Holiday rentals in Woodstock

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Top-rated holiday rentals in Woodstock

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Guest favourite

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 favourite

Guest suite in Woodstock

4.96 out of 5 average rating, 367 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.

Guest favourite

Home in Edinburg

4.98 out of 5 average rating, 366 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.

Guest favourite

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.

Guest favourite

Guest house in Woodstock

4.96 out of 5 average rating, 114 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!!

Guest favourite

Home in Woodstock

4.96 out of 5 average rating, 106 reviews

Riverfront Retreat on 14 Acres

All-season escape at this amazing country getaway. Whether you are relaxing on the decks and taking in the beauty of the Blue Ridge while enjoying a bottle of wine from the neighboring vineyard (open all year), kayaking on the Shenandoah River, enjoying the fire pit and hot tub, playing pool and ping pong, or simply relaxing inside this spacious and modern home, this beautiful property will not cease to amaze. ***This home is not available for weddings, retreats, or receptions***

Guest favourite

Cabin in Mount Jackson

4.98 out of 5 average rating, 129 reviews

Piney Mountain Cabin - Shenandoah & Bryce Resort

Enjoy the serenity of the Shenandoah mountains in this cozy, well-appointed cabin. Located in the Basye area, we are 10 mins from Bryce Ski Resort and several Virginia vineyards. Recently updated, the cabin is a reclusive escape for your next mountain getaway. After a fun day outdoors, enjoy reading by the wood stove, streaming a movie in the loft or roasting marshmallows in the outdoor fire pit. This cabin has all the creature comforts to make your next vacation extra special.

Guest favourite

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

Guest favourite

Home in Edinburg

4.95 out of 5 average rating, 172 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.

Guest favourite

Home in Woodstock

4.93 out of 5 average rating, 118 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.

Guest favourite

Cabin in Lost River

4.96 out of 5 average rating, 148 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!

Superhost

Guest house in Maurertown

4.85 out of 5 average rating, 217 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.