Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Rivah Retreat -River Front- Fishing -Hot tub

Woodstock
10.0 out of 10, Exceptional, (17)
"Fantastic as always, wonderful place and wonderful host!"
United States
Milton W.
The price is AU$426
includes taxes & fees
18 Dec - 19 Dec
Rivah Retreat -River Front- Fishing -Hot tub

Riverfront Shenandoah Retreat – Hot Tub, Cold Plunge & Mountain Views!

Shenandoah County
9.4 out of 10, Exceptional, (18)
"Great stay for a few days over kids' Spring Break. The house is huge with tons of room. Great hiking nearby and the hot tub helped for recovery!"
United States
Dwayne G.
The price is AU$648
includes taxes & fees
8 Dec - 9 Dec
Riverfront Shenandoah Retreat – Hot Tub, Cold Plunge & Mountain Views!

Beautiful Comfortable House w/ Fireplace

Woodstock
9.2 out of 10, Wonderful, (10)
"Very clean "
United States
Jeffrey H.
The price is AU$458
includes taxes & fees
18 Dec - 19 Dec
Beautiful Comfortable House w/ Fireplace

Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

2.0 star property
Basye
9.8 out of 10, Exceptional, (31)
"Second time staying here, highly recommend for a quiet get away. "
United States
Barton
The price is AU$214
includes taxes & fees
8 Dec - 9 Dec
Postcard Cabins Shenandoah North, Outdoor Collection by Marriott Bonvoy

Delightful Tiny Home! Great Views of Farm, Mountains

Quicksburg
10.0 out of 10, Exceptional, (45)
"Was great vacation can't wait to stay there and do it again, Would recommend to others "
United States
Erin H.
The price is AU$181
includes taxes & fees
16 Dec - 17 Dec
Delightful Tiny Home! Great Views of Farm, Mountains

Cozy Retreat - Hot tub + Mountain Views + Pets

Fort Valley
9.8 out of 10, Exceptional, (53)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
The price is AU$368
includes taxes & fees
16 Dec - 17 Dec
Cozy Retreat - Hot tub + Mountain Views + Pets

Roadhaven1830

3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (38)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is AU$228
includes taxes & fees
9 Dec - 10 Dec
Roadhaven1830

Glamp Shenandoah Valley. Stunning Tiny Home. Farm

Shenandoah County
10.0 out of 10, Exceptional, (8)
"The cabin was great as well as the host. They thought of everything to make your stay memorable. The place is peaceful and perfect for resting "
United States
cristobal f.
The price is AU$238
includes taxes & fees
1 Jan - 2 Jan 2026
Glamp Shenandoah Valley. Stunning Tiny Home. Farm

Elegant Retreat w/Vintage Charm & Modern Comforts

Luray
9.8 out of 10, Exceptional, (6)
"The Legacy Inn in Luray was great! Easy to find, easy entry (with a code), within walking distance of dining and outdoor music, and an easy drive to Luray Caverns and Shenandoah National Park. Highly recommend."
United States
Robert
The price is AU$203
includes taxes & fees
17 Dec - 18 Dec
Elegant Retreat w/Vintage Charm & Modern Comforts

Fully Furnished 1 Bedroom Flat in Historic Downtown New Market

New Market
10.0 out of 10, Exceptional, (4)
"The place was clean, tidy, and spacious. Everything was well-maintained, making it a comfortable and pleasant stay."
United States
Magali B.
The price is AU$174
includes taxes & fees
14 Dec - 15 Dec
Fully Furnished 1 Bedroom Flat in Historic Downtown New Market

Cabin: Hot Tub, Firepit, Grill, Wifi, Dog-Friendly

2.0 star property
Mount Jackson
8.0 out of 10, Very good, (2)
"We had a few minor bumps in our stay but the howst was wonderful. The property is truly in a great spot to really tap into nature! Would recommend. There was alot of stuff to do there."
United States
Liz l.
The price is AU$422
includes taxes & fees
7 Dec - 8 Dec
Cabin: Hot Tub, Firepit, Grill, Wifi, Dog-Friendly

Private Cabin in the woods w/ firepit right next to Shenandoah River

Bentonville
10.0 out of 10, Exceptional, (32)
"We had a great time. Close to national park and an hour and a half commute to Washington DC.We enjoyed the property and the quietness."
United States
Scott H.
The price is AU$545
includes taxes & fees
6 Jan - 7 Jan 2026
Private Cabin in the woods w/ firepit right next to Shenandoah River

Peaceful Retreat on Creekside

Edinburg
9.6 out of 10, Exceptional, (15)
"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 AU$318
includes taxes & fees
1 Jan - 2 Jan 2026
Peaceful Retreat on Creekside

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Rileyville
10.0 out of 10, Exceptional, (340)
"Excellent experience! The cabin was great, the location was great, the sights and people were great!"
United States
Tom A.
The price is AU$334
includes taxes & fees
8 Dec - 9 Dec
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

The Blue Pearl by Zen Living

Luray
10.0 out of 10, Exceptional, (11)
"The Blue Pearl is a wonderful spot in Luray! It is in a wonderful location just minutes away from Luray Caverns, Shenandoah National Park, wineries, and the Main Street for cafes and restaurants. The home was exactly as pictured, clean, well equipped for all of our needs, and welcoming to our fur-baby. Jason was incredibly kind and communicative. This home will be our stay-of-choice whenever we return to the area! "
United States
Mary S.
The price is AU$437
includes taxes & fees
8 Dec - 9 Dec
The Blue Pearl by Zen Living

Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Luray
9.8 out of 10, Exceptional, (58)
"Nice place. Private, quiet and relaxing, all the things you want for a cabin getaway"
United States
Jevar J.
The price is AU$442
includes taxes & fees
9 Dec - 10 Dec
Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Mountain View Bungalow in Front Royal

Front Royal
10.0 out of 10, Exceptional, (11)
"Excelente propiedad "
Mexico
Miguel
The price is AU$339
includes taxes & fees
17 Dec - 18 Dec
Mountain View Bungalow in Front Royal

NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

Stanley
9.8 out of 10, Exceptional, (14)
"We enjoyed our stay at the Colorful Cottage. So beautifully decorated and it had everything we needed. The hot tub was perfect for easing our aching muscles after long days of hiking. "
United States
Liesl E.
The price is AU$518
includes taxes & fees
8 Dec - 9 Dec
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

Dog-Friendly Downtown Studio — Walk to Park, Shops

2.0 star property
Luray
10.0 out of 10, Exceptional, (9)
"We had a great stay at this pet friendly spot! We were in the area to visit family, and the location was perfect. "
United States
Roberta B.
Dog-Friendly Downtown Studio — Walk to Park, Shops
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

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 favourite 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 depend 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 AU$214 per night. Entering your travel dates in the search wizard might find you 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?

Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Woodstock is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Woodstock?

Choose from 9 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 Seven Bends State Park.

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.