Middletown Vacation Rentals
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Vacation Rentals in Middletown
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
Luray VA
When you a stay at this vacation home in Luray, you'll be on the waterfront, just steps from George Washington National Forest and Shenandoah River.
Kitchen
Washer
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Star Tannery VA
When you stay at this vacation home in Star Tannery, you'll be in the mountains and steps from George Washington National Forest.
Kitchen
Pet friendly
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden VA
$310 nightly
The price is $342 total per night
$342 total
Dec 8 - Dec 9
Total with taxes and fees
Located in Linden, this vacation home is in the mountains, within a 10-minute drive of Fox Meadow Winery and Tuckers Lane Trailhead.
Hot Tub
Kitchen
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
Delaplane VA
Located in Delaplane, this vacation home is in a rural location, within a 15-minute walk of Barrel Oak Winery and Blue Valley Vineyard And Winery.
Hot Tub
Kitchen
Cozy Lakeside Homestead
Wardensville WV
$241 nightly
The price is $268 total per night
$268 total
Dec 9 - Dec 10
Total with taxes and fees
When you stay at this vacation home in Wardensville, you'll be on a lake and steps from Warden Lake.
Hot Tub
Kitchen
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Star Tannery VA
When you stay at this vacation home in Star Tannery, you'll be 6 minutes by foot from George Washington National Forest.
Kitchen
Pet friendly
Pure Luxury, Grill and Fireplace
Winchester VA
With a stay at this vacation home in Winchester, you'll be within a 10-minute drive of Jim Barnett Park and Eastgate Plaza Shopping Center.
Kitchen
Washer
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Edinburg VA
When you a stay at this vacation home in Woodstock, you'll be on a river, just steps from George Washington National Forest and Shenandoah River.
Hot Tub
Kitchen
Secluded River Cabin Getaway (Masten Cabin)
Strasburg VA
With a stay at this vacation home in Strasburg, you'll be in the mountains, just a 1-minute walk from George Washington National Forest and 10 minutes by foot from Shenandoah River.
Kitchen
Washer
Mountain View Bungalow in Front Royal
Front Royal VA
$215 nightly
The price is $239 total per night
$239 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
With a stay at this vacation home in Front Royal, you'll be within a 10-minute drive of Shenandoah National Park and Shenandoah River.
Kitchen
Washer
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.
Middletown Vacation Rentals essential information
Accommodation | 167 Vacation Rentals |
|---|---|
Lowest Price | $239 |
Highest Price | $379 |
Popular accommodation | Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, 🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries, Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery, Cozy Lakeside Homestead, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Pure Luxury, Grill and Fireplace, Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub, Secluded River Cabin Getaway (Masten Cabin), Mountain View Bungalow in Front Royal, Sunset Mountain Cabin, On the river ~ hot tub ~ serene river views ~ fire pit |