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

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

Rileyville
With a stay at this vacation home in Rileyville, you'll be on the waterfront, within a 15-minute drive of Luray Caverns and Warehouse Art Gallery.
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Lovely home, wonderful location.

Lovely home, wonderful location.

Luray
The price is AU$401 per night from 6 Apr to 7 Apr
AU$401
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home, you'll be centrally located in Luray, a 3-minute drive from Luray Caverns and 8 minutes from Shenandoah National Park.
Lovely home, wonderful location.
Secluded River Cabin Getaway (Masten Cabin)

Secluded River Cabin Getaway (Masten Cabin)

Strasburg
With a stay at this vacation home in Strasburg, you'll be in the mountains, just a 1-minute walk from George Washington National Forest and 10 minutes by foot ...
Secluded River Cabin Getaway (Masten Cabin)
Save an average of 15% on thousands of hotels when you're signed in
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
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

Luray
When you a stay at this vacation home in Luray, you'll be on the waterfront, just steps from George Washington National Forest and Shenandoah River.
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
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 in the mountains and steps from George Washington National Forest.
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Fall Getaway on the Shenandoah River near Luray, VA highspeed WiFi

Fall Getaway on the Shenandoah River near Luray, VA highspeed WiFi

Rileyville
When you a stay at this vacation home in Rileyville, you'll be on the waterfront, just steps from Shenandoah River and George Washington National Forest.
Fall Getaway on the Shenandoah River near Luray, VA highspeed WiFi
Cozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!

Cozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!

Luray
The price is AU$637 per night from 5 May to 6 May
AU$637
includes taxes & fees
5 May - 6 May
When you stay at this vacation home in Luray, you'll be in the mountains, a 2-minute drive from Luray Caverns and 9 minutes from Shenandoah National Park.
Cozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

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

Maurertown
The price is AU$1,058 per night from 6 Apr to 7 Apr
AU$1,058
includes taxes & fees
6 Apr - 7 Apr
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 & Tubes for Floating
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
326 Holiday Homes
Lowest Price
AU$168
Highest Price
AU$1,058
Popular accommodation
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly, Lovely home, wonderful location., Secluded River Cabin Getaway (Masten Cabin), Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Fall Getaway on the Shenandoah River near Luray, VA highspeed WiFi, Cozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!, Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

Top trending hotels in Woodstock

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$168 per night from 20 Apr to 21 Apr
AU$168
includes taxes & fees
20 Apr - 21 Apr
Comfort Inn Woodstock Shenandoah is centrally located in Woodstock, a 3-minute walk from Shenandoah County Fairgrounds and a 3-minute drive from Shenandoah ...
Comfort Inn Woodstock Shenandoah
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$189 per night from 20 Apr to 21 Apr
AU$189
includes taxes & fees
20 Apr - 21 Apr
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 by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr, Woodstock, VA
Fully refundable
The price is AU$192 per night from 10 Apr to 11 Apr
AU$192
includes taxes & fees
10 Apr - 11 Apr
Located in Woodstock, Holiday Inn Express Woodstock-Shenandoah Valley by IHG is within a 5-minute drive of Shenandoah County Fairgrounds and W.O. Riley ...
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Save an average of 15% on thousands of hotels when you're signed in
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
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.