Book Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock

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$620 per night from 21 Sept to 22 Sept
AU$620
21 Sept - 22 Sept
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
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.
Opens in a new windowCharming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River

Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River

Bentonville
With a stay at this vacation home in Front Royal, you'll be on a river, just steps from George Washington National Forest and a 3-minute drive from Shenandoah ...
Opens in a new windowGorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River
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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$563 per night from 21 Sept to 22 Sept
AU$563
21 Sept - 22 Sept
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 windowCozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!
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.
Opens in a new windowAdorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Charming Farmhouse w King Bed Hot Tub & EV Charger

Charming Farmhouse w King Bed Hot Tub & EV Charger

Timberville
The price is AU$442 per night from 23 Sept to 24 Sept
AU$442
23 Sept - 24 Sept
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 ...
Opens in a new windowCharming Farmhouse w King Bed Hot Tub & EV Charger
Discount avail! Hot tub, firepit, grill & game room—patio fun!

Discount avail! Hot tub, firepit, grill & game room—patio fun!

Stanley
With a stay at this vacation home in Stanley, you'll be within a 15-minute drive of Luray Caverns and Jordan Hollow Stables.
Opens in a new windowDiscount avail! Hot tub, firepit, grill & game room—patio fun!
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.
Opens in a new windowAdorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views

Strasburg
The price is AU$491 per night from 21 Sept to 22 Sept
AU$491
21 Sept - 22 Sept
includes taxes & fees
Located in Strasburg, this vacation home is within a 5-minute drive of George Washington National Forest and Shenandoah River.
Opens in a new windowNewly renovated Farm cottage with Mountain views
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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
334 Holiday Homes
Lowest Price
AU$99
Highest Price
AU$620
Popular accommodation
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub, Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly, Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River, Cozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Charming Farmhouse w King Bed Hot Tub & EV Charger, Discount avail! Hot tub, firepit, grill & game room—patio fun!, Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails, Newly renovated Farm cottage with Mountain views

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$175 per night from 12 Oct to 13 Oct
AU$175
12 Oct - 13 Oct
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$178 per night from 28 Sept to 29 Sept
AU$178
28 Sept - 29 Sept
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
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$166 per night from 21 Sept to 22 Sept
AU$166
21 Sept - 22 Sept
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
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$99 per night from 25 Sept to 26 Sept
AU$99
25 Sept - 26 Sept
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
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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.