Fairplay Holiday Rentals

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Holiday Rentals in Fairplay

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (126)
"Spectacular location. Charming and comfortable. The steps can be a challenge but are worth the effort."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

9.8 out of 10, Exceptional, (66)
"This little cabin was absolutely wonderful. The nicest amenities and very clean. Had everything we needed for a short weekend getaway. I especially loved the hot tub and the indoor massage chair! We come to this area once a year-will definitely stay here again. "
The price is AU$460
includes taxes & fees
11 Aug - 12 Aug
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (28)
"Very nice rest time…"
The price is AU$498
includes taxes & fees
23 Aug - 24 Aug
Charming Cabin in the Woods with River Access

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (124)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (6)
The price is AU$308
includes taxes & fees
11 Aug - 12 Aug
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

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

9.0 out of 10, Wonderful, (8)
"We had a great time in West Virginia and the Chalet. The properry was well maintained and the host was very proactive with checking in to see if we arrived and got inside without incident, and to see if we needed anythjng. "
The price is AU$474
includes taxes & fees
17 Aug - 18 Aug
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

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

9.8 out of 10, Exceptional, (17)
"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"
The price is AU$388
includes taxes & fees
18 Aug - 19 Aug
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (137)
"Wonderful house for a great weekend away"
The price is AU$656
includes taxes & fees
10 Aug - 11 Aug
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
The price is AU$750
includes taxes & fees
10 Aug - 11 Aug
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (47)
"Very clean, well appointed home, was a great place to stay for a few days while we explored the area. Nice outdoor space to relax and the board games and arcade game were fun for the kids. "
Hollow Hideaway is perfect for your holiday stay!

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (57)
"We truly loved this location and definitely will be back!"
The price is AU$224
includes taxes & fees
1 Sept - 2 Sept
❤️ Secluded 1940s Romantic Tiny House on the River

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very nice property with convenient location! Within walking distance of down town. "
The price is AU$502
includes taxes & fees
13 Aug - 14 Aug
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (22)
"The lake house property was clean, comfortable and was an excellent location. We enjoyed the proximity to Gettysburg, Harper’s Ferry, Cacapon State Park and the C and O Towpath bike trail and museum."
Lake House w/ Pool and King Bed, Fishing - Dogs OK

Historic Boonsboro Vacation Rental w/ Grill

9.2 out of 10, Wonderful, (15)
"It was perfect. Near my son’s school at Shepherd University and close to all the historic sites of Harper’s Ferry and Antietam."
Historic Boonsboro Vacation Rental w/ Grill

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (98)
"Our stay was great and really enjoyed the house. We had so much space to have our own time and then still be able to come together for meals and hanging in the hot tub. We now want to come back in the winter and go to the sledding hill right in front of the house! "
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Modern cabin at the woods resort with 3-Bedroom, 2F-bath, Central Air/Heat

9.8 out of 10, Exceptional, (15)
"I loved the place, and it’s something I would rent again "
Modern cabin at the woods resort with 3-Bedroom, 2F-bath, Central Air/Heat

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

9.6 out of 10, Exceptional, (99)
"Our weekend cabin stay was wonderful. The safe neighborhood was quite and peaceful. Its location near nature and the city was just perfect. The cozy cabin was clean and comfy. We loved Gambrill State Park and downtown Frederick didn't disappoint as well."
The price is AU$298
includes taxes & fees
7 Aug - 8 Aug
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (108)
"Beautiful location with some of the most immaculately cared for grounds I’ve ever seen!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

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

3.5 star property
The price is AU$813
includes taxes & fees
17 Aug - 18 Aug
Mirror Villas - Modern Retreat with private hot tubs and mountain view

Wild And Wonderful Silos

9.2 out of 10, Wonderful, (5)
"Heated mattress was the best. Thank you! "
The price is AU$501
includes taxes & fees
17 Aug - 18 Aug
Wild And Wonderful Silos
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

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?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Fairplay is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind.

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.