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Woodstock, VA Vacation Rentals

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Our Favorite Vacation Rentals in Woodstock

  • Bear Bluff
    Bear Bluff
     Country House
    Booking.comFrom $306
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  • Riverside House
    Riverside House
    Excellent3br Home/Apartment
    HolidayLettingsFrom $349
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  • Bear Timbers
    Bear Timbers
     Country House
    Booking.comFrom $306
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  • A Bittersweet Retreat Rileyville, VA 2 Bedrooms
    A Bittersweet Retreat Rileyville, VA 2 Bedrooms
    Excellent2br Cottage
    HolidayLettingsFrom $237
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  • River Escape-Nestled in the Woods
    River Escape-Nestled in the Woods
    Excellent3br Home/Apartment
    HolidayLettingsFrom $276
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  • Beautiful Romantic Wood Burning Fireplace, Hot Tub, 2 Queen, Sun Room Luray , VA
    Beautiful Romantic Wood Burning Fireplace, Hot Tub, 2 Queen, Sun Room Luray , VA
    Good2br Cottage
    HolidayLettingsFrom $264
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  • Imagine Secluded Starry Nights, NEAR LURAY, Hot tub, Fireplace, Wifi,Handicap
    Imagine Secluded Starry Nights, NEAR LURAY, Hot tub, Fireplace, Wifi,Handicap
    Excellent3br Cabin
    FlipkeyFrom $309
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  • Turtledove Mountain Cabin; Near Shenandoah River, Fishing, and Hiking Trails
    Turtledove Mountain Cabin; Near Shenandoah River, Fishing, and Hiking Trails
    Nice2br Cabin
    FlipkeyFrom $233
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See all 83 deals in Woodstock

Woodstock Vacation Rentals with Wi-Fi

  • The Crooked Little House
    The Crooked Little House
    Excellent1br Home/Apartment
    AirbnbFrom $125
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  • Heart of Town
    Heart of Town
    Excellent1br Home/Apartment
    AirbnbFrom $99
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  • Shenandoah Valley River & Mountain Haven
    Shenandoah Valley River & Mountain Haven
    Excellent1br Home/Apartment
    AirbnbFrom $85
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  • Stoney Acres Retreat 2 miles from 81
    Stoney Acres Retreat 2 miles from 81
    Good3br Home/Apartment
    AirbnbFrom $207
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See all deals in Woodstock with WiFis

Woodstock Pet-Friendly Vacation Rentals

  • Updated Luray Cabin Near Dwtn & Shenandoah River!
    Updated Luray Cabin Near Dwtn & Shenandoah River!
     2br Cabin
    HolidayLettingsFrom $350
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  • A Southern River Retreat-Enjoy the river from the front porch!
    A Southern River Retreat-Enjoy the river from the front porch!
    Nice2br Home/Apartment
    HolidayLettingsFrom $257
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  • Mountain Top Chalet -Incredible Views of the Shenandoah Valley
    Mountain Top Chalet -Incredible Views of the Shenandoah Valley
    Nice3br Chalet
    HolidayLettingsFrom $276
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  • Southern comfort
    Southern comfort
     2br Home/Apartment
    HolidayLettingsFrom $249
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See all deals in Woodstock that allow pets

Woodstock Travel Guide

The town of Woodstock in the Shenandoah Valley of Virginia is home to a limestone courthouse that's been in use since 1795, making it the oldest working courthouse west of the Blue Ridge Mountains.

Things to Do in Woodstock

Woodstock has a cute array of shops and places to eat, an art and pottery studio, and a brewhouse and vineyard. Head up to the Woodstock Tower Observation Site, built in 1935, it has a stunning 360-degree view of the town and surrounding countryside. Nearby George Washington National Forest has a great selection of trails and hikes.

Best Time to Visit Woodstock

Summertime is peak tourist season in Woodstock, so consider coming in late Spring to get the great weather without the crowds.

Price and Availability in Woodstock

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The most expensive month to stay in a vacation rental in Woodstock is in August, while the cheapest month is in January. The most popular time to book a vacation rental in Woodstock is in the high season in July. Woodstock has its low season in January, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Woodstock tends to be Monday, while the most expensive day tends to be Friday. Vacation homes in Woodstock tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Woodstock

95º 52º
4.88
93º 52º
4.02
91º 54º
6.55
90º 30º
2.41
73º 23º
4.53
66º 16º
3.51
72º 0º
1.82
81º 10º
3.72
79º 21º
1.89
86º 25º
2.25
90º 36º
7.7
93º 52º
6.2
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Rainy days
This climate histogram shows you the weather patterns in Woodstock. The hottest month in Woodstock is June, when temperatures peak at 95 ˚F. The coolest month is February, when temperatures drop to 10 ˚F. The wettest month in Woodstock is May with 7.7 inches of rain, while the driest month is January with 1.82 inches of rain.

What Expert Travelers Think

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