Holiday rentals in Toms Brook

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...

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.

Whispering Winds, 90 min DC, Starlink, EV port

Whispering Winds Vacation Rental New home 2017 with king bed EV charger Small pets only Starlink Internet available for working remotely, speed up to 100 mbs This beautiful vacation home located in the private gated community of River Oak is 90 minutes from Washington DC, nestled between the George Washington National Forest and Shenandoah National Park just above the South Fork of the Shenandoah River. Home with private 3.5 acre lot, minutes from Washington, DC, close to Front Royal.

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.

Little Green Cabin on the River

The Little Green Cabin is a beautifully renovated riverfront retreat nestled along one of the Seven Bends of the Shenandoah River between Strasburg and Woodstock—the perfect escape to relax, unwind, and enjoy the outdoors. INSIDE: Full kitchen, 4 beds, cozy furnishings, electric fireplace, Wi-Fi, and oversized windows and doors with plenty of natural light. OUTSIDE: Large screened-in deck, private river access, 2 fire pits, grill, picnic table, hammock, swing set, and horseshoe pit.

The Bear Den - Mountain Cabin w/ Spectacular Views

4WD/AWD REQUIRED!! Secluded and cozy cabin overlooking the Shenandoah River and bordering the George Washington National Forest. The 750 sq ft cabin features a wood fireplace, wrap around deck, screened in porch, outdoor fire pit, and hot tub. The cabin is a hiker’s dream with a private access trail leading to the Massanutten Circuit Trail. Guests can also enjoy access to the Shenandoah River. **Please Note: Driveway is Steep -- AWD/4WD REQUIRED at all times.”

Cabin With Wood Burning Hot Tub

Escape to our modern cabin on 12 private acres. Unwind in the wood-burning hot tub, embracing the surroundings and stars at night. With a contemporary design and natural light, this retreat blends with nature. Explore private trails throughout the property, enjoying nature and the fresh air. Inside, find comfort in the fully equipped kitchen and cozy living area. Perfect for a peaceful getaway, our secluded home provides privacy and relaxation.

Riverfront A-Frame Cabin / Hot Tub / Fast-WiFi

Enjoy the beautiful country scenery on the drive down to this A-frame cabin. The adventure begins as you get near, you approach a small bridge that crosses the river, followed by a few minutes of gravel road. ✔ Hot Tub! ✔ Riverfront/easy access! ✔ Hammock! ✔ Large Deck with River View! ✔ Shed Game Room! ✔ Steady FAST WiFi/Work Remotely! ✔ 2 TVs with Netflix and YouTube TV for live cable TV ✔ Fully stocked kitchen (but no dishwasher)

Studio along i81: Near Wine, Beer, Hiking & Nature

Enjoy recently renovated detached studio guest‑suite in beautiful Shenandoah County—perfect for a peaceful getaway with quick access to I‑81. Inside, you’ll find a queen‑size bed, a butcher‑block bar for meals or work, and a smart AC unit that’s the quietest on the market. Your entertainment will be hassle‑free with a TV (Netflix & cast support), and you’ll have a full guest‑suite and yard (≈1 acre) to call your own.

Starlight Farmhouse | Dog-Friendly + Mountain View

Starlight Farmhouse is a dog-friendly escape with a large fenced yard, sweeping farm-and-mountain views, and some of the darkest skies in the Shenandoah Valley. One of the valley's original farmhouses, it pairs real history with everyday comfort. Unwind by the fire pit, sway in the hammock, or catch the sunset from the porch — with hiking, ATV trails, and Skyline Drive close by, and Luray Caverns an easy day trip.

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Cedar River Retreat~ River Access~Hot Tub~King Bed

Gorgeous log cabin nestled in the forest with lovely river access within the community. Soak in serenity, visit nearby wineries, go antiquing and of course canoe, kayak, or float down the river, or simply sit on the bank and listen to the water rush by. Walk through our wooded lot and you will see deer, squirrels, and Willy, our resident grandaddy groundhog (he loves apples if you want to bring him a treat.)