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Vacation rentals in Middleway

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Top-rated vacation rentals in Middleway

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest suite in Summit Point
The Big Room - Historic Schoolhouse Experience
Located one mile from the racetrack in the little village of Summit Point. This is a large renovated former classroom with 13' ceilings in the old Elementary School. Summit Point is a quiet place where you can take a leisurely stroll. There are even a couple sidewalks ;) We have 3 churches and a post office. The "Railside Market" serves food and sundries one block away. (currently has limited hours) Multiple food options are available in nearby Charles Town and lots more in Winchester Virginia!
$110 per night
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Cabin in Gerrardstown
Hot Tub, Wraparound Deck, & WiFi at Chalet Cabin
Oakview Point is a chalet cabin tucked away in the forests of WV, with everything you need for a relaxing getaway! The highlights: - Relax in the outdoor hot tub! - Grill up a storm on the large wraparound deck - Roast s’mores around the fire pit - Cook in the up-to-date kitchen with island - Curl up in front of the magnificent stone fireplace - Stream movies or hold video calls on super-fast WiFi (100+ Mbps) - Drive less than an hour to Shenandoah NP for hiking and adventuring Enjoy!
$110 per night
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Private room in Kearneysville
Circa 1816 Summer Kitchen
Enjoy a unique stay in a 200 year old smoke house. Amenities are only a few steps outside the smokehouse. As you walk into the main house you can make use of the exquisite kitchen, relaxing living room or enjoy a meal at dining room added on 1836. The bathroom in directly to the right when you come into the main house. Fresh eggs are usually available for you to enjoy! 20 min from Harper's Ferry and Appalachian trail. 1.5 hours from DC.
$65 per night
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Other great vacation rentals in Middleway

Chalet in Gerrardstown
Stone Chalet - Amazing Views, Hot Tub, & Huge Deck
$140 per night
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Chalet in Gerrardstown
Modern Chalet Cabin w Hot Tub, Fire Pit, Huge Deck
$145 per night
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Vacation home in Front Royal
Mountaintop Retreat with Wood Fired Hot Tub
$345 per night
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Cabin in Berkeley Springs
+ The Cabin + @ Camp Potomac Peak
$228 per night
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Home in Winchester
Newly Renovated Cozy Cottage
$79 per night
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Cottage in Winchester
Springtime Cottage Escape! Hot Tub*Privacy*Views!
$191 per night
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Cabin in Gerrardstown
The Nest Chalet - Deck, Wi-Fi, Grill & Fire Pit
$120 per night
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Rental unit in Charles Town
Private efficiency apartment
$80 per night
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Home in Inwood
Lindas Country Cottage
$111 per night
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Home in Inwood
Arden House, Inwood WV
$65 per night
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Treehouse in White Post
Blue Ridge Mountain View Treehouse
$214 per night
Cottage in Harpers Ferry
The Carriage House at Carrot Top Cottage
$108 per night
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