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Check prices for these dates

Next weekend
8 Aug - 10 Aug
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15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Cottages in Middletown

Secluded, Cozy Cottage in the Shenandoah Valley
Exterior

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (179)
"A real cute place with a cozy layout and amazing bathroom and shower. It was just secluded enough but not overly challenging to get to. The upper porch was great for hanging out and watching the pair of hummingbirds that seem to have made the area home. The bed was comfortable but also a little squeaky and noisy. We really enjoyed our stay and it was just the relaxing getaway we needed. "
Secluded, Cozy Cottage in the Shenandoah Valley
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Outdoor spa tub

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

9.8 out of 10, Exceptional, (28)
"So much to do in the area, cute little cottage, very clean and comfortable "
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Hunt Country cottage in Upperville!
Exterior

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay and look forward to booking again next year!"
Hunt Country cottage in Upperville!
Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (45)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris
Cozy Retreat - Hot tub + Mountain Views + Pets
Outdoor spa tub

Cozy Retreat - Hot tub + Mountain Views + Pets

9.8 out of 10, Exceptional, (46)
"It’s was a beautiful stay for me and my partner we got to spend quality time together "
The price is AED 340
AED 1,004 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Retreat - Hot tub + Mountain Views + Pets
Weekend getaway short distance from DC/Northern Virginia
Property grounds

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (86)
"This place was cozy and welcoming, exactly what we were looking for on a weekend away."
Weekend getaway short distance from DC/Northern Virginia
Front Royal Retreat ~ 1 Mi to National Park!
Exterior

Front Royal Retreat ~ 1 Mi to National Park!

3.0 star property
Front Royal Retreat ~ 1 Mi to National Park!
Mountain Town Adventures Home w/ Fire Pit!
Exterior

Mountain Town Adventures Home w/ Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was fantastic"
Mountain Town Adventures Home w/ Fire Pit!
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Outdoor spa tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.8 out of 10, Exceptional, (12)
"We loved the property and the access to the river."
The price is AED 913
AED 1,380 total
includes taxes & fees
5 Aug - 6 Aug
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Sunny Front Royal Vacation Rental w/ Hot Tub!
Interior

Sunny Front Royal Vacation Rental w/ Hot Tub!

3.0 star property
Sunny Front Royal Vacation Rental w/ Hot Tub!
Country Elegance overlooking the Shenandoah River
Outdoor spa tub

Country Elegance overlooking the Shenandoah River

10.0 out of 10, Exceptional, (104)
"It was so relaxing & beautiful! We loved the views from every room , even the bathroom upstairs! "
Country Elegance overlooking the Shenandoah River
Chic Front Royal Retreat Near Shenandoah River!
House (2 Bedrooms) | Interior

Chic Front Royal Retreat Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (5)
"Nice place near skyline drive"
Chic Front Royal Retreat Near Shenandoah River!
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Interior

Home w/ Hot Tub Near Shenandoah Nat'l Park!

3.0 star property
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Modern Mountain Retreat w/ Deck + Hot Tub!
Terrace/patio

Modern Mountain Retreat w/ Deck + Hot Tub!

3.0 star property
Modern Mountain Retreat w/ Deck + Hot Tub!
Cozy Cabin With Sunroom & Cacapon River Access!
Exterior

Cozy Cabin With Sunroom & Cacapon River Access!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic family trip. This was a great landing point to amazing outdoor adventures in the area. "
Cozy Cabin With Sunroom & Cacapon River Access!
Spectacular Cottage with Shenandoah River Views
Terrace/patio

Spectacular Cottage with Shenandoah River Views

10.0 out of 10, Exceptional, (207)
"We loved our stay here. Came here to escape DC. Very easy to get to. Still close to civilization but still feels remote on the property. 20 minutes from Skyline Drive."
Spectacular Cottage with Shenandoah River Views
Front Royal Hilltop Cabin w/ Panoramic Views!
Outdoor spa tub

Front Royal Hilltop Cabin w/ Panoramic Views!

3.0 star property
Front Royal Hilltop Cabin w/ Panoramic Views!
Cozy Home in Star Tannery w/ Private Backyard!
House (2 Bedrooms) | Interior

Cozy Home in Star Tannery w/ Private Backyard!

3.0 star property
Cozy Home in Star Tannery w/ Private Backyard!
Cozy Virginia Escape w/ Deck, Grill & Fire Pit!
House (2 Bedrooms) | Interior

Cozy Virginia Escape w/ Deck, Grill & Fire Pit!

2.0 star property
Cozy Virginia Escape w/ Deck, Grill & Fire Pit!
4 season fun & spectacular views, right out the front door.
Property grounds

4 season fun & spectacular views, right out the front door.

9.0 out of 10, Wonderful, (2)
"Great communication with the owner. House was comfortable and had everything needed for a relaxing stay. "
4 season fun & spectacular views, right out the front door.
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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Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Great place! We will be back!"
DEBORAH 1-night trip
Posted 15 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

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