Book Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock

Secluded River Cabin Getaway (Masten Cabin)

Secluded River Cabin Getaway (Masten Cabin)

Strasburg VA
With a stay at this vacation home in Strasburg, you'll be in the mountains, just steps from George Washington National Forest and a 2-minute drive from Shenandoah ...
Opens in a new windowSecluded River Cabin Getaway (Masten Cabin)
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Edinburg VA
When you stay at this vacation home in Woodstock, you'll be on a river, just steps from George Washington National Forest and Shenandoah River.
Opens in a new windowSecluded 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 VA
When you stay at this vacation home in Star Tannery, you'll be 6 minutes by foot from George Washington National Forest.
Opens in a new windowAdorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
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Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal

Front Royal VA
The price is AU$324 per night from 2 Apr to 3 Apr
AU$324
2 Apr - 3 Apr
includes taxes & fees
With a stay at this vacation home in Front Royal, you'll be within a 10-minute drive of Shenandoah National Park and Shenandoah River.
Opens in a new windowMountain View Bungalow in Front Royal
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Luray VA
The price is AU$351 per night from 13 Apr to 14 Apr
AU$351
13 Apr - 14 Apr
includes taxes & fees
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.
Opens in a new windowTiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
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 VA
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.
Opens in a new windowCharming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
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 VA
The price is AU$677 per night from 13 Apr to 14 Apr
AU$677
13 Apr - 14 Apr
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.
Opens in a new windowLone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub
Cozy Lakeside Homestead

Cozy Lakeside Homestead

Wardensville WV
When you stay at this vacation home in Wardensville, you'll be on a lake and steps from Warden Lake.
Opens in a new windowCozy Lakeside Homestead
Riverfront Retreat

Riverfront Retreat

MAURERTOWN, VA
With a stay at this vacation home in Maurertown, you'll be on the waterfront, just steps from Shenandoah River and a 2-minute drive from George Washington National ...
Opens in a new windowRiverfront Retreat
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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
318 Holiday Homes
Lowest Price
AU$154
Highest Price
AU$677
Popular accommodation
Secluded River Cabin Getaway (Masten Cabin), Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Mountain View Bungalow in Front Royal, Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4, Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly, Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub, Cozy Lakeside Homestead, Riverfront Retreat

Top trending hotels in Woodstock

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Fully refundable
The price is AU$154 per night from 8 Apr to 9 Apr
AU$154
8 Apr - 9 Apr
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 ...
Opens in a new windowComfort 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$159 per night from 26 Apr to 27 Apr
AU$159
26 Apr - 27 Apr
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.
Opens in a new windowHampton 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$166 per night from 5 Apr to 6 Apr
AU$166
5 Apr - 6 Apr
includes taxes & fees
When you stay at Holiday Inn Express Woodstock-Shenandoah Valley by IHG in Woodstock, you'll be near ski lifts, within a 5-minute drive of Shenandoah County ...
Opens in a new windowHoliday Inn Express Woodstock-Shenandoah Valley by IHG
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Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
The price is AU$159 per night from 12 Apr to 13 Apr
AU$159
12 Apr - 13 Apr
includes taxes & fees
With a stay at Mimslyn Inn Historic Hotels Of America in Luray, you'll be a 3-minute drive from Luray Caverns and 8 minutes from Shenandoah National Park.
Opens in a new windowMimslyn Inn Historic Hotels Of America
Don't see what you're looking for?
See all available properties in Woodstock
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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.

Top Picks

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^Subject to availability and chosen travel dates.