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Search results; Over 1,000 homes in Fairplay

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Top guest favourite
Barn in Fairplay
Barn House 1 BR + BIG Loft w/ Queen Bed on 3 Acres
1 bedroom, 2 beds, 1 private bathroom
28 Sept – 3 Oct
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5.0 out of 5 average rating, 39 reviews
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Home in Sharpsburg
Charming Historic Canal House C&O Potomac Antietam
2 bedrooms, 3 beds, 1.5 bathrooms
11–16 Oct
4.97 out of 5 average rating, 159 reviews
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Home in Boonsboro
Grand 6BR Boonsboro Retreat with Game Room
6 bedrooms, 6 queen beds, 6 bathrooms
20–25 Sept
New place to stay
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Top guest favourite
Home in Boonsboro
Brand new 3BR farm house
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Jan
5.0 out of 5 average rating, 32 reviews
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Home in Washington County
Trailhead House | Cozy Hiking Retreat
5 bedrooms, 7 beds, 3 bathrooms
17–22 Dec
4.97 out of 5 average rating, 33 reviews
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Home in Boonsboro
The Belle Orchard - A weekend Getaway and More
4 bedrooms, 6 beds, 3.5 bathrooms
12–17 Oct
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Home in Martinsburg
Sunrise on the Potomac near Shepherdstown, WV
4 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.84 out of 5 average rating, 136 reviews
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Guest house in Boonsboro
The White Cottage | A Charming Farm Retreat
2 bedrooms, 2 king beds, 1 bathroom
26 Sept – 1 Oct
New place to stay
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Top guest favourite
Flat in Hagerstown
Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 181 reviews
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Home in Falling Waters
Hot Tub & Theater Room: Getaway in Falling Waters
4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Sept
4.88 out of 5 average rating, 24 reviews
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Cabin in Keedysville
Wingspan Cabin
4 bedrooms, 7 beds, 3 bathrooms
16–21 Sept
4.88 out of 5 average rating, 26 reviews
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Home in Shepherdstown
LeLe’s Landing: Come take a Scrabble Sabatical
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Nov
4.97 out of 5 average rating, 59 reviews
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Townhouse in Hagerstown
GreatRoom LARGE screen TV, ATARI Video near HWY 81
4 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 105 reviews
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Home in Hagerstown
20min toWhitetail, w/king&queen bds, near I-70-81
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
4.91 out of 5 average rating, 45 reviews
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Guest suite in Sharpsburg
The River Bend Retreat ~ C&O Canal ~ Antietam
2 bedrooms, 4 beds, 1 bathroom
1–6 Feb
5.0 out of 5 average rating, 209 reviews
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Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 36 reviews
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Cabin in Keedysville
Antietam Look Out - Incredible Sunset Views!
4 bedrooms, 4 beds, 3 bathrooms
8–13 Nov
4.95 out of 5 average rating, 88 reviews
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Guest suite in Sharpsburg
Guest Apartment by C & O Canal and Battlefield
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 306 reviews
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Home in Sharpsburg
Restored 1700s Farmhouse with Horse Pasture & Pool
7 bedrooms, 8 beds, 3.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 47 reviews