Cottage vacation rentals in Woodstock

Sunrise Cottage in Wine Country

The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!

Cozy Cottage - HOT TUB | Mountain Views | Pets

Welcome to the Sunrise Cottage! Stay here if you want a secluded retreat in nature, easy access to hiking trails, gorgeous views & charming towns. Listen to the sounds of the farm animals while you relax in the hot tub or on the enclosed porch. Beautifully decorated with a fire pit and grill. Within 30 mins from all the major attractions that the Shenandoah Valley offers like Luray Caverns, Shenandoah National Park, Vineyards. Perfect retreat for some R&R away from the city! BOOKING FOR WINTER!

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Shenandoah Riverfront - Happy Peach Cottage

Come relax at The Happy Peach! Nestled at the base of the Massanutten Mountains on the North Fork of the Shenandoah River (100 feet of frontage), this cozy house is the perfect base for adventures or a restful getaway. Fishing, hiking, rafting, antique shopping, wine tasting, caverns & historic sites are some options. Our 2-bedroom house is an ideal getaway for a small group or family and only a 90-minute drive from DC. And, there's high-speed fiber optic internet for to stay connected.

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.

Lost River Dog/Bike friendly 3BR/2BA-large deck

This classic family-friendly cottage in Lost River is sure to warm your heart with 3 BD/2 full bath, fenced-in yard, heated bath floors, 9 ft ceilings and comfortable furniture provides a lodge ambiance and a wonderful place to relax. Pet friendly with large fenced in yard and a large "treehouse" deck with table, Adirondack chairs, large propane gas grill and a reverse osmosis filter at kitchen sink for the best drinking water. Bike & gravel friendly. Ask us about Lost River routes !

The Orchard Oasis: Charming & Romantic Farm Stay

Welcome to our Orchard Oasis, steps away from the Granny Smith & Gala Apple Trees at Showalter's Orchard, home of Old Hill Cidery. We built this light-filled, romantic aerie to highlight extraordinary views of The Massanutten and the Blue Ridge Mountains, The Shenandoah Valley, rows and rows of apple trees, and abundant wildlife, all from your front porch. The two-story cottage could be a base for all your Shenandoah Valley Travels or a comfortable and cozy place for your farm vacation.

Cozy Cottage/Pet Heaven

Deep breath...exhale. Looking for the perfect place to hideaway? You have found it. Enjoy big skies, picturesque landscapes, friendly farm animals and colorful sunsets. Nestled in the valley within the valley, you are surrounded by the George Washington National Forest. Offering hiking, biking, ATV trails, and so much more. Skyline Drive and Luray Caverns are just a 30 min drive. 30 minutes to shopping. Located less than 2 hours west of DC. Come see what you have been missing.

Fall foliage soon! Coffee bar, swim, fish, firepit

PET FRIENDLY Come experience Reel and Relax!! Hike, explore the trails, fish, float, go rafting, read, enjoy a fire, grill, shop/eat in super cute country towns... Whether its the river, the rolling mountains, the whispering breeze or the cozy cottage, this property offers all of the feels you are searching for without ever leaving! Every season is magical and offers its own reason to visit!!! "This place is amazing; you have literally thought of EVERYTHING! -past guest.