Vacation rentals in Woodstock

5 out of 5 average rating, 107 reviews

The cabin is nestled among tall trees, supported by stilts. Its architecture features a combination of dark siding and wooden beams, with a spacious deck visible, furnished with outdoor seating. Natural greenery surrounds the structure, creating a peaceful atmosphere.

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.

4.95 out of 5 average rating, 434 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, 119 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!

4.95 out of 5 average rating, 108 reviews

Two black Adirondack chairs are positioned on a grassy area next to the river, offering serene views of the water and surrounding trees. Gentle sunlight filters through the leaves, creating a peaceful atmosphere for relaxation.

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, 413 reviews

A two-story countryside residence is surrounded by lush greenery, featuring a welcoming front porch with white railings. A well-maintained lawn extends outdoors, providing a serene atmosphere. Tall trees shade the home, creating a tranquil setting.

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, 558 reviews

A welcoming single-story house is shown, featuring a front yard with neatly arranged shrubs and flowers. A pathway leads to the entrance, which is flanked by potted plants. A carport is visible on one side, providing covered parking.

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.

4.97 out of 5 average rating, 152 reviews

A cozy living area features a day bed adorned with decorative pillows, complemented by a large area rug. A small dining table for two is positioned nearby, with a light source illuminating the space. Decorative wall art and a window dressed with curtains add to the charm.

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!!

4.98 out of 5 average rating, 382 reviews

The exterior view of the cottage features a walkway leading to a white door, flanked by climbing roses and hanging flower pots. A small outdoor table and chairs are set on the gravel, inviting guests to enjoy the pleasant surroundings.

Guesthouse in New Market

Stay in a piece of history! Private Entire Cottage

Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

An aerial view captures the charming residential area, showcasing a row of 19th-century homes with distinctive metal roofs. The foreground displays a tree-lined street, leading to nearby historic sites, restaurants, and shops, all within a block's distance.

4.99 out of 5 average rating, 122 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.

4.87 out of 5 average rating, 312 reviews

An outdoor seating area is showcased, featuring two rod iron chairs positioned around a small round table. The scene is framed by vibrant autumn leaves, with a carpet of fallen leaves on the ground, creating a serene garden setting.

Guest suite in Woodstock

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

4.85 out of 5 average rating, 273 reviews

A bright studio space features a queen size bed adorned with white linens. A TV mounted on the wall is visible, along with an air conditioning unit positioned by the window. A compact kitchen area is present, highlighted by a green bar and coffee station. Two chairs and natural light contribute to the inviting ambiance.

Guesthouse in Maurertown

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.

4.95 out of 5 average rating, 125 reviews

A cozy living room features a comfortable green sofa complemented by red chairs. Soft lighting is provided by table lamps on either side. Two windows allow natural light to fill the space, while decorative artwork and a clock enhance the inviting atmosphere.

Home in Edinburg

The Cozy Cottage-2 mins to I-81

Kick back and relax in this calm, stylish cottage. Welcome to "The Cozy Cottage". Escape the mundane and embark on outdoor adventures like fishing, hiking, rock climbing, zip-lining, history, wineries, breweries, antiquing and more from this vacation Cozy Cottage just 2 miles from I-81. We are located in Edinburg, Virginia. This 2-bedroom, 1-bathroom house offers all the modern amenities of home in a cottage-inspired living space.

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Popular amenities for Woodstock vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Woodstock

The modern farmhouse features a blue exterior with a red metal roof. A welcoming wrap-around porch offers ample seating. Surrounding the house is a neatly maintained lawn with landscaped areas. A shaded outdoor dining space is visible, along with a fenced yard providing privacy.

4.98 out of 5 average rating, 88 reviews

Fully fenced modern farmhouse in Shenandoah Valley

A charming cabin nestled among trees features a brick chimney and a flagpole displaying the American flag. Surrounding the cabin are blooming white flowers and a well-kept grassy area, providing a serene backdrop. The peaceful outdoor setting is complemented by the nearby river.

4.95 out of 5 average rating, 43 reviews

10-7

A charming historic house is presented, featuring a front porch with a railing and flag. The entrance is framed by large windows and greenery. A well-maintained lawn with small shrubs and a stone pathway leads to the front steps, inviting guests to explore the property.

5 out of 5 average rating, 15 reviews

The historic and charming Nicodemus House

A serene cabin is set within a natural landscape of trees and gently rolling hills. A gravel pathway leads to the home, showcasing a simple exterior with a sloped roof and several windows. The sky transitions into soft hues of dusk, enhancing the peaceful setting.

4.88 out of 5 average rating, 24 reviews

Escape to the Shenandoah River

4.95 out of 5 average rating, 44 reviews

A modern cabin is viewed amid tall green trees, featuring a distinctive angular design. Large windows create a seamless connection with the natural surroundings. A covered deck is furnished with outdoor chairs, providing a comfortable space for relaxation.

Cabin in Culpeper

Campo Cibola - Breeze

The charming two-story retreat showcases a modern design with a light-colored exterior and a welcoming front porch. Surrounding landscaping features maintained grass and a backdrop of trees. The entrance is accented by stairs leading up to a sizable front door.

4.94 out of 5 average rating, 32 reviews

The Wayfarer: 4BR, Pets, Park, Vineyard & River

5 out of 5 average rating, 19 reviews

A charming country cottage is surrounded by lush greenery and trees, with a screen porch inviting relaxation. The spacious yard features a mix of wildflowers and tall grass, while rolling hills in the background create a serene and tranquil setting.

Home in Fort Valley

Country Cottage on Passage Creek