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
Home in Winchester
4.97 out of 5 average rating, 213 reviewsCity Charmer minutes from Old Town
Feb 24 – Mar 3
R2,134 ZAR per night
Guest favorite
Dome in Strasburg
4.94 out of 5 average rating, 376 reviewsHalf-Moon Dome at Our Farm
May 11 – 18
R1,452 ZAR per night
Guest favorite
Home in Winchester
4.97 out of 5 average rating, 165 reviewsCameron Charmer pristine w/double master suites
Mar 19 – 26
R2,446 ZAR per night
Guest favorite
Place to stay in Bentonville
4.98 out of 5 average rating, 387 reviewsJohn Pope Cabin Browntown Va. We now have Starlink
Oct 26 – Nov 2
R3,121 ZAR per night
Guest favorite
Home in Strasburg
4.99 out of 5 average rating, 170 reviewsHistoric 250 Year Old Strasburg Home
Jul 14 – 21
R4,128 ZAR per night
Guest favorite
Home in Middletown
4.95 out of 5 average rating, 41 reviewsCozy Retreat in Reliance with beautiful views
Jun 28 – Jul 5
R3,119 ZAR per night
Guest favorite
Cottage in Winchester
4.9 out of 5 average rating, 99 reviewsLockley Cottage at Historic Perry Farm
Aug 6 – 13
R1,406 ZAR per night
Guest favorite
Guest suite in Stephens City
4.91 out of 5 average rating, 23 reviewsCozy Cabin
Aug 26 – Sep 2
R1,800 ZAR per night
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