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 free WiFi, a garden, and patios. Popular attractions Chalybeate Spring and Elkwallow Picnic Area are located ...
Opens in a new windowCharming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
On the river ~ hot tub ~ serene river views ~ fire pit

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

Strasburg
The price is NZ$776 per night from 6 Nov to 7 Nov
NZ$776
6 Nov - 7 Nov
includes taxes & fees
Stay at this vacation home in Strasburg. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Secret Passage Ranch and Natural Art Garden Center ...
Opens in a new windowOn the river ~ hot tub ~ serene river views ~ fire pit
Hot Tub, Fire Pit, Grill, Screened Porch & WiFi

Hot Tub, Fire Pit, Grill, Screened Porch & WiFi

Mount Jackson
The price is NZ$487 per night from 16 Nov to 17 Nov
NZ$487
16 Nov - 17 Nov
includes taxes & fees
Stay at this vacation home in Mount Jackson. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Bryce Ski Resort and Cave Ridge Vineyard ...
Opens in a new windowHot Tub, Fire Pit, Grill, Screened Porch & WiFi
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Cozy Lakeside Homestead

Cozy Lakeside Homestead

Wardensville
Stay at this vacation home in Wardensville. Enjoy free WiFi, a sauna, and a garden. Popular attraction Warden Lake is located nearby.
Opens in a new windowCozy Lakeside Homestead
2 Modern Cabins: Hot Tub, Fire Pit, Grill, & Wifi!

2 Modern Cabins: Hot Tub, Fire Pit, Grill, & Wifi!

New Market
The price is NZ$491 per night from 11 Nov to 12 Nov
NZ$491
11 Nov - 12 Nov
includes taxes & fees
Stay at this vacation home in New Market. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Verity Blue, Fine Home and Garden ...
Opens in a new window2 Modern Cabins: Hot Tub, Fire Pit, Grill, & Wifi!
Welcome to The Basye Swan

Welcome to The Basye Swan

Basye
Stay at this vacation home in Basye. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bryce Ski Resort and Cave Ridge Vineyard ...
Opens in a new windowWelcome to The Basye Swan
Luray farmhouse on the river

Luray farmhouse on the river

Luray
The price is NZ$740 per night from 2 Dec to 3 Dec
NZ$740
2 Dec - 3 Dec
includes taxes & fees
Book a stay at this family-friendly vacation home in Luray. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Luray Caverns and Caverns ...
Opens in a new windowLuray farmhouse on the river
Secluded River Cabin Getaway (Masten Cabin)

Secluded River Cabin Getaway (Masten Cabin)

Strasburg
Stay at this vacation home in Strasburg. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Secret Passage Ranch and Strasburg Museum are located ...
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
Stay at this vacation home in Woodstock. Enjoy a garden, laundry facilities, and patios. Popular attractions Shenandoah Vineyards and Edinburg Mill Museum are ...
Opens in a new windowSecluded Mountain Home Features Breathtaking Valley Views and Hot Tub
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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
314 Holiday Homes
Lowest Price
NZ$109
Highest Price
NZ$776
Popular accommodation
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly, On the river ~ hot tub ~ serene river views ~ fire pit, Hot Tub, Fire Pit, Grill, Screened Porch & WiFi, Cozy Lakeside Homestead, 2 Modern Cabins: Hot Tub, Fire Pit, Grill, & Wifi!, Welcome to The Basye Swan, Luray farmhouse on the river, Secluded River Cabin Getaway (Masten Cabin), Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

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 NZ$193 per night from 9 Nov to 10 Nov
NZ$193
9 Nov - 10 Nov
includes taxes & fees
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 ...
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 NZ$193 per night from 4 Dec to 5 Dec
NZ$193
4 Dec - 5 Dec
includes taxes & fees
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 ...
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 NZ$189 per night from 2 Dec to 3 Dec
NZ$189
2 Dec - 3 Dec
includes taxes & fees
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 ...
Opens in a new windowComfort Inn Woodstock Shenandoah
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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 NZ$109 per night from 28 Nov to 29 Nov
NZ$109
28 Nov - 29 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
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.