Book Holiday Homes in Woodstock

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Woodstock

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Edinburg
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.
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Star Tannery
When you stay at this vacation home in Star Tannery, you'll be 6 minutes by foot from George Washington National Forest.
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

Star Tannery
With a stay at this vacation home in Star Tannery, you'll be in the mountains, and 8.5 mi (13.6 km) from George Washington National Forest and 19.5 mi (31.4 ...
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream
Save an average of 15% on thousands of hotels when you're signed in
Overlook Mountain Cabin

Overlook Mountain Cabin

Rileyville
The price is AU$530 per night from 19 Nov to 20 Nov
AU$530
includes taxes & fees
19 Nov - 20 Nov
With a stay at this vacation home in Rileyville, you'll be within a 15-minute drive of George Washington National Forest and Shenandoah River.
Overlook Mountain Cabin
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit Kayaks & Tubes for Floating

Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit Kayaks & Tubes for Floating

Maurertown
The price is AU$983 per night from 19 Nov to 20 Nov
AU$983
includes taxes & fees
19 Nov - 20 Nov
With a stay at this vacation home in Maurertown, you'll be on the waterfront, just steps from Shenandoah River and a 3-minute drive from George Washington National ...
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit Kayaks & Tubes for Floating
‘Mountain Town Adventures’ Home w/ Fire Pit!

‘Mountain Town Adventures’ Home w/ Fire Pit!

Fort Valley
With a stay at this vacation home in Fort Valley, you'll be steps from George Washington National Forest and a 4-minute drive from Woodstock Recreational ...
‘Mountain Town Adventures’ Home w/ Fire Pit!
Luxury secluded house by forest and river; hot tub; fast internet; kayak; tubes

Luxury secluded house by forest and river; hot tub; fast internet; kayak; tubes

Luray
When you a stay at this vacation home in Luray, you'll be on a river, within a 5-minute walk of George Washington National Forest and Shenandoah River.
Luxury secluded house by forest and river; hot tub; fast internet; kayak; tubes
Big Sunny Family House

Big Sunny Family House

Front Royal
With a stay at this vacation home, you'll be centrally located in Front Royal, within a 5-minute drive of Shenandoah National Park and Belle Boyd Cottage.
Big Sunny Family House
Shenandoah Haven - Near Luray's Tourist Gems

Shenandoah Haven - Near Luray's Tourist Gems

Luray
With a stay at this vacation home in Luray, you'll be a 2-minute drive from Luray Caverns and 9 minutes from Shenandoah National Park.
Shenandoah Haven - Near Luray's Tourist Gems
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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.

Woodstock Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Woodstock vacation homes are the perfect way for you to wing it.

Holiday houses in Woodstock let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Woodstock in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Woodstock adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Woodstock with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Woodstock vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Woodstock Holiday Homes essential information

Accommodation
253 Holiday Homes
Lowest Price
AU$102
Highest Price
AU$983
Popular accommodation
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Secluded Mountain Cabin with Spectacular Views- Hiker's Dream, Overlook Mountain Cabin, Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit Kayaks & Tubes for Floating, ‘Mountain Town Adventures’ Home w/ Fire Pit!, Luxury secluded house by forest and river; hot tub; fast internet; kayak; tubes, Big Sunny Family House, Shenandoah Haven - Near Luray's Tourist Gems

Top trending hotels in Woodstock

Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA

2.5 out of 5
1150 Motel Dr, Woodstock, VA
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 27 Nov to 28 Nov
AU$191
includes taxes & fees
27 Nov - 28 Nov
Located in Woodstock, Hampton Inn & Suites Woodstock, VA is within a 5-minute drive of Shenandoah County Fairgrounds and W.O. Riley Park.
Hampton Inn & Suites Woodstock, VA
Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel

Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel

2.5 out of 5
1130 Motel Dr, Woodstock, VA
Fully refundable
The price is AU$190 per night from 24 Nov to 25 Nov
AU$190
includes taxes & fees
24 Nov - 25 Nov
Located in Woodstock, Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel is within a 5-minute drive of Shenandoah County Fairgrounds and W.O. Riley ...
Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr, Woodstock, VA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 24 Nov to 25 Nov
AU$160
includes taxes & fees
24 Nov - 25 Nov
With a stay at Comfort Inn Woodstock Shenandoah, you'll be centrally located in Woodstock, just a 3-minute walk from Shenandoah County Fairgrounds and 12 minutes ...
Comfort Inn Woodstock Shenandoah
Save an average of 15% on thousands of hotels when you're signed in
Econo Lodge Woodstock - Shenandoah Valley I-81

Econo Lodge Woodstock - Shenandoah Valley I-81

2 out of 5
1290 S Main St, Woodstock, VA
Fully refundableReserve now, pay when you stay
The price is AU$102 per night from 24 Nov to 25 Nov
AU$102
includes taxes & fees
24 Nov - 25 Nov
When you stay at Econo Lodge Woodstock - Shenandoah Valley I-81 in Woodstock, you'll be in the mountains, within a 5-minute drive of Shenandoah County Fairgrounds ...
Econo Lodge Woodstock - Shenandoah Valley I-81
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.