Vacation rentals in Middletown
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Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown
Guest favorite
Guesthouse in Keedysville
4.98 out of 5 average rating, 190 reviewsCity Dog Farm
Jun 12 – 19
G$26,370 GYD per night
Guest favorite
Home in Blue Ridge Summit
5.0 out of 5 average rating, 448 reviewsColonial Era Spring House
Sep 6 – 13
G$28,204 GYD per night
Guest favorite
Cabin in Shepherdstown
4.95 out of 5 average rating, 422 reviewsThe Log Cabin
May 19 – 26
G$24,802 GYD per night
Guest favorite
Guesthouse in Frederick
4.97 out of 5 average rating, 316 reviewsThe Shady Bear Cabin
Oct 13 – 20
G$29,938 GYD per night
Guest favorite
Home in Middletown
4.97 out of 5 average rating, 35 reviewsMountain Church Cottage
Nov 6 – 13
G$31,336 GYD per night
Guest favorite
Home in Middletown
4.97 out of 5 average rating, 36 reviewsBeautiful historical town, 3 bedrooms, countryside
Feb 13 – 20
G$32,008 GYD per night
Superhost
Place to stay in Middletown
4.89 out of 5 average rating, 38 reviewsVintage Mobile Home and Storage Workshop
May 10 – 17
G$17,025 GYD per night
Guest favorite
Cabin in Myersville
4.98 out of 5 average rating, 60 reviewsSleepy Hollow Log Cabin
Mar 28 – Apr 4
G$29,545 GYD per night
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