Book Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock

Peaceful Retreat: Hot Tub, Mountain Views, Fire Pit!

Peaceful Retreat: Hot Tub, Mountain Views, Fire Pit!

Stanley VA
With a stay at this vacation home in Stanley, you'll be within a 15-minute drive of Luray Caverns and Shenandoah River.
Opens in a new windowPeaceful Retreat: Hot Tub, Mountain Views, Fire Pit!
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 VA
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.
Opens in a new windowWaterfront, 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 VA
When you stay at this vacation home in Star Tannery, you'll be in the mountains and steps 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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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
Lovely home, wonderful location.

Lovely home, wonderful location.

Luray VA
The price is AU$421 per night from 20 Dec to 21 Dec
AU$421
20 Dec - 21 Dec
includes taxes & fees
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.
Opens in a new windowLovely home, wonderful location.
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
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$391 per night from 12 Jan to 13 Jan
AU$391
12 Jan - 13 Jan 2026
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
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Edinburg VA
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.
Opens in a new windowSecluded Mountain Home Features Breathtaking Valley Views and Hot Tub
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 a 1-minute walk from George Washington National Forest and 10 minutes by foot ...
Opens in a new windowSecluded River Cabin Getaway (Masten Cabin)
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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
310 Holiday Homes
Lowest Price
AU$87
Highest Price
AU$421
Popular accommodation
Peaceful Retreat: Hot Tub, Mountain Views, Fire Pit!, 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, Cozy Lakeside Homestead, Lovely home, wonderful location., Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4, Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub, Secluded River Cabin Getaway (Masten Cabin)

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$157 per night from 18 Jan to 19 Jan
AU$157
18 Jan - 19 Jan 2026
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
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$151 per night from 18 Jan to 19 Jan
AU$151
18 Jan - 19 Jan 2026
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 ...
Opens in a new windowHoliday Inn Express Woodstock-Shenandoah Valley by IHG
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$167 per night from 25 Dec to 26 Dec
AU$167
25 Dec - 26 Dec
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
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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$87 per night from 4 Jan to 5 Jan
AU$87
4 Jan - 5 Jan 2026
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 ...
Opens in a new windowEcono Lodge Woodstock - Shenandoah Valley I-81
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.

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^Subject to availability and chosen travel dates.