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 favourite
Guesthouse in Star Tannery
4.95 out of 5 average rating, 103 reviewsMountain Home with a View
Jun. 14 – 21
$230 CAD per night
Guest favourite
Home in Middletown
4.86 out of 5 average rating, 29 reviewsMountain View Moto Retreat
May 24 – 31
$150 CAD per night
Guest favourite
Home in Middletown
4.95 out of 5 average rating, 41 reviewsCozy Retreat in Reliance with beautiful views
Aug. 9 – 16
$254 CAD per night
Superhost
Guest suite in Stephens City
4.9 out of 5 average rating, 21 reviewsCozy Cabin
Jul. 31 – Aug. 7
$147 CAD per night
Superhost
Home in Middletown
4.79 out of 5 average rating, 91 reviewsThe Blue House
Jan. 7 – 14
$229 CAD per night
Guest favourite
Cottage in Winchester
4.9 out of 5 average rating, 98 reviewsLockley Cottage at Historic Perry Farm
Sep. 19 – 26
$137 CAD per night
Guest favourite
Apartment in Winchester
4.96 out of 5 average rating, 48 reviewsNewly repurposed Historic Home in Winchester VA!
Jan. 10 – 17
$182 CAD per night
Superhost
Guesthouse in Stephens City
5.0 out of 5 average rating, 6 reviewsVentura Cottage: 360-views/HotTub/4 acres/Gym
Dec. 18 – 25
$331 CAD per night
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