A panoramic view of a lush green valley with rolling hills and a stone wall in the foreground.

Woodstock Vacation Rentals

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Our top choices for Woodstock vacation rentals

1. Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (51 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
The price is CA $166
CA $187 total
includes taxes & fees
Oct 18 - Oct 19
Roadhaven1830

2. Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
2.0 star property
Basye
9.6 out of 10, Exceptional, (110 reviews)
"Great stay! Will go again!"
United States
Alicia
The price is CA $179
CA $260 total
includes taxes & fees
Oct 5 - Oct 6
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

3. Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
3.0 star property
Luray
The price is CA $255
CA $473 total
includes taxes & fees
Oct 1 - Oct 2
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
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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Top Woodstock Hotel Reviews

Find out more about Woodstock

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodstock. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Woodstock?

Yes, we offer vacation rentals in Woodstock close to Shenandoah County Fairgrounds, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and shops in Woodstock. While you're here, grab a bite or have a drink at the coffeehouses.

What are some of the best vacation rentals that Woodstock has to offer?

Luray RV Resort on Shenandoah River: You might want to consider this vacation home rental near Woodstock, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Woodstock is Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub.

How many vacation rentals are there in Woodstock?

Choose from 11 Expedia vacation rentals in Woodstock for a memorable vacation.

What can I see and do in Woodstock?

Enjoy the outdoors at Shenandoah River and George Washington National Forest, or simply take in cultural attractions like 7 East Gallery and Woodstock Museum. Other places in town to visit include Shenandoah County Fairgrounds and Seven Bends State Park.

What are vacation rentals like in Woodstock?

Vacation rentals are private accommodations you can reserve for several days or longer in Woodstock. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.