We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Woodstock

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Tiny home in Quicksburg

4.98 out of 5 average rating, 218 reviews

Finn's Frolic-The place- relax, stay, or explore!

Finn's Frolic is our charming, new country tiny home. Less than 2 hours DC, Charlottesville. Beautiful farm, mountain views, deck, fire pit, charcoal grill, much more. Landscaping is in the works ! Kitchen is fully equipped, vintage & new dinner wear. Living room has an electric fireplace, huge picture window, comfy love seat. The bedroom is up traditional stairs: loft bedroom, 7 foot sloped ceiling. Great place to relax, base for visits to local wineries, attractions! Perfectly imperfect!

Guest suite in Woodstock

4.96 out of 5 average rating, 371 reviews

Mountain View🌄 Modern Basement Suite*King Bed*Wifi

Amazing Mountain Views from this modern Scandinavian inspired guest suite nestled in the heart of the Shenandoah Valley!! Close to hiking, wineries, the river! Enjoy a cup of coffee on the patio and watch the sun rise over the mountains, unwind and watch a movie on the app connected flatscreen TV, refresh in the oversized shower with multiple heads including a rainfall feature. This two bedroom suite has its own entrance, private covered patio with mountain views and parking spot steps away.

Home in Edinburg

4.98 out of 5 average rating, 367 reviews

The Burrow ~ Our guest reviews say it all!

Indulge in a serene retreat at this charming countryside residence, perfect for a delightful getaway or a quick overnight stay. Just a 4-minute drive with two easy turns from I-81, this cozy home promises tranquility and relaxation. Begin your day on the inviting porch, soaking in the sunrise, setting the tone for a peaceful escape. Explore attractions such as hiking trails, enchanting caverns, or indulge in the local offerings of nearby wineries. A short stroll reveals Dee and Kenn's home.

Home in Edinburg

4.98 out of 5 average rating, 437 reviews

Jay Birds Nest - Pet Friendly

Welcome to Jay Birds nest, located in the historic town of Edinburg, Virginia. Just 1.5 miles from I-81. Fully equipped with all the comforts of home and gorgeous mountain views. Enjoy having the entire house to yourself with sleeping for 6 with 2 queen bedrooms and 1 full bedroom and one full bath. Plenty of parking with room for two cars, one under a car port. Have your morning coffee in the relaxing sunroom or in the outdoor seating area. Just a quick walk away from the Shenandoah River.

Guesthouse in Woodstock

4.97 out of 5 average rating, 116 reviews

Cozy cottage nestled on 8 acres with mountain view

Relax and enjoy this cozy, yet luxurious space! Enjoy Mountain Views at sunrise and sunset. Besides the resident horses, you will enjoy seeing deer, rabbits, raccoons and many others. We are located a very short drive from Seven Bends State Park, the Shenandoah River and Muse Winery….as a matter of fact, you could walk! Located within minutes of everything, we are also close to Civil War museums/Historic sites, natural caverns and caves, etc. I may even bake for you, if you’re lucky!!

Tiny home in Mount Jackson

4.96 out of 5 average rating, 267 reviews

Sacred Haven- "BIG" Tiny Home with Mountain View’s

Sacred Haven is an extraordinary custom built tiny home on wheels, not your typical tiny home. The spacious home features higher ceilings, custom wood ceiling and beams and 25 windows. A fantastic kitchen with bar counter. The bedroom has a walk-in closet with skylight to see the stars at night. The views are spectacular from any location and most enjoyable is the expansive deck with a large screened in porch off the side overlooking the pond, hay fields and mountains. NO PETS

Home in Edinburg

4.95 out of 5 average rating, 173 reviews

Charming, Parkview Cottage, King bed, 1 mi to I-81

Welcome to Parkview Cottage you will love this Cozy, 1940's home for a quiet fun getaway or quick overnight stay located in small rural town with an easy 1 mile from I-81. Enjoy quiet mornings on the porch watching the sunrise and a few neighbors stroll by out on morning walks and then venture off for the neighboring park, a hike, canoe trip, trip to the caverns or wineries close by. Enjoy the sunset from the sunroom over Edinburg Park. Park under the oversized "2 car" carport.

Home in Woodstock

4.93 out of 5 average rating, 119 reviews

The Beckford House in Historic Woodstock

Welcome to the Beckford House! This charming house is nestled in Woodstock's historic district packed with character in every room. The view of the Blue Ridge Mountains over cow pastures from the back deck is quintessential Shenandoah Valley. The house is just a few minutes walk to a brewery, a bakery, an ice cream shop, the Woodstock Cafe, and scores of antique stores-- with award-winning wineries and breweries dotting the valley on both sides of the Shenandoah River.

Cabin in Lost River

4.96 out of 5 average rating, 149 reviews

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

Guest suite in Woodstock

4.87 out of 5 average rating, 267 reviews

Easy, Private and Peaceful, 2 minutes from I-81

Relax in a quiet private suite right off I-81. It's clean and sanitized following CDC guidelines. A self check-in touch pad lock for ease of entry and exit. Located 2 minutes from historic Woodstock, minutes from wineries, breweries, the Shenandoah River, State and National Forests. Private entrance, yard and parking. Comfortable and cozy queen sized bed, kitchenette, coffee maker, microwave, refrigerator, bathroom and shower with WiFi

Guesthouse in Maurertown

4.84 out of 5 average rating, 219 reviews

Studio along i81: Near Wine, Beer, Hiking & Nature

Newly renovated detached studio guest-suite located in the beautiful Shenandoah County with country feels and easy access to I81. It features a butcher block bar for eating/working, a queen size bed, tv with Netflix along with Chromecast so you can cast your favorite shows from your phone/laptop, and during the summer you'll have the quietest and smart ac unit on the market. It has a shared driveway with the host's primary residence.

Tiny home in Linville

4.99 out of 5 average rating, 671 reviews

The spring house at Thistle Hollow

Beautifully renovated spring house on the grounds of the 1800s Peter Breneman House. Soak up peace and quiet in one of the most beautiful corners of the Shenandoah Valley. Enjoy starry skies, sunrises, and birdwatching from your private porch. 9 minutes from Eastern Mennonite University, 13 minutes from James Madison University, and 45 minutes from the entrance to Shenandoah National Park.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Woodstock vacation rentals

Free parking on premises

Air conditioning

Stay near Woodstock's top sights

Woodstock Brewhouse81 locals recommend

Muse Vineyards75 locals recommend

Woodstock Cafe61 locals recommend

Seven Bends State Park30 locals recommend

Flour & Water Co28 locals recommend

Woodstock Garden Cafe23 locals recommend

Other great vacation rentals in Woodstock

Home in Woodstock

4.93 out of 5 average rating, 57 reviews

Book your holiday stay at Sue's Place!New hot tub!

Home in Edinburg

4.88 out of 5 average rating, 64 reviews

Peaceful Retreat on Creekside

Home in Woodstock

5 out of 5 average rating, 18 reviews

Dog-friendly historic home

Cottage in Edinburg

5 out of 5 average rating, 21 reviews

Shenandoah Valley Farm Cottage

Home in Woodstock

5 out of 5 average rating, 12 reviews

The Wayfarer

Cabin in Woodstock

4.97 out of 5 average rating, 60 reviews

Rivah Retreat, HotTub~Firepit-Fishing-Deck-Private

Cabin in Edinburg

4.96 out of 5 average rating, 23 reviews

Glamp Shenandoah Valley. Stunning Tiny Home. Farm

Cottage in Woodstock

5 out of 5 average rating, 16 reviews

Shenandoah Riverfront and Mountain View Cottage #2

Quick stats about vacation rentals in Woodstock

Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in house rentals in Woodstock?
Experience the best of Woodstock with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Woodstock?
Four-legged friends are welcome in Woodstock. Choose from more than 10 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Woodstock?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Woodstock?
Woodstock has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Woodstock?
Yes! Work meets play with ease at over 10 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Woodstock have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Woodstock. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore