Vacation 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...

Little Green Cabin on the River

The Little Green Cabin is a newly renovated cabin nestled on one of the Seven Bends of the Shenandoah River, between Strasburg and Woodstock—an escape from the city—a quiet oasis to enjoy the outdoors and just take it easy. INSIDE: Full kitchen, 4 beds, comfortable furnishings, electric fireplace, wi-fi, enormous windows & doors offering an abundance of natural light. OUTSIDE: Large screened in deck, private access on/off river, 2 fire pits, grill, picnic table, hammock, swing, horseshoe pit.

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.

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.

New! 30 mins to SNP! Water views! So cozy! - RR

★Beautiful setting only 30 mins from the Park ★Cabin built 2023 ★Hot tub and deck w/ lake view (no water access) ★Sleeps 4 (2 more children with sofa + foldable mattress ok) ★Outdoor area w/ views ★Fire pit ★Fireplace (electric) ★Walk to river & Shenandoah Outfitters-rafting, kayaking, boating, fishing ★Smart TVs ★Games ★Reliable WiFi ★Use your own streaming ★Dining area for 4 ★Stylish & upscale ★8 minutes to Bixler's Ferry Boat Launch ★20 mins - Luray ★30 mins - Shenandoah National Park

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.

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.

Ascent at Lost River (cozy cabin with views)

Kick back and relax in this calm, mountain ridge retreat in the wild and wonderful state of West Virginia. From sunrise to sunset, you will have views of the mountains and peaceful quiet time to chill on the porch or by the fire. Enjoy the entire house and exploring the national parks in the area. Check out the cabin on IG at ascentatlostriver to see more photos of Ascent and local recommendations for delicious eats and fun activities.

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.

Shenandoah Valley Vista: Mountain Home (Lvl2 EV)

⛰️ Welcome to our family’s beautiful Shenandoah Valley Vista, where mountain sunrises and sunsets paint the sky! Just 90 minutes from DC, enjoy our modern, cozy home perched atop three acres. 🍷 Relax on our deck with a glass of wine as you overlook mountains and farms. After enjoying hiking trails or exploring Virginia's first designated wine region, roast marshmallows in our fire pit or relax in the hammock. 

Sugar Maple Chalet - 67-Acre Farm

✔ Rustic Luxury: Cozy wood interiors, modern comforts, and charming decor. ✔ 67 Acres of Beauty: Private walking trails and historic outbuildings nestled in pristine nature. ✔ Stunning Views: Panoramic landscapes by day, stargazing by night. ✔ Modern Comforts: Well-appointed kitchen, high-speed Wi-Fi, and more. ✔ Outdoor Clawfoot Tub with shower: Relax under a maple tree—pure serenity when weather permits.