
Cottage holiday rentals in Woodstock
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Top-rated cottage rentals in Woodstock
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COZY+SEXY Private Country Escape! HOT TUB & Views~
Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

Cottage at Lost River Ridge
"This is a beautiful house and the perfect peaceful weekend getaway." -Guest With a hot tub, king beds, complimentary firewood, fully equipped kitchen, and 75-inch TV for movie night, this is the secluded mountain oasis you've been dreaming of for that much-needed getaway! When you're not roasting smores over the fire, or soaking in the hot tub, take a trip into town and experience local gems like a bustling farmer's market, tasty eateries, charming shops, and a wealth of outdoor activities!

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!
The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

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.

The Cottage at B and M Journey Farm
Take it easy at this unique and tranquil getaway. The Cottage at B and M Journey Farm is rustic and cozy and placed on a working farmette. Enjoy evening walks through pollinator spaces and the vineyard. Rise with the sunrise over New Market Gap and settle in at the fire pit overlooking the vineyard. In cooler months enjoy the cabin’s gas fireplace (if you wish). Hiking trails are nearby on New Market Mountain or the Shenandoah National Park. Food and wineries may be found within a short drive.

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.

Hidden Hideaway
Welcome to your retreat, your Hidden Hideaway. Leave the hustle and bustle of the city to relax and rejuvenate in Lost River. This luxury minimalist cabin has everything you want and need whether you are looking for a quick weekend getaway or a month-long working vacation. Immerse yourself in nature on the screened in porch, gaze into the Milky Way stars as you sit around the fire pit, or curl up with a book in the sun drenched reading nook, you will find what you need at Hidden Hideaway.

The Cottage
Need some time to refresh? Spending time in the foothills of the Skyline Drive at our cozy cottage may be for you. Well behaved dogs are welcome but not on furniture. The driveway is long and home is very secluded. Winter access will be subject to weather conditions. Driveway does not get plowed and gets rutty during rainy periods. Cell service is spotty on Browntown road. The cottage has a landline and wifi. Use your wifi calling feature for cell phone use. More info under photos.

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.

Bridge House, 10 min to Shen. Nat'l. Park
Roadside cottage remodeled in 2021, conveniently located, fully appointed, in historic 1800s ice house in the town of Elkton. Built into a massive limestone outcropping; open concept design, cathedral ceilings, 1 queen bedroom, full bath, open kitchen/living area, copper bar. Private gravel parking lot beside cottage. Steps away from the Shenandoah River, a craft brewery & eateries; 10 min. to: Skyline Drive/nat'l. park; water park/ski resort; winery. No smoking, events or pets.

Hot Tub~WiFi~Views
Escape to a charming one-bedroom Blue Horizon Cottage nestled in the serene mountains, offering breathtaking views of the Blue Ridge Mountain. Relax in the oversized hot tub on the spacious deck, surrounded by National Forrest and nature's beauty. This cozy retreat provides the perfect blend of comfort and tranquility. With easy vehicle accessibility, you can easily reach this idyllic getaway for a peaceful and rejuvenating experience.
Popular amenities for cottage rentals in Woodstock
Cottage rentals with a hot tub

Glade Cottage at White Lotus Eco Spa Retreat

Holly Tree Retreat Located In Beautiful Luray, VA.

Creekside Cottage at Shenandoah

The 3R's River, Relaxation, Retreat + hot tub

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Quaint Cottage - Wolftrap Farm (Horse neighbors)

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit

Sunrise Cottage in Wine Country
Pet-friendly cottage rentals

Lakeside Retreat! Coffee bar, fire-pit, stargaze!

Private Fenced Yard for Dogs/Horses - 2BR Cottage

The willow tree house

Quaint cottage in historical town of Paris VA!

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

The Cottage at Old Salem School

Amy's Place

Sweet Scenes Cottage
Private cottage rentals

Maple Cottage - Cheery Ridgetop Home in Mt Jackson

The Carriage House

Cozy Cottage

Adorable Country Cottage in the heart of Woodstock

Charming Country Cottage

Mountain Getaway – Hot Tub, River, Foosball & Ski

Avery Pines Cottage

Shenandoah Valley Farm Cottage
Quick stats about cottage rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $164 SGD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

5 Average rating
Woodstock stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
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- Shenandoah National Park
- Timberline Mountain
- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Early Mountain Winery
- Cacapon Resort State Park
- Prince Michel Winery
- Glass House Winery
- Shenandoah River Outfitters
- Sky Meadows State Park
- James Madison University
- Jiffy Lube Live
- White Lotus Eco Spa Retreat
- Cooter's Place
- Grand Caverns
- Museum of the Shenandoah Valley
- Old Town Winchester Walking Mall
- Bluemont Vineyard
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Madison's Montpelier
- Massanutten Indoor WaterPark
- Skyline Caverns
- Hollywood Casino At Charles Town Races




