Holiday houses in Shenandoah County

Luxury Mountain Estate- Sauna, Game Room, 3 Suites

Welcome to Millstone Chalet, a luxury mountain retreat designed for gathering, relaxing, and reconnecting. Nestled on 30 private acres in Virginia's Shenandoah Valley, this secluded escape is perfect for family vacations, couples' getaways, and friends seeking adventure and tranquility. Explore nearby trails, wineries, horseback riding, and fishing. As evening falls, gather around the firepit, enjoy the serenity of the mountains, and experience unforgettable stargazing beneath clear, dark skies.

Family · Location · Sleep quality

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. Please be sure to read “Other things to note.”

Family · Location · Biking

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.

Value · Location · Checkout

Shenandoah Riverfront and Mountain View Cottage

The Misty River Cottage is located on one of the seven bends of the Shenandoah River and at the base of the Massanutten Mountain. It was designed, built and furnished with the goal of being one of the nicest options in the Shenandoah Valley. With views of the river and mountains from every room. Ensuite bathrooms in each of the two bedrooms. A custom built bunk bed for larger groups. Heated floors, spectacular outdoor space and direct river access all within a short drive to Woodstock.

Family · Location · Cleanliness

Serendipity Lane Retreat; hot tub, vineyard, river

Welcome to Serendipity Lane Retreat. Perched in the scenic Shenandoah Valley, our cozy retreat boasts unparalleled views of lush grapevines and the rolling peaks of the surrounding mountains. Situated beside the picturesque Shenandoah River and adjacent to the renowned Muse Winery, guests can savor the finest wines mere steps from their doorstep. Whether you're seeking a romantic getaway or an adventurous escape, Serendipity Lane Retreat offers the perfect blend of serenity and excitement.

Family · Location · View

Poplar Perch - Modern Cabin, Sauna, Fireplace

Enjoy peaceful days and cozy nights in this modern log cabin perched on a wooded hillside in the beautiful George Washington National Forest. Relax with a drink on the screened-in porch, curl up by a fire in the stone fireplace, or sit on the sprawling deck and breathe in the woods. This cabin has everything you need to relax and enjoy the woods - WiFi, King bed, two TVs, DVDs, Roku, infrared sauna, gas grill, firepit, and a well-stocked kitchen. ***Check weeknights for lower prices!***

Family · Value · Long stay

1 Block to Downtown | Historic 3BR Home

Stay in a beautifully restored 19th‑century home in the heart of downtown Woodstock. Just steps from restaurants, shops, and historic sites. This pet‑friendly 3BR, 2.5‑bath retreat sleeps 6 and is thoughtfully equipped with spacious living areas, a fully stocked kitchen, comfortable beds, fluffy towels, and a dedicated office with strong Wi‑Fi for workcations. Ideal for wedding weekends, family visits, or exploring the Shenandoah Valley’s wineries, trails, river, and mountain views.

Family · Value · Checkout

Tangled Up in Blue: TOP 1%, Hot Tub, Firepit, View

Enjoy the impressive view from this modern, stylish, cozy cabin on Massanutten Mountain in Luray. Nestled on over an acre of land backing to the George Washington National Forest, this retreat for two people with a hot tub, firepit and screened-in porch offers a quiet haven surrounded by trees, nature and views of the majestic Blue Ridge Mountains. The cabin delivers room to relax and recharge, while still being close to Luray attractions, Shenandoah National Park and Skyline Drive.

Location · Family · Sleep quality

LUXURY*Dogs OK*Sauna*Fire Pit*Game Room*Bocce

Welcome to @willowridge_va. Discover the perfect mountain escape at this modern 4BR/2BA cabin near Bryce Resort in Mount Jackson, VA! Kick back in the hot tub, unwind in the barrel sauna, gather around the firepit, or get competitive in the game room and on the bocce court. With sleek design and cozy touches, this brand-new cabin is made for adventure, connection, and pure relaxation. It is just minutes from skiing, hiking, and year-round fun at Bryce Mountain!

Family · Location · Barbecue

A-Frame Cabin Escape in GW Natl Forest Lost River

Nestled in the wooded hillsides of the George Washington National Forest just outside Wardensville in the Lost River area, Santi's Lost Stream provides a serene retreat from the stresses of urban life and is the perfect base to enjoy all the area has to offer from hiking to cycling, and more. And blazing-fast fiber internet to help you stay connected. Booked for your dates? Check out our cousin cabin High View Hideaway just a few miles away (Property# 39899541).

Family · Value · Checkout

Grist Mill Cabin - Hot tub! Waterwheel! Creek!

Hot tub AND the waterwheel turns! Cozy romantic couple's getaway repurposed from an historic 18th century gristmill. Great for college parents weekend. Perfect for a honeymoon or babymoon! Covered deck overlooks the picturesque mill, providing relaxing sounds from the creek and waterwheel. The "ghost village" of Moore's Store is now surrounded by orchards and farms. Private yet convenient to wineries, breweries, ski resorts, hiking, caverns and rope adventures.

Family · Value · Air conditioning

The Cozy Cottage-King Bed-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.

Value · Family · Biking