Book Holiday Homes in Woodstock

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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
Stay at this vacation home in Rileyville. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Chalybeate Spring and Elkwallow Picnic ...
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 NZ$434 per night from 6 Apr to 7 Apr
NZ$434
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Luray. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Luray Caverns and Warehouse Art Gallery are located ...
Lovely home, wonderful location.
Secluded River Cabin Getaway (Masten Cabin)

Secluded River Cabin Getaway (Masten Cabin)

Strasburg
Stay at this vacation home in Strasburg. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Secret Passage Ranch and Strasburg Museum are ...
Secluded River Cabin Getaway (Masten Cabin)
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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
Book a stay at this family-friendly vacation home in Star Tannery. Enjoy free WiFi, a garden, and a pool table. Popular attraction J. Allen Hawkins Community ...
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
Book a stay at this family-friendly vacation home in Luray. Enjoy free WiFi, a water park, and a garden. Popular attractions Chalybeate Spring and Fort Valley ...
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
Book a stay at this family-friendly vacation home in Star Tannery. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the helpful staff ...
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
Book a stay at this family-friendly vacation home in Rileyville. Enjoy a water park, a garden, and a pool table. Popular attractions Chalybeate Spring and Fort ...
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 NZ$693 per night from 6 Apr to 7 Apr
NZ$693
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Luray. Enjoy a fitness center and air conditioning. Popular attractions Luray Caverns and Caverns Country Club are located ...
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 NZ$1,160 per night from 6 Apr to 7 Apr
NZ$1,160
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Maurertown. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions ...
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating
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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
320 Holiday Homes
Lowest Price
NZ$184
Highest Price
NZ$1,160
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 NZ$184 per night from 20 Apr to 21 Apr
NZ$184
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 NZ$204 per night from 20 Apr to 21 Apr
NZ$204
includes taxes & fees
20 Apr - 21 Apr
Stay at this hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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 NZ$210 per night from 9 Apr to 10 Apr
NZ$210
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
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Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Edinburg
Stay at this vacation home in Woodstock. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Shenandoah Vineyards and Edinburg Mill Museum ...
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.