Woodstock vacation rentals

5 out of 5 average rating, 99 reviews

A modern cabin is nestled among tall trees, showcasing a dark exterior and a sloped roof with skylights. The structure features elevated decking and steps leading to the entrance, surrounded by lush greenery in a tranquil, wooded setting.

Cabin in Woodstock

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

4.99 out of 5 average rating, 163 reviews

A clean and modern half bathroom is presented, featuring a wall-mounted sink with a sleek faucet. The space is accented by a wood-paneled ceiling and hexagonal black floor tiles. A toilet is situated adjacent to the sink, with black fixtures enhancing the overall aesthetic.

Cabin in Maurertown

Little Green Cabin on the River

The Little Green Cabin is a newly renovated cabin nestled on one of the Seven Bends of the Shenandoah River, between Strasburg and Woodstock—an escape from the city—a quiet oasis to enjoy the outdoors and just take it easy. INSIDE: Full kitchen, 4 beds, comfortable furnishings, electric fireplace, wi-fi, enormous windows & doors offering an abundance of natural light. OUTSIDE: Large screened in deck, private access on/off river, 2 fire pits, grill, picnic table, hammock, swing, horseshoe pit.

4.95 out of 5 average rating, 412 reviews

The covered patio features two comfortable sofas and a dining table, all arranged around a central gas fire table. The surrounding landscape offers expansive views of the mountains, complemented by a soft sunset sky.

Guest suite in Woodstock

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.

A spacious backyard is captured at dusk, featuring a wooden deck with comfortable seating underneath warm string lights. The fully fenced yard showcases a well-maintained lawn, and the renovated farmhouse glows in the background, highlighting its inviting atmosphere.

4.98 out of 5 average rating, 113 reviews

Peaceful Valley Farmhouse; Mountain View, King Bed

Our 1922 Peaceful Valley Farmhouse is in the heart of Woodstock. It is a completely renovated home that provides numerous modern amenities, vintage elegance & charm, indoor/outdoor living and exceptional comfort. Within walking distance to town, you can take advantage of quaint restaurants and shops and lots of history. Nearby is the Shenandoah River, mountain ranges & trails, historic battlefields & museums, award-winning wineries & breweries, antique emporiums and year-round activities!

4.97 out of 5 average rating, 103 reviews

Cabin in Woodstock

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

Rivah Retreat is a one-of-a-kind luxury getaway tucked away on the pristine North Fork of the Shenandoah River. An expansive retreat and custom cabin spread over six acres of riverfront property located just 90 minutes from the White House. With a top-notch structure, modern amenities, hot tub, gas fireplace, spacious elevated deck, board games, movies, and so much more! Enjoy fly fishing from the private riverbank, quiet walks, abundant wildlife, smores at the outdoor firepit and relaxing.

4.99 out of 5 average rating, 405 reviews

The countryside residence stands illuminated against a twilight sky, with soft lights highlighting the porch and welcoming entryway. Lush greenery surrounds the home, and tall trees frame the setting, enhancing the serene atmosphere of this inviting retreat.

Home in Edinburg

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.

4.97 out of 5 average rating, 528 reviews

A sunroom features white wicker seating with decorative cushions, paired with a round, textured table. A cozy throw blanket is draped over one chair. Soft natural light filters through surrounding windows, enhancing the serene atmosphere of the space.

Home in Edinburg

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.

4.96 out of 5 average rating, 142 reviews

A narrow wooden suspension bridge spans a calm river, flanked by lush green foliage. The bridge is supported by sturdy cables, leading to a distant structure surrounded by trees. Soft clouds are visible in the overcast sky above.

Guesthouse in Woodstock

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, 298 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

4.95 out of 5 average rating, 200 reviews

A charming cottage features a welcoming front porch with white rocking chairs set against a backdrop of lush green grass and neatly trimmed hedges. Soft light illuminates the windows as trees frame the home, creating a serene evening atmosphere.

Home in Edinburg

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.

5 out of 5 average rating, 115 reviews

Historic Charm meets Modern Luxury @OnCloudWineVA

Experience the charm of Woodstock, VA at On Cloud Wine a spacious, pet-friendly 19th-century gem just steps from history, restaurants, shops, cafes, and a movie theater. This 3 bedroom, 2.5 bath home features generous living space, a stylish bar room, full kitchen, and a remote work-ready office perfect for longer stays. Minutes from wineries, hiking, fishing, and Shenandoah River adventures. Comfort, character, and convenience all in one unforgettable getaway.

Superhost

A collection of personal care items is displayed. Three small tubes labeled 'Shampoo,' 'Conditioner,' and 'Body Wash' are arranged in soft blue packaging. A round black dish contains a bar of 'Tropical Waterfall' face and body soap, showcasing a creamy color with simple branding.

Guesthouse in Maurertown

4.85 out of 5 average rating, 258 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.

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Popular amenities for Woodstock vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Woodstock

A hot tub is situated on a grassy area, with water bubbling gently. In the background, green rolling hills extend under a partly cloudy sky, along with a flagpole displaying an American flag. The tranquil landscape features scattered trees and a peaceful atmosphere.

4.94 out of 5 average rating, 71 reviews

Book your stay at Sue's Place! Hot tub with views!

Three wooden Adirondack chairs surround a stone fire pit, set on a well-maintained lawn. The grassy area offers an open view of the surrounding trees and distant mountains, creating a serene outdoor space for relaxation.

4.98 out of 5 average rating, 87 reviews

Fully fenced modern farmhouse in Shenandoah Valley

A historic courthouse building is featured, with a white facade and a prominent cupola. A well-manicured flower bed filled with colorful blooms sits in the foreground, accentuating the brick-paved intersection. Lush trees line the surrounding area, creating a welcoming community atmosphere.

5 out of 5 average rating, 24 reviews

Dog-friendly historic home

4.95 out of 5 average rating, 39 reviews

10-7

4.97 out of 5 average rating, 37 reviews

A patio area features a round table with two metal chairs, set with a wooden cutting board displaying snacks and two glasses of red liquid. A charcoal grill stands nearby, with a natural landscape of grass and trees providing a calming backdrop.

Cabin in Strasburg

A Cabin Hideway

A covered porch features a welcome mat at the entrance and small potted trees beside it. A red door adds a pop of color, while black chairs and a table create a seating area. The wooden flooring is painted in a muted tone.

5 out of 5 average rating, 11 reviews

The historic and charming Nicodemus House

4.97 out of 5 average rating, 30 reviews

A sleek coffee maker is positioned on a speckled granite countertop. A distinctive mug designed to resemble a vintage Volkswagen bus is placed beneath the brewing area, ready to be filled. The backdrop features a calming turquoise wall.

Guesthouse in Woodstock

The Woodstock (VA) Hippie House

A stone fire pit with a vibrant flame burns brightly, surrounded by a gravel area. A single black Adirondack chair is positioned nearby, offering a cozy spot to relax. The natural landscape features trees in the background, with a glimpse of a serene river visible.