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 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)
Charming Farmhouse w King Bed Hot Tub & EV Charger

Charming Farmhouse w King Bed Hot Tub & EV Charger

Timberville
The price is AU$413 per night from 13 Aug to 14 Aug
AU$413
13 Aug - 14 Aug
includes taxes & fees
When you stay at this vacation home in Timberville, you'll be in the mountains, within a 5-minute drive of New Market Community Park and The Shenvalee Golf ...
Charming Farmhouse w King Bed Hot Tub & EV Charger
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
Save an average of 15% on thousands of hotels when you're signed in
Rivers Edge Retreat with spectacular water views, Full kitchen, Games,  Fishing

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

Front Royal
With a stay at this vacation home in Front Royal, you'll be on the waterfront, within a 15-minute drive of Shenandoah National Park and Shenandoah River.
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing
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!
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Rileyville
The price is AU$675 per night from 11 Aug to 12 Aug
AU$675
11 Aug - 12 Aug
includes taxes & fees
Located in Rileyville, this vacation home is on a river, a 4-minute drive from Shenandoah River and 5 minutes from George Washington National Forest.
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

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.
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more
On the river ~ hot tub ~ serene river views ~ fire pit

On the river ~ hot tub ~ serene river views ~ fire pit

Strasburg
With a stay at this vacation home in Strasburg, you'll be just steps from George Washington National Forest and Shenandoah River.
On the river ~ hot tub ~ serene river views ~ fire pit
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
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
325 Holiday Homes
Lowest Price
AU$96
Highest Price
AU$675
Popular accommodation
Secluded River Cabin Getaway (Masten Cabin), Charming Farmhouse w King Bed Hot Tub & EV Charger, Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly, Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing, Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!, Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub, Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more, On the river ~ hot tub ~ serene river views ~ fire pit, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Top trending hotels in Woodstock

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$187 per night from 24 Aug to 25 Aug
AU$187
24 Aug - 25 Aug
includes taxes & fees
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
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$171 per night from 17 Aug to 18 Aug
AU$171
17 Aug - 18 Aug
includes taxes & fees
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$184 per night from 18 Aug to 19 Aug
AU$184
18 Aug - 19 Aug
includes taxes & fees
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
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$96 per night from 18 Aug to 19 Aug
AU$96
18 Aug - 19 Aug
includes taxes & fees
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.