Woodstock, VA Vacation Rentals

Our Favorite Vacation Rentals in Woodstock

  • Bear Valley
     Country House
    Booking.com
    From
    $234
  • Riverside House
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $349
  • A_Mountain_Mist
     Country House
    Booking.com
    From
    $183
  • Light of the Valley River House- Great River House
     4br Home/Apartment
    HolidayLettings
    From
    $270
  • Bear Meadows
     Country House
    Booking.com
    From
    $234
  • Shenandoah Valley Home w/ 270° Deck & Porch!
     3br Home/Apartment
    HolidayLettings
    From
    $562
  • It`s_Owl_Good
     Country House
    Booking.com
    From
    $185
  • Shenandoah Stars riverfront cottage cabin on the Shenandoah River
    Excellent3br Cabin
    HolidayLettings
    From
    $280

Check prices for these upcoming dates

Woodstock Vacation Rentals with a Pool

  • Muse Vineyards Farmhouse
    Excellent3br Home/Apartment
    Airbnb
    From
    $268
  • Retreat at Shenandoah Meadows
    Good3br Home/Apartment
    Airbnb
    From
    $184

Woodstock Vacation Rentals with Wi-Fi

  • Shenandoah- Stickley Hall
     3br Home/Apartment
    Airbnb
    From
    $254
  • The Crooked Little House
    ExcellentHome/Apartment
    Airbnb
    From
    $126
  • YOUR HOME AWAY
    ExcellentHome/Apartment
    Airbnb
    From
    $62
  • Rick's quiet country home.
     3br Home/Apartment
    Airbnb
    From
    $240

Woodstock Pet-Friendly Vacation Rentals

  • River Front Cabin Large Private Lot Hottub
    Nice4br Home/Apartment
    HolidayLettings
    From
    $227
  • Sundance- Gorgeous Riverfront Cabin w/ Hot Tub & Spectacular Mountain View
    ExcellentCabin
    Flipkey
    From
    $281
  • Amazing river access. Book now for Spring and Summer. Cozy Chalet
     3br Home/Apartment
    HolidayLettings
    From
    $333
  • Updated Luray Cabin Near Dwtn & Shenandoah River!
     2br Cabin
    HolidayLettings
    From
    $284

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

Most expensive
Most availability
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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 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 Weather in Woodstock

Rainy days
64°
3
72° 12°
3
75° 18°
3
82° 28°
3
91° 39°
4
91° 43°
4
97° 55°
4
95° 52°
2
95° 43°
1
95° 32°
4
70° 19°
1
68° 18°
2
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Woodstock. The warmest months in Woodstock are June and March, when temperatures reach 97 ˚F. The coolest month is December, when temperatures drop to 3 ˚F. The wettest month in Woodstock is July with 4.03 inches of rain, while the driest month is February with 0.9 inches of rain.

What Expert Travelers Think

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy

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