Holiday Rentals in Woodstock

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Holiday Rentals in Woodstock

Our top choices for Woodstock holiday rentals

Postcard Cabins Shenandoah North

2.0 star property
9.6 out of 10, Exceptional, (20)
"I really enjoyed my stay here. The property was clean, quiet, and felt very safe. Everything was conveniently located—grocery stores, restaurants, and shops were just a short walk away, and having easy parking made it even better. The area felt welcoming and relaxing, with plenty of options for dining and exploring the local culture. Overall, it was an excellent experience and I would definitely stay here again. "
The price is €145
includes taxes & fees
29 Sept - 30 Sept
Postcard Cabins Shenandoah North

Falling Leaf Cabin - Rustic Charm With Modern Decor!

9.8 out of 10, Exceptional, (297)
"Well kept cabin in a secluded part of Shenandoah. Would book again!"
Falling Leaf Cabin - Rustic Charm With Modern Decor!

Chalet High

3.0 star property
8.8 out of 10, Excellent, (367)
"Nice stay"
The price is €86
includes taxes & fees
16 Oct - 17 Oct
Chalet High

Road Haven 1830

3.0 star property
9.6 out of 10, Exceptional, (36)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
The price is €123
includes taxes & fees
8 Oct - 9 Oct
Road Haven 1830

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

9.6 out of 10, Exceptional, (62)
"We had a great stay! The place was very clean, the back deck was such a great added bonus.. had a good selection of movies and games. 4 wheel drive is advisable. Very comfy!!"
The price is €285
includes taxes & fees
1 Oct - 2 Oct
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

1959 TOPLEY Retreat offers Serenity/Tranquility + Pets - Fenced Area/ FREE WIFI

10.0 out of 10, Exceptional, (8)
"This is a lovely home and super clean. My partner and I stayed here for a long weekend to go hiking around Shenandoah. Luray was also a nice little town."
The price is €252
includes taxes & fees
9 Oct - 10 Oct
1959 TOPLEY Retreat offers Serenity/Tranquility + Pets - Fenced Area/ FREE WIFI

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

10.0 out of 10, Exceptional, (98)
"Clean and nice place to stay to visit Shenandoah "
The price is €353
includes taxes & fees
28 Sept - 29 Sept
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

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

10.0 out of 10, Exceptional, (337)
"we were looking for a quiet get away, loved having our 16YO boy more interested in fishing and hiking then sitting on his Xbox! We all really loved how quiet and calm it was, definitely plan on going back"
The price is €249
includes taxes & fees
14 Oct - 15 Oct
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Outdoor Theatre | Hot Tub | Fire Pit | Dogs

9.8 out of 10, Exceptional, (54)
"It was a amazing stay"
The price is €268
includes taxes & fees
29 Sept - 30 Sept
Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Rustic River Cabin, Charming Riverfront, Hottub, 2 Stone Fireplaces, Dock, Views

9.4 out of 10, Exceptional, (18)
"Lovely little cabin with a great hot tub right on the river. "
Rustic River Cabin, Charming Riverfront, Hottub, 2 Stone Fireplaces, Dock, Views

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (331)
"Great location, great views, "
Star view cabin-Riverfront

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (11)
"It was an amazing place, will recommend to friends and hopefully will be back."
The price is €211
includes taxes & fees
30 Sept - 1 Oct
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

9.4 out of 10, Exceptional, (144)
"We had a very nice stay. Magnificent view from deck, sunrise and sunset. Pool was great for the 100 degree days we had, very refreshing. To hot for the hot tub this time. Definitely need 4wd/awd vehicle. Had a good time Thanks"
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

2.0 star property
10.0 out of 10, Exceptional, (37)
"Wonderful vacation home in a great location. We visited Shenandoah NP and Luray Caverns both just 10-15 min away. Clean spacious and well equipped home. Would definitely stay here again. "
The price is €491
includes taxes & fees
28 Sept - 29 Sept
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

Endless Skies & Spectacular Views!!!

10.0 out of 10, Exceptional, (76)
"Great place to stay to explore the northern section of Shenandoah National Park. Clean and comfortable."
Endless Skies & Spectacular Views!!!

Beautiful River Front Cabin with Mountain views

9.8 out of 10, Exceptional, (248)
"The home was beautiful clean and the location was perfect for a get away to enjoy nature!"
Beautiful River Front Cabin with Mountain views

Cozy Couples Mountain Log Cabin #5 Hot Tub Stone Fireplace LURAY Shenandoah Park

9.8 out of 10, Exceptional, (82)
"Excellent weekend getaway. Everything was wonderful and the owner was very friendly and helpful. We will definitely be back. "
Cozy Couples Mountain Log Cabin #5 Hot Tub Stone Fireplace LURAY Shenandoah Park

Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

9.8 out of 10, Exceptional, (40)
"Very nice location, would stay here again. Had everything we needed."
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

10.0 out of 10, Exceptional, (6)
"This was a perfect weekend get away! Super clean. The host provided all the necessities that you might need like shampoo, soap, tissues, etc. The host was very prompt with responding to questions. Would definitely recommend! "
The price is €377
includes taxes & fees
28 Sept - 29 Sept
Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

Mountain Views, River Frontage & HotTub + Country!

9.8 out of 10, Exceptional, (31)
"Great location and beautiful property. "
Mountain Views, River Frontage & HotTub + Country!
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

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, apart-hotels, 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 €86 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?

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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.