Perfect for us as we visited family."
United States
Felicia H.
The price is ¥19,976
¥30,236 total
includes taxes & fees
May 1 - May 2
Galloping Getaway on the rolling hills of GemStone Stable

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"For visiting Harpers Ferry, location was ideal."
United States
Barbara W.
The price is ¥18,516
¥31,522 total
includes taxes & fees
Apr 8 - Apr 9
Beautiful, Historic, Hiking, Biking and C&O Canal

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, (98 reviews)
"Had a wonderful time!"
United States
Jesse K.
The price is ¥16,620
¥37,801 total
includes taxes & fees
Apr 5 - Apr 6
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (67 reviews)
"Great stay! We would book again. "
United States
Sam F.
The price is ¥17,153
¥59,071 total
includes taxes & fees
Apr 14 - Apr 15
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (111 reviews)
"Cozy & dog friendly "
United States
Lauren F.
The price is ¥11,222
¥29,738 total
includes taxes & fees
Apr 1 - Apr 2
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fairplay Hotel Reviews

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!

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Fairplay?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Fairplay, or you can go with a more secluded option if you're looking for relaxation.

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

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This vacation home near Fairplay offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Fairplay?

Explore the area and family-friendly sights such as Hagerstown Roundhouse Museum, or get out into nature at a spot like Crystal Grottoes Caverns. In the larger area, you’ll find Antietam National Battlefield and Marty Snook County Park.

What are vacation rentals like in Fairplay?

Vacation rentals are privately owned properties you can book for a couple days or more in Fairplay. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.