Cabin vacation rentals in Winchester

Riverhouse, HOT TUB Mid Century COZY RIVER Escape!

~Break FREE and lift your soul at Riverhouse! Sleeps 5 and only a 60 min drive from Washington, DC and NOVA! Picture HOT TUB relaxation with FRONT ROW RIVER VIEWS, serene privacy, and an eclectic, unforgettable vintage vibes~ Whether relaxing on your private deck or in the NEW hot tub, let the river carry your worries away and the fresh air bring you back to life! To energize, decompress, release your inner creativity, or fall in love ~for the first time or over again, choose Riverhouse!

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

The Nest: Modern Cabin Retreat on 5 Wooded Acres

Welcome to The Nest, a light‑filled, chalet‑style cabin tucked into 5 wooded acres. A short drive from Berkeley Springs, Harpers Ferry, and Cacapon State Park, it’s your base for hot springs, hiking, trails, and small‑town restaurants. By day, explore paths, wineries, and historic main streets. By night, come “home” to star‑studded skies, mountain views, and wildlife. With fast Wi‑Fi, a workspace, and a fully stocked kitchen, The Nest is perfect for families, couples, and remote workers.

The Honeymoon Cabin | Private Retreat w/ hot tub

Escape to one of Front Royal's hidden gems, "The Honeymoon Cabin" offers couples & more the opportunity to retreat and sit among the stars overlooking the community's "Lake of Clouds". Whether a romantic getaway, solo adventure, or gathering of friends, you'll find relaxation among the stars over distance towns or the outline of mountains across the Shenandoah Valley. *Romantic decor including fresh flowers, balloons, bubbly, chocolate, and mood lighting is available on request for $299.

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!***

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Foxtrot Mokki | Secluded Getaway 2 Hours from DC

Welcome to The Foxtrot Mokki—a Nordic-inspired retreat just two hours from DC and Baltimore. Solitude is signature. Nestled on seven secluded acres with rain-fed streams, our cozy cabin is designed for tranquility and connection with nature. Located between Old Town Winchester, VA, and Berkeley Springs, WV, it's the perfect outpost for exploring the Northern Shenandoah Valley—from charming towns to scenic hikes and wineries.

Far View Shenandoah | Hot Tub + Movie & Game Room

Discover Far View Shenandoah, a private cabin reimagined from one of the area's original hunting cabins for rest and reconnection. Panoramic views stretch for miles, mornings unfold on the screened porch, and evenings end in the private hot tub under a sky full of stars. Inside, a lower-level movie and game room gives groups room to gather, while a fully stocked kitchen and fast WiFi make it easy to settle in and stay awhile.

Mountain Top Cabin

Sit for a spell around the campfire or catch your breath on the deck, we’re sure you’ll fall in love. Located on the top of the mountain, you'll have beautiful views of sunrise and sunset. We have a peaceful location where you can bird watch and see wildlife and Mother Nature in her glory. There is a beach at the swimming pond and a stocked fishing pond available to use so bring your beach chair and fishing gear.

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.