Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Riverfront Shenandoah Retreat – Hot Tub, Cold Plunge & Mountain Views!
9.6 out of 10, Exceptional, (17)
"We met up with some old high school friends. We enjoyed hiking by day and reminiscing in the hot tub at night.The pool was a bit too cold still and bugs were bad. Bring bug spray end enjoy the beautiful view."
United States
Katie C.
The price is AU$669
includes taxes & fees
20 Oct - 21 Oct
Riverfront Shenandoah Retreat – Hot Tub, Cold Plunge & Mountain Views!
Beautiful Comfortable House w/ Fireplace
9.6 out of 10, Exceptional, (8)
"Our stay was wonderful! The owner was communicative and responsive. Highly recommend staying here."
United States
Brandon N.
The price is AU$468
includes taxes & fees
20 Oct - 21 Oct
Beautiful Comfortable House w/ Fireplace
Glamping adventure at the base of the Blue Ridge. Pet friendly, close to it all.
9.8 out of 10, Exceptional, (25)
"Such a lovely property and Tabitha was very responsive and helpful. We had a wonderful cozy getaway."
United States
kelly h.
The price is AU$300
includes taxes & fees
20 Oct - 21 Oct
Glamping adventure at the base of the Blue Ridge. Pet friendly, close to it all.
Road Haven 1830
3.0 star property
9.6 out of 10, Exceptional, (37)
"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$223
includes taxes & fees
20 Oct - 21 Oct
Road Haven 1830
Delightful Tiny Home! Great Views of Farm, Mountains
10.0 out of 10, Exceptional, (43)
"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$185
includes taxes & fees
28 Oct - 29 Oct
Delightful Tiny Home! Great Views of Farm, Mountains
Cozy Retreat - Hot tub + Mountain Views + Pets
9.8 out of 10, Exceptional, (51)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
The price is AU$396
includes taxes & fees
26 Oct - 27 Oct
Cozy Retreat - Hot tub + Mountain Views + Pets
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.
2.0 star property
10.0 out of 10, Exceptional, (26)
"We loved our stay. The home comfortably accomodated our party of 4 with pups at the last-minute. We really appreciated the kind and well-thought special touches!"
United States
Kara P.
The price is AU$509
includes taxes & fees
20 Oct - 21 Oct
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.
Skyline View: New build! A+ views! Spacious!
10.0 out of 10, Exceptional, (66)
"More people can fit in the home (more than 4), but the trip was great!"
United Kingdom
Ryan W.
The price is AU$586
includes taxes & fees
11 Nov - 12 Nov
Skyline View: New build! A+ views! Spacious!
Cozy Fall Cabin on 17 acres by National Park, EV Charger
2.0 star property
10.0 out of 10, Exceptional, (5)
"This home was very secluded and had beautiful views. The interior was a perfect mix of historic and modern touches. Hosts were very responsive and we would stay here again!"
United States
Cyndi B.
The price is AU$578
includes taxes & fees
20 Oct - 21 Oct
Cozy Fall Cabin on 17 acres by National Park, EV Charger
Anne's Retreat
2.0 star property
10.0 out of 10, Exceptional, (3)
"Great location for hiking. Had everything we needed. "
United States
Mona D.
The price is AU$803
includes taxes & fees
20 Oct - 21 Oct
Anne's Retreat
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
9.8 out of 10, Exceptional, (56)
"It was a amazing stay"
United States
Anthony
The price is AU$490
includes taxes & fees
11 Nov - 12 Nov
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Lookout Cabin in the mountains, Amazing Views!
9.8 out of 10, Exceptional, (24)
"Great spot - beautiful and laid back. Brian was very flexible which is greatly appreciated. "
United States
Nick C.
Lookout Cabin in the mountains, Amazing Views!
Cabin on River, Kayak, Hot Tub, WiFi, EV Charger!
9.2 out of 10, Wonderful, (17)
"The cabin is cozy and secluded on the river. The outside had all the comforts including a fire pit, plenty of seating and a BBQ. The landscaping was beautiful. We enjoyed exploring during the day and relaxing the afternoons and evening outside. "
United States
Angela L.
The price is AU$513
includes taxes & fees
4 Nov - 5 Nov
Cabin on River, Kayak, Hot Tub, WiFi, EV Charger!
Chalet High
3.0 star property
8.8 out of 10, Excellent, (371)
"We enjoyed our stay. We had a three bed 2.5 bath had plenty of room."
United States
Carmela
The price is AU$175
includes taxes & fees
23 Oct - 24 Oct
Chalet High
River Access w/Hot Tub, Grill, WiFi, & Fire Pit!
10.0 out of 10, Exceptional, (7)
"We loved our stay here! The cabin was clean and cozy and looked just like the photos. The hot tub was clean and ready to go. There is a nice yard and the road is quiet so our dog was off leash most of the week with no issues. The neighbors were so nice, multiple people stopped to talk to us when we were hanging out on the front porch. We didn’t hear back from the owner for about a week when we initially reached out (before the trip) but communication was quick and thorough every time after that....
United States
Alana S.
The price is AU$445
includes taxes & fees
28 Oct - 29 Oct
River Access w/Hot Tub, Grill, WiFi, & Fire Pit!
Cabin: Hot Tub, Firepit, Grill, Wifi, Dog-Friendly
2.0 star property
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$585
includes taxes & fees
22 Oct - 23 Oct
Cabin: Hot Tub, Firepit, Grill, Wifi, Dog-Friendly
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
2.0 star property
10.0 out of 10, Exceptional, (39)
"Everything was very clean and peaceful. Nice amenities. "
United States
Ashleigh R.
The price is AU$557
includes taxes & fees
20 Oct - 21 Oct
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
Stepping Stone Cabin
9.8 out of 10, Exceptional, (48)
"awesome stay we will love to go again"
United States
Mark C.
The price is AU$492
includes taxes & fees
22 Oct - 23 Oct
Stepping Stone Cabin
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
8.6 out of 10, Excellent, (11)
"We had a great time staying here and using the house as a base for hiking. The kids loved the football table and the hot tub was clean and hot!"
United Kingdom
Rebecca S.
The price is AU$468
includes taxes & fees
27 Oct - 28 Oct
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
10.0 out of 10, Exceptional, (14)
"The place was awesome"
United States
Robert
The price is AU$676
includes taxes & fees
20 Oct - 21 Oct
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
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 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?

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This holiday home rental outside of Woodstock is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Woodstock?

Choose from 6 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.