AllTheRooms.

Woodstock, VA Vacation Rentals

  1. Vacation Rental Search
  2. United States of America
  3. Virginia
  4. Woodstock

Check prices for these upcoming dates

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.

More+

Price and Availability in Woodstock

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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.
More+

The Weather in Woodstock

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

This climate histogram shows you the weather patterns in Woodstock. The hottest month in Woodstock is June, when temperatures peak at 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.

More+

What Expert Travelers Think

  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa
    Visit My Anasa

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
    LTL Mandarin School

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
    The Life of a Social Butterfly

Destinations near Woodstock

  • Williamsburg3,498 Properties
  • Virginia Beach2,776 Properties
  • Norfolk1,908 Properties
  • Richmond1,421 Properties
  • Charlottesville1,169 Properties
  • Arlington1,078 Properties
  • Luray759 Properties
  • Chincoteague724 Properties
  • Newport News724 Properties
  • Fredericksburg666 Properties
  • Blacksburg634 Properties
  • Roanoke593 Properties
  • Reston491 Properties
  • Lexington486 Properties
  • Harrisonburg473 Properties
  • Herndon468 Properties
  • McLean465 Properties
  • Alexandria449 Properties
  • Moneta447 Properties
  • Massanutten435 Properties
  • Glen Allen424 Properties
  • Vienna371 Properties
  • Winchester358 Properties
  • Staunton357 Properties
  • Portsmouth354 Properties
  • Cape Charles354 Properties
  • Huddleston353 Properties
  • Chesapeake352 Properties
  • Chantilly331 Properties
  • Abingdon326 Properties
  • Woodbridge304 Properties
  • Sterling302 Properties
  • Manassas296 Properties
  • Fairfax292 Properties
  • Springfield265 Properties
  • Hampton263 Properties
  • Stafford257 Properties
  • Petersburg254 Properties
  • Front Royal228 Properties
  • Ashburn210 Properties
  • Colonial Beach189 Properties
  • Falls Church180 Properties
  • Fancy Gap173 Properties
  • Suffolk167 Properties
  • Waynesboro150 Properties
  • Nellysford124 Properties
  • Floyd115 Properties
  • Leesburg108 Properties
  • Damascus106 Properties
  • Galax103 Properties
  • Salem98 Properties
  • Lynchburg89 Properties
  • Wytheville74 Properties
  • Chester67 Properties
  • Lovettsville65 Properties
  • Ashland60 Properties
  • McGaheysville53 Properties
  • Reedville52 Properties
  • Deltaville33 Properties
  • Hillsville30 Properties
  • Barboursville29 Properties