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Woodstock, VA Vacation Rentals

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Our Favorite Vacation Rentals in Woodstock

  • Deer Forest Lodge
    Deer Forest Lodge
     
    Booking.comFrom $2849
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  • Riverside House
    Riverside House
    Excellent
    HolidayLettingsFrom $349
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  • Bear Meadows
    Bear Meadows
     
    Booking.comFrom $2805
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  • Light of the Valley River House- Great River House
    Light of the Valley River House- Great River House
     
    HolidayLettingsFrom $331
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  • Westcott House
    Westcott House
     
    Booking.comFrom $10989
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  • Frenchman`s Pond-Enjoy fishing in 1 of 2 private ponds!
    Frenchman`s Pond-Enjoy fishing in 1 of 2 private ponds!
     
    HolidayLettingsFrom $361
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  • Bear Bluff
    Bear Bluff
     
    Booking.comFrom $2805
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  • Fun Times at Forest Glen - great family getaway and pet friendly (no pet fees)
    Fun Times at Forest Glen - great family getaway and pet friendly (no pet fees)
    Excellent
    HolidayLettingsFrom $198
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See all 91 vacation rentals in Woodstock

Woodstock Vacation Rentals with a Pool

  • Ashleyrose_on_the_River
    Ashleyrose_on_the_River
     
    AirbnbFrom $629
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  • The Red Rooster: Mountain Cabin
    The Red Rooster: Mountain Cabin
     
    AirbnbFrom $454
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See all vacation rentals in Woodstock with a pool

Woodstock Vacation Rentals with Wi-Fi

  • "The Chalet" Shenandoah Valley Getaway w/ Hot Tub
    "The Chalet" Shenandoah Valley Getaway w/ Hot Tub
    Excellent
    FlipkeyFrom $262
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  • The Crooked Little House
    The Crooked Little House
    Excellent
    AirbnbFrom $125
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  • Heart of Town
    Heart of Town
    Excellent
    AirbnbFrom $95
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  • Shenandoah Valley River & Mountain Haven
    Shenandoah Valley River & Mountain Haven
    Excellent
    AirbnbFrom $84
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See all vacation rentals in Woodstock with WiFis

Woodstock Pet-Friendly Vacation Rentals

  • Bear Timbers log cabin on the Shenandoah River
    Bear Timbers log cabin on the Shenandoah River
    Good
    HolidayLettingsFrom $328
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  • A Bittersweet Retreat Rileyville, VA 2 Bedrooms
    A Bittersweet Retreat Rileyville, VA 2 Bedrooms
    Excellent
    HolidayLettingsFrom $237
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  • Cozy River Cabin Luray, VA
    Cozy River Cabin Luray, VA
    Nice
    HolidayLettingsFrom $303
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  • Amazing river access. Book now for Spring and Summer. Cozy Chalet
    Amazing river access. Book now for Spring and Summer. Cozy Chalet
     
    HolidayLettingsFrom $333
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See all vacation rentals 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

90º 36º
7.7
93º 52º
6.2
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
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Jun
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Aug
Sep
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Dec
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Apr
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

Destinations near Woodstock

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