Fairplay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Fairplay holiday rentals

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (71 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is HK$309
HK$819 total
includes taxes & fees
17 Feb - 18 Feb
❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway
Thurmont
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
The price is HK$759
HK$1,178 total
includes taxes & fees
10 Feb - 11 Feb
Birch Cabin at Hunting Creek Hideaway
Interior

Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is HK$586
HK$1,260 total
includes taxes & fees
12 Feb - 13 Feb
Bring Your Own Boat - Meticulously restored house on the Potomac River
Property grounds

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 HK$1,064
HK$2,132 total
includes taxes & fees
8 Feb - 9 Feb
Modern w/Fire Pit, Deck, Grill & Hot Tub
Interior

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (34 reviews)
"Mountain mama is organized and accessible throughout the stay. House was clean and comfortable with lively views. "
United States
Dennis W.
The price is HK$781
HK$2,782 total
includes taxes & fees
12 Feb - 13 Feb
Antietam Look Out - Incredible Sunset Views!
Interior

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
9.4 out of 10, Exceptional, (3 reviews)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is HK$1,260
HK$2,196 total
includes taxes & fees
8 Feb - 9 Feb
2-Bedroom cabin Hot tub Fireplace PS5
Interior

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)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is HK$586
HK$1,491 total
includes taxes & fees
9 Feb - 10 Feb
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Terrace/patio

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful stay at Emily’s place! The scene was picturesque and accommodations were perfect for our young family who made good use of the hot tub. House was sparkling clean with lots of amenities to make ourselves at home. Tons to do nearby including hiking and Berkeley Springs. "
United States
Adam R.
The price is HK$752
HK$2,316 total
includes taxes & fees
10 Feb - 11 Feb
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
WiFi

The Saloon, cabin retreat.

The Saloon, cabin retreat.
Hedgesville
The price is HK$426
HK$993 total
includes taxes & fees
8 Feb - 9 Feb
The Saloon, cabin retreat.
Smart TV, fireplace

Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (21 reviews)
"Great place for a family weekend retreat. "
United States
Dina S.
The price is HK$781
HK$2,834 total
includes taxes & fees
12 Feb - 13 Feb
Peregrine's Perch - Cabin Overlooking the River!
Exterior detail

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (54 reviews)
"great communication, very easy people to talk to they were so sweet! the place was exactly what i was looking for and everything was kept very clean on arrival, and the area was lovely!"
United States
Maggie M.
The price is HK$703
HK$1,325 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Getaway near Harper`s Ferry, C&O & Potomac
TV, fireplace

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, (66 reviews)
"Great stay! We would book again. "
United States
Sam F.
The price is HK$781
HK$2,844 total
includes taxes & fees
19 Feb - 20 Feb
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
TV, table football, books

Cozy Pine Tree Nest

Cozy Pine Tree Nest
Frederick
9.4 out of 10, Exceptional, (11 reviews)
"Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick "
United States
Morgan P.
The price is HK$626
HK$1,326 total
includes taxes & fees
9 Feb - 10 Feb
Cozy Pine Tree Nest
Interior

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry
9.0 out of 10, Wonderful, (25 reviews)
"What a great location! And for as small as it is, it had everything we needed. Perfect for a weekend getaway. "
United States
Heather L.
The price is HK$949
HK$1,537 total
includes taxes & fees
20 Feb - 21 Feb
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Interior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"Really nice property, and exactly as advertised. There were several local restaurants within easy walking distance (we loved both Bolivar Bread and Snallygaster's) and it was a fairly easy walk to the historic part of Harper's Ferry. We also enjoyed the fire pit in the back yard."
United States
Greg B.
The price is HK$1,289
HK$2,359 total
includes taxes & fees
8 Feb - 9 Feb
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Fridge, microwave, stovetop, coffee/tea maker

Riverfront w Deck, Grill, Fire pit & Climbing Wall

Riverfront w Deck, Grill, Fire pit & Climbing Wall
Hedgesville
10.0 out of 10, Exceptional, (1 review)
"The house is in great shape and our family of 4 really enjoyed our stay there. Host was super responsive. "
United States
Mark G.
The price is HK$1,248
HK$2,265 total
includes taxes & fees
26 Feb - 27 Feb
Riverfront w Deck, Grill, Fire pit & Climbing Wall
Exterior

Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (142 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is HK$742
HK$1,930 total
includes taxes & fees
11 Feb - 12 Feb
Charming "Cream of the Crop" Cape ~❤️of Middletown
Interior

Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.8 out of 10, Exceptional, (6 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
The price is HK$781
HK$4,375 total
includes taxes & fees
11 Feb - 12 Feb
Camp Patowmack - Riverfront, Hot Tub, and Sauna!
TV, fireplace

Loft, Wood Stove, Fire Pit, Grill & Deck on Creek

Loft, Wood Stove, Fire Pit, Grill & Deck on Creek
Hedgesville
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful house, updated rooms, clean bathrooms and kitchen. Beds were comfy with nice linens. Wrap around porch was great with views of trees changing colors and listening to creek below! Great quiet secluded location and surrounding towns were very nice! "
United States
Brooke H.
The price is HK$1,248
HK$2,656 total
includes taxes & fees
8 Feb - 9 Feb
Loft, Wood Stove, Fire Pit, Grill & Deck on Creek
Fridge, microwave, oven, stovetop

3-bedroom townhome in charming Hagerstown with AC, WiFi

3-bedroom townhome in charming Hagerstown with AC, WiFi
Hagerstown
7.6 out of 10, Good, (4 reviews)
"Clean and comfy. "
United States
Nicola S.
The price is HK$859
HK$1,656 total
includes taxes & fees
5 Mar - 6 Mar
3-bedroom townhome in charming Hagerstown with AC, WiFi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fairplay Hotel Reviews

SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

10/10 Excellent
"Staff were present, helpful, and courteous. The room was spacious and clean, and the breakfast options were solid. "
Emerson 3-night trip
Posted 3 days ago
SpringHill Suites by Marriott Frederick

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

Can I find 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?

NEW! Ferrystone Lodge: Fireside Mountain Retreat w/ Patio & Fireplace: This holiday home rental outside of Fairplay offers a patio, a garden and a BBQ 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 holiday with amenities such as 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 wider area, you’ll find Antietam National Battlefield and Hagerstown Premium Outlets.

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 like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.