Holiday Rentals in Woodstock

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Holiday Rentals in Woodstock

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
10.0 out of 10, Exceptional, (330)
"We had a great stay. The weather cooperated and we could use the 3 spacious patios to the fullest. The view is outstanding and the cabin is remote yet really close to amenities and shopping. Great times had by all."
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.8 out of 10, Exceptional, (262)
"Property has a great view and is in a convenient location to town and Shenandoah NP. Would stay again!"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
The Great Escape - Near everything yet off the beaten path
10.0 out of 10, Exceptional, (351)
"Beautiful home has everything you need and more. Our dogs loved the spacious back yard. George Washington Forest is very close. Perfect area to hike and take in all the beauty this location has to offer."
The Great Escape - Near everything yet off the beaten path
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Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
9.6 out of 10, Exceptional, (151)
"We enjoyed the home but the land even more. Nature is awesome!"
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Updated! Stunning country home near main street
10.0 out of 10, Exceptional, (32)
"Awesome house just outside of town. The place was spotless & well-appointed. Fantastic spot if you travel with your canine family. We had a lovely meal at the Watch & Warrant. Would stay here again without hesitation."
The price is €296
includes taxes & fees
6 May - 7 May
Updated! Stunning country home near main street
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
9.8 out of 10, Exceptional, (140)
"Nice place to be sort of off the grid."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Bear Valley- Riverfront with hot tub!
9.8 out of 10, Exceptional, (97)
"We came here for a quick Spring Break trip with our boys and dogs. We loved the view in the mornings and the hot tub was very relaxing!"
Bear Valley- Riverfront with hot tub!
Star view cabin-Riverfront
9.8 out of 10, Exceptional, (274)
"My husband and I stayed for a short weekend away from the city. This place is the perfect place to disconnect and surround yourself with nature and beautiful views. Only suggestion that I have for guests is to be sure you bring towels, cooking oil, extra paper towells, and coffee/tea of your choice. Otherwise, everything is provided!"
Star view cabin-Riverfront
Mountain Views, River Frontage & HotTub + Country!
10.0 out of 10, Exceptional, (13)
"Took my kids 13 11 and 7 they had a great time at river and cooking out and s'mores over the fire and hot tub was a plus"
Mountain Views, River Frontage & HotTub + Country!
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
9.4 out of 10, Exceptional, (296)
"Recently stayed the cozy cabin for a delightful weekend in the mountains. The cabin is lovely, especially the new master suite, bathroom, and beautiful wrap around deck. There’s almost no need to go anywhere, just sit and enjoy the views, the fireplace, and lovely location. That said, it’s super easy to get to Shenandoah and Front Royal as well, making it a perfect landing spot for activities in the region. I would definitely stay there again and highly recommend."
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Falling Leaf Cabin Secluded With Mountain View!
9.8 out of 10, Exceptional, (257)
"Husband and I just needed a little weekend away and this cabin was perfect. The amenities were wonderful. Beds and couch were very comfy. The pans and dishes were much better than cabins we have stayed in previously making it so much easier to cook and keep things clean. Would definitely stay away"
Falling Leaf Cabin Secluded With Mountain View!
Family-friendly waterfront cabin with great views & canoes/kayaks. Pets welcome!
10.0 out of 10, Exceptional, (168)
"Small mouth fishing is great! Property was clean and had nice amenities. Would recommend the stay here for a family"
Family-friendly waterfront cabin with great views & canoes/kayaks. Pets welcome!
Family Farmhouse Inn
3.0 star property
9.6 out of 10, Exceptional, (24)
"excellent "
The price is €133
includes taxes & fees
9 May - 10 May
Family Farmhouse Inn
Lovely home, wonderful location.
10.0 out of 10, Exceptional, (46)
"Quaint cottage with comfortable living space and bonus outdoor lounge chairs to enjoy an afternoon book. The property is within 30 mins of hiking trails in Shenandoah National Park. We really appreciated the ability to get to Main Street high end restaurants and an ice cream shop that had delicious flavor choices. We enjoyed ourselves and the owner was quick responding to questions. "
The price is €283
includes taxes & fees
6 May - 7 May
Lovely home, wonderful location.
Helms Mountain Getaway with Hi Speed Internet
9.6 out of 10, Exceptional, (37)
"Booked this property to relax for a weekend with 4 friends. Very close from DC. The property is very amazing, with a great view of the mountains, and unbelievably private, without feeling much secluded. Host is great, and has kept the property very clean, very safe and well provided with anything you can think of as a necessity. Home delivery is available from an Italian restaurant from town, which is great! You can enjoy in a hot tub with a great view and complete privacy while still out in...
Helms Mountain Getaway with Hi Speed Internet
Heaven's Hideaway- a perfect getaway on the Shenandoah River!
9.8 out of 10, Exceptional, (79)
"This is a well-kept, clean and quite getaway location. It was perfect for a couple's quick escape from the daily grind. It was perfect for the two of us and presented a very welcoming and comfortable living environment. It has a great balance that makes you feel comfortable using the amenities and simply feeling at home. Relaxing and watching a sunrise/sunset from the hot tub is simply icing on the cake. April was perhaps an idea time to visit as the foliage was not fully out it provided a...
Heaven's Hideaway- a perfect getaway on the Shenandoah River!
Lazy Bear Lodge VA :)
9.8 out of 10, Exceptional, (265)
"Love how private and pretty it is! If you want a nice secluded cabin this is it!"
Lazy Bear Lodge VA :)
Romantic River Front Log Cabin! Beautiful mountain views
9.8 out of 10, Exceptional, (199)
"Unbelievably beautiful!! Definitely will book again"
Romantic River Front Log Cabin! Beautiful mountain views
Above The Rivers Edge Cabin #1
9.8 out of 10, Exceptional, (150)
"Stayed with my husband and 9yo. We had a great time fishing, bird watching and making s’mores by the campfire. Recommend this cabin; also found it spacious for my family of 3. I’d love to come back in the warmer months to get in the river! The river water was beautiful. The cabin is well equipped, good layout and clean. The drive to town is easy. We enjoyed Gathering Grounds for breakfast in town and the caverns! Only thing I recommend is to bring towels and believe compact suv or crossover for...
Above The Rivers Edge Cabin #1
Heaven’s Oasis- Riverfront cabin with hot tub!
10.0 out of 10, Exceptional, (5)
"This was the best rental experience we have had! The unit was IMMACULATE - so so clean! Looks like it was maybe an older cabin but it’s definitely been recently renovated. There were lovely touches such as a table top Christmas tree, Christmas throw pillows, and mistletoe in the doorway. There was also a welcome bag of snacks. Everything you could need was there from shampoo and conditioner, to board games, aluminum foil, and even a flashlight. The view is incredible overlooking the river. The...
Heaven’s Oasis- Riverfront cabin with hot tub!
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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.

Other types of properties in Woodstock you may be interested in

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 €133 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.

How many holiday rentals are there in Woodstock?

Choose from 10 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.

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