Fairplay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Fairplay

Spacious 6-bedroom Historic Estate in Tranquil but Convenient Location
Outdoor banquet area

Spacious 6-bedroom Historic Estate in Tranquil but Convenient Location

10.0 out of 10, Exceptional, (2)
"Our stay was great. Awesome location and beautiful home. "
Spacious 6-bedroom Historic Estate in Tranquil but Convenient Location
Mirror Villas - Modern Retreat with private hot tubs and mountain view
Terrace/patio

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

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great "
The price is ￥50,677
￥78,675 total
includes taxes & fees
Sep 28 - Sep 29
Mirror Villas - Modern Retreat with private hot tubs and mountain view
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Microwave

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (14)
"Small basement apartment had all we needed and wanted. Wonderful location. "
The price is ￥14,800
￥25,635 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (61)
"We truly loved this location and definitely will be back!"
The price is ￥6,065
￥15,838 total
includes taxes & fees
Oct 5 - Oct 6
❤️ Secluded 1940s Romantic Tiny House on the River
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Property grounds

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (120)
"We LOVED our stay at Surrey Cabin! Quaint, clean, quiet, and the property is breathtaking! The bed was super comfortable and we had everything we needed. We will definitely be coming back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion
2 bedrooms, desk, free WiFi

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

9.8 out of 10, Exceptional, (70)
"Brandi is a great host and the property is rural on a beautiful river. They have high speed wi-fi and smart tvs on both floors. What a beautifull and wonderfull place to relax."
The price is ￥20,854
￥41,505 total
includes taxes & fees
Sep 30 - Oct 1
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion
Visiting the area on a work assignment. Check out our multi day discounts.
Interior

Visiting the area on a work assignment. Check out our multi day discounts.

10.0 out of 10, Exceptional, (39)
"So nice, I stayed twice! Great little hideaway"
The price is ￥14,800
￥19,597 total
includes taxes & fees
Sep 29 - Sep 30
Visiting the area on a work assignment. Check out our multi day discounts.
RIVERKEEPER INN, Waterfront Property on the Potomac River
Terrace/patio

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (128)
"Beautiful location right on the Potomac River."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

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

10.0 out of 10, Exceptional, (132)
"Wonderful stay in a historic home within walking distance of so much American history and so many trails. Would definitely stay here again."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities
Exterior detail

Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

10.0 out of 10, Exceptional, (65)
"We loved our short stay in June! The house was well equipped and had everything we needed. The beds were SO comfy! It is about 25 min. to the closest grocery store and restaurants (other than the restaurant on site which was perfect!) We would definitely stay here again!"
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities
Antietam Creek - Quiet 2 Bedroom Cabin
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (85)
"Cool even with no AC. Key is to open windows at night let the coolness in, Close windows and coverings during daytime. Fans on continuously to circulate the air… Chefs kiss!!"
The price is ￥29,898
￥49,122 total
includes taxes & fees
Sep 28 - Sep 29
Antietam Creek - Quiet 2 Bedroom Cabin
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (21)
"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"
The price is ￥22,020
￥39,298 total
includes taxes & fees
Sep 29 - Sep 30
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Fridge, microwave, oven, stovetop

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (105)
"Great little farm house in a quaint little town "
The price is ￥23,769
￥43,418 total
includes taxes & fees
Oct 9 - Oct 10
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Enchanting Cottage, walk to Downtown Harpers Ferry
Terrace/patio

Enchanting Cottage, walk to Downtown Harpers Ferry

9.6 out of 10, Exceptional, (41)
"This place was perfect for our one-night stay in Harpers Ferry. Its location is in easy walking distance of the main sites. The house is old but charming. "
The price is ￥30,242
￥49,019 total
includes taxes & fees
Oct 6 - Oct 7
Enchanting Cottage, walk to Downtown Harpers Ferry
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior

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

10.0 out of 10, Exceptional, (146)
"Wonderful house for a great weekend away"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (33)
"Very quiet and cozy property. Well maintained and nice location."
The price is ￥24,367
￥44,760 total
includes taxes & fees
Sep 28 - Sep 29
Charming Cabin in the Woods with River Access
Silo Tiny House Cabin
1 bedroom, iron/ironing board, free WiFi, bed sheets

Silo Tiny House Cabin

9.6 out of 10, Exceptional, (7)
"Heated mattress was the best. Thank you! "
The price is ￥26,235
￥44,341 total
includes taxes & fees
Sep 29 - Sep 30
Silo Tiny House Cabin
Luxury Getaway on The Potomac
8 bedrooms, desk, travel crib, free WiFi

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (17)
"We had 15 family members and friends staying there for 4 days. It was very comfortable and the kitchen is quite luxurious! Be aware that it's way out in the country, which was exactly what I wanted!Melissa was very responsive to our questions.Only issue we had was that the kitchen wasn't super clean (empty drawers had crumbs, microwave wasn't clean), but not bad enough to complain."
Luxury Getaway on The Potomac
Historic Queen Anne Home w/ Modern Comforts
Interior

Historic Queen Anne Home w/ Modern Comforts

The price is ￥26,506
￥60,324 total
includes taxes & fees
Oct 7 - Oct 8
Historic Queen Anne Home w/ Modern Comforts
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Property grounds

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.8 out of 10, Exceptional, (187)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
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

Quality Inn

Quality Inn

10/10 Excellent
"Staff was friendly and helpful. Room was clean and it was very close to all the things we wanted to visit. "
Beth 3-night trip
Posted 2 days ago
Quality Inn

Find out more about Fairplay

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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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?

Spacious 6-bedroom Historic Estate in Tranquil but Convenient Location: This highly rated vacation home rental in Fairplay has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Hagerstown Premium Outlets.

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.