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

Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Woodstock holiday rentals

Lobby

1. Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (49 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
The price is S$207
includes taxes & fees
24 Aug - 25 Aug
Roadhaven1830
View from property

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, (94 reviews)
"Great place! It was great sitting by the fire and relaxing. It was perfect - great place!"
United States
Kelly
The price is S$234
includes taxes & fees
21 Sept - 22 Sept
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
Living room

3. Chalet High by Coolvacay

Chalet High by Coolvacay
3.0 star property
Basye
8.8 out of 10, Excellent, (395 reviews)
"Over all a nice place"
United States
Jordan
The price is S$243
includes taxes & fees
9 Sept - 10 Sept
Chalet High by Coolvacay
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

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Think hotel room in the woods. It was exactly as I wanted. Small room, my own bathroom, little kitchenette- better than a hotel room as it had burners and not a microwave- and a super comfy bed. The hosts were communicative and respectful. I was able to utilize the fire pit and enjoy the quiet solitude. At just a little over an hour from home, it still felt like a perfect getaway. The perfect place to recharge and reset."
Melissa 2-night trip
Posted 8 hours ago
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Frequently asked questions

Can I find holiday rentals in Woodstock?

Yes, there are holiday rentals in Woodstock close to Shenandoah County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Woodstock. While you're here, grab a bite or have a drink at the coffee shops.

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

Luray RV Resort on Shenandoah River: This holiday home rental outside of Woodstock comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Woodstock?

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

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 Woodstock Museum and 7 East Gallery. Other places in town to visit include Shenandoah County Fairgrounds and Woodstock Tower Observation Site.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.