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Compare 52 Cottages in Middletown with updated reviews, rates, and availability.

Secluded, Cozy Cottage in the Shenandoah Valley
Secluded, Cozy Cottage in the Shenandoah Valley
10.0 out of 10, Exceptional, (170)

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
9.8 out of 10, Exceptional, (26)

Cozy Retreat - Hot tub + Mountain Views + Pets
Cozy Retreat - Hot tub + Mountain Views + Pets
10.0 out of 10, Exceptional, (25)
The price is SAR 328
SAR 987 total
includes taxes & fees
30 Apr - 1 May

Historical cottage in the town of Paris
Historical cottage in the town of Paris
9.8 out of 10, Exceptional, (40)

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 SAR 1,341
SAR 1,889 total
includes taxes & fees
7 May - 8 May

Chic Front Royal Retreat Near Shenandoah River!
Chic Front Royal Retreat Near Shenandoah River!
10.0 out of 10, Exceptional, (5)

Country Elegance overlooking the Shenandoah River
Country Elegance overlooking the Shenandoah River
10.0 out of 10, Exceptional, (104)

Hunt Country cottage in Upperville!
Hunt Country cottage in Upperville!
10.0 out of 10, Exceptional, (15)
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

Star view cabin-Riverfront
Star view cabin-Riverfront
9.8 out of 10, Exceptional, (312)

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
10.0 out of 10, Exceptional, (83)

Falling Leaf Cabin With Winter River And Mountain View!
Falling Leaf Cabin With Winter River And Mountain View!
9.8 out of 10, Exceptional, (281)
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

SpringHill Suites by Marriott Winchester
5/5 Excellent
"This is a welcoming hotel. Rooms are large and well-equipped. Breakfast was complimentary and was the best we had in our 15 day road trip. I tend to stay at Springhill suites again if others are as good as this one."
A verified traveler from Belfast stayed at SpringHill Suites by Marriott Winchester
Posted 13 hours ago