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Compare 50 Cottages in Middletown with updated reviews, rates, and availability.
Hunt Country cottage in Upperville!
Hunt Country cottage in Upperville!
10.0 out of 10, Exceptional, (11)
Historical cottage in the town of Paris
Historical cottage in the town of Paris
9.8 out of 10, Exceptional, (36)
The price is AED 621
AED 1,119 total
includes taxes & fees
12 Dec - 13 Dec
Cozy Retreat - Hot tub + Mountain Views + Pets
Cozy Retreat - Hot tub + Mountain Views + Pets
10.0 out of 10, Exceptional, (22)
The price is AED 322
AED 983 total
includes taxes & fees
8 Dec - 9 Dec
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
9.6 out of 10, Exceptional, (10)
The price is AED 1,192
AED 1,752 total
includes taxes & fees
25 Nov - 26 Nov
Secluded, Cozy Cottage in the Shenandoah Valley
Secluded, Cozy Cottage in the Shenandoah Valley
10.0 out of 10, Exceptional, (160)
Weekend getaway short distance from DC/Northern Virginia
Weekend getaway short distance from DC/Northern Virginia
10.0 out of 10, Exceptional, (82)
Country Elegance overlooking the Shenandoah River
Country Elegance overlooking the Shenandoah River
10.0 out of 10, Exceptional, (102)
Charming 3-bedroom cottage in farm & wine country
Charming 3-bedroom cottage in farm & wine country
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Middletown
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.6 out of 10, Exceptional, (289)
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
9.8 out of 10, Exceptional, (169)
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
10.0 out of 10, Exceptional, (299)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Middletown hotels
Recent reviews of Middletown hotels
5/5 Excellent
Great hotel for stopovers
"We’ve stayed here multiple times as it is a half way point on our bi-annual roadtrip to visit family. Easy access to highway, restaurants (dining and takeout), and the staff is great."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
Posted 1 day ago