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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Woodstock holiday rentals

A residential area with houses, roads, and greenery.

1. Beautiful Comfortable House w/ Fireplace

Beautiful Comfortable House w/ Fireplace
Woodstock
9.2 out of 10, Wonderful, (12 reviews)
"spacious property"
United States
Vic
The price is NZ$525
includes taxes & fees
22 Oct - 23 Oct
Beautiful Comfortable House w/ Fireplace
A gravel path leading through a wooded area with a fire pit and chairs set up for outdoor seating.

2. Rivah Retreat -River Front- Fishing -Hot tub

Rivah Retreat -River Front- Fishing -Hot tub
Woodstock
10.0 out of 10, Exceptional, (31 reviews)
"This property is excellent for a secluded getaway that is still close to major attractions. The private river access is great and the host stocked the cabin as well as any property we've stayed at."
United States
Robert G.
The price is NZ$470
includes taxes & fees
3 Nov - 4 Nov
Rivah Retreat -River Front- Fishing -Hot tub
A wooden deck with a view of a grassy field and sheep, leading to a seating area with chairs and a table.

3. Circle F Ranch Bunkhouse- Charming farm stay in Shenandoah county- whole house

Circle F Ranch Bunkhouse- Charming farm stay in Shenandoah county- whole house
Edinburg
10.0 out of 10, Exceptional, (12 reviews)
"The location was quiet and serene. A good place to unwind for a few days! The place was clean and well kept."
United States
Vinod A.
The price is NZ$473
includes taxes & fees
26 Oct - 27 Oct
Circle F Ranch Bunkhouse- Charming farm stay in Shenandoah county- whole house
A house by a clear stream with a wooden bridge.

4. Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.0 out of 10, Wonderful, (18 reviews)
"Amazing location that was perfect for a weekend getaway! The creek was so peaceful and water views from the deck were amazing! "
United States
Richard D.
The price is NZ$381
includes taxes & fees
18 Oct - 19 Oct
Peaceful Retreat on Creekside
A cabin in a forest with a visible interior including a bed, a table, and a bench.

5. 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 NZ$310
includes taxes & fees
9 Nov - 10 Nov
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy
A two-story residential building with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

6. Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (52 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
The price is NZ$246
includes taxes & fees
4 Nov - 5 Nov
Roadhaven1830
A hot tub surrounded by a wooden structure with lattice walls, set in a forested area.

7. Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Page County
9.4 out of 10, Exceptional, (28 reviews)
"This is an excellent place for a couple with its wonderful one bedroom, outside garden, and back porch hot tub. You can tell this house was renovated years ago. The layout and decorative touches are lovely. It could benefit from a deep cleaning but it was clean and ready for us. The driveway was extra bumpy after recent thunderstorms, but we were able to able to navigate it well enough. The detailed touches were very thoughtful, like the smores ingredients. We will definitely stay again if we...
United States
Sheree A.
Stargaze from Hot Tub Pet-Friendly Mtn Cabin
A wooden deck with a table and chairs, overlooking a field and a sunset.

8. Delightful Tiny Home! Great Views of Farm, Mountains

Delightful Tiny Home! Great Views of Farm, Mountains
Quicksburg
10.0 out of 10, Exceptional, (52 reviews)
"Was great vacation can't wait to stay there and do it again, Would recommend to others "
United States
Erin H.
The price is NZ$228
includes taxes & fees
13 Oct - 14 Oct
Delightful Tiny Home! Great Views of Farm, Mountains
A rustic interior with a stone fireplace, wooden beams, a mounted deer head, a bar area, and a television.

9. Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (90 reviews)
"Great location! Property has everything you need for a relaxing stay."
United States
Amber M.
The price is NZ$544
includes taxes & fees
3 Nov - 4 Nov
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
A hot tub with a view of a snowy landscape and trees.

10. "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (374 reviews)
"Nice property. Clean . Great location with a beautiful trail and sitting area at the river."
United States
Donna Z.
The price is NZ$555
includes taxes & fees
22 Oct - 23 Oct
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
A snowy path with a ski lift and trees.

11. 1st Floor Luxury Slopeside Condo @ Bryce Resort HIKE GOLF MTB LAKE SKI WINERIES

1st Floor Luxury Slopeside Condo @ Bryce Resort HIKE GOLF MTB LAKE SKI WINERIES
Mount Jackson
10.0 out of 10, Exceptional, (114 reviews)
"Great stay. Would stay again."
United States
Jonathan K.
The price is NZ$374
includes taxes & fees
12 Oct - 13 Oct
1st Floor Luxury Slopeside Condo @ Bryce Resort HIKE GOLF MTB LAKE SKI WINERIES
A wooden deck with a bench and a fire pit, surrounded by trees and string lights.

12. Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Luray
9.6 out of 10, Exceptional, (74 reviews)
"Quaint, remote cabin to relax and recharge. It served well for a small family reunion. The firepit and hot tub were great."
United States
Robert O.
The price is NZ$561
includes taxes & fees
9 Nov - 10 Nov
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
A hot tub on a wooden deck with a view of snow-covered mountains.

13. "Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Rileyville
10.0 out of 10, Exceptional, (338 reviews)
"A wonderful and restful stay! Beautiful views! "
United States
Scott C.
The price is NZ$545
includes taxes & fees
21 Oct - 22 Oct
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
A covered outdoor area with a hot tub, a grill, and a table with chairs.

14. Stepping Stone Cabin

Stepping Stone Cabin
Page County
9.8 out of 10, Exceptional, (48 reviews)
"Very nice place to relax."
United States
Jimmy M.
Stepping Stone Cabin
A tent with a bed, a table with a basket, and a chair.

15. “Glamping” in the mystical Painted Horse Yurt on the Legendary Shenandoah River!

“Glamping” in the mystical Painted Horse Yurt on the Legendary Shenandoah River!
Luray
8.0 out of 10, Very good, (2 reviews)
"It was a nice spot by the river."
United States
Virginia C.
The price is NZ$333
includes taxes & fees
4 Nov - 5 Nov
“Glamping” in the mystical Painted Horse Yurt on the Legendary Shenandoah River!
A spacious living room with a high ceiling, wooden beams, a sofa, a coffee table, and a fireplace.

16. Chalet High by Coolvacay

Chalet High by Coolvacay
3.0 star property
Basye
8.8 out of 10, Excellent, (401 reviews)
"Very clean and close to attractions!"
United States
Lora
The price is NZ$338
includes taxes & fees
6 Nov - 7 Nov
Chalet High by Coolvacay
A wooden deck with a table and chairs, overlooking a scenic landscape with trees and hills.

17. "The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (340 reviews)
"Balcony, hot tub, and cabin were all very private with great Mountain Views which was exactly what I was looking for"
United States
Elise D.
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
A log cabin interior with a cozy living room, a kitchen in the background, and a staircase leading to an upper level.

18. Cozy Log Cabin w Porch, Fire Pit, Games & River

Cozy Log Cabin w Porch, Fire Pit, Games & River
Maurertown
9.6 out of 10, Exceptional, (47 reviews)
"Wonderful cabin, had a great time! "
United States
Katherine R.
The price is NZ$881
includes taxes & fees
3 Nov - 4 Nov
Cozy Log Cabin w Porch, Fire Pit, Games & River
A wooden deck with a hot tub, outdoor seating, and a small building with a door and windows.

19. River Access Cabin w Hot Tub, Deck, Grill, & Wifi

River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Luray
8.6 out of 10, Excellent, (29 reviews)
"An amazing house and an even better location. Tony was easy to communicate with and made the process very smooth. The hot tub was the perfect touch to enjoy in the cool evenings. Highly recommend. "
United States
Jacob W.
The price is NZ$639
includes taxes & fees
3 Nov - 4 Nov
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
A covered deck with a wooden table, black chairs, and a view of trees.

20. Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Luray
9.6 out of 10, Exceptional, (49 reviews)
"Overall great experience"
United States
Shayna S.
The price is NZ$806
includes taxes & fees
9 Nov - 10 Nov
Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
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

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"Helpful, friendly, clean, and a restaurant that is attached but not affiliated with but fabulous!"
Christopher 1-night trip
Posted 6 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley

Find out more about Woodstock

Everything you need to know about Woodstock holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodstock holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodstock holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodstock holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodstock holiday rentals we have selected for you start as low as NZ$246 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodstock holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Another good choice for your trip to Woodstock is Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub.

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 Shenandoah County Courthouse.

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.