Vacation rentals in Jordan Springs

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...

Swim, kayak, fish, and enjoy nature on Back Creek

Classic Georgian home in the Shenandoah Valley with cherry wood floors and french chandeliers. Six acres of pristine, waterfront privacy just 20 minutes from downtown Winchester. There are 3 bedrooms (1 king bed and 2 queen beds) and 3 bathrooms. Upstairs, there is an open-concept living area with a full kitchen, pantry and laundry room. Downstairs, there is a regulation pool table, dart board, reclining sofa, and workspace with PC and printer. The front porch has a sweeping view of Back Creek.

Gaming Gazebo, Hot Tub, Sauna, Cold Plunge & Golf

The Fox Den is modern luxury in a wilderness hide away. Here, you can unwind in comfort enjoying a quiet woodland setting. Access connector trails to the Appalachian Trail from the front door. Visit historic Harpers Ferry. Tour wineries and breweries. Try your luck at the Hollywood Casino. Relax and enjoy a hot tub sunset, unwind fireside with s'mores, play board games in this cozy cabin.  The Fox Den is a retreat for the senses, and a place to make wonderful memories with family and friends.

Cameron Charmer pristine w/double master suites

Take a step into pure luxury in this newly renovated 1930's charmer in up and coming downtown area of Winchester. Owners have spared no expense to make this the kind of place where guests can come & forget about the rest of the world ! Incredible top of the line centralized dine in kitchen, wide open & inviting living areas, two master suites each with walk in closets & baths up lovely custom pine staircase. Come spoil yourself a bit at the Cameron Charmer, you are sure to enjoy your stay !

Downtowner

No hassle parking on premises and a private entrance. The "Downtowner" is a 1920's era restored home in a quiet residential section of Winchester's Historic District and just a short stroll to the downtown "pedestrian only" walking mall with restaurants, cafes, and shops. Clean and spacious, the apartment is complete with bed linens, towels, etc. and stocked with water in the fridge as well as a Keurig with coffee options, tea, hot chocolate, etc...Xfinity HDTV with voice remote control.

Cedar Hill Cottage- 3 mi to I-81 & Rt 11

Cozy, pet-friendly home on a quiet road near Winchester, Va (about 7 miles outside of the center of Winchester). Enjoy peaceful surroundings, a large porch, and a spacious yard to relax or let your pets play. Conveniently located close to shopping, restaurants, I-81, and Rt 11- the perfect blend of comfort, charm, and convenience for your stay. There is a shopping center 5 minutes away from the house. Downtown Winchester is 7 miles away & about 10-15 min drive depending where you are going.

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.

Colonial Getaway Near Old Town Historic Winchester

Colonial style home- enjoy a spacious home with large living room, dining room, kitchen, 3 bedrooms and 2.5 bathrooms. Perfect for a family or a longer stay. Just a few miles drive to Old Town Winchester which includes numerous restaurants, bars, shopping and some kind of event... like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. Near by to other scenic attractions as well- Shenandoah National Park, Luray Caverns, and Harper's Ferry!

Immerse yourself in Old Town Winchester (Apt #4)

Our loft apartment is in the heart of Old Town Winchester on the Old Town Mall. Located off of a little alley, with security lighting and motion detectors you will be staying steps away from dining, shops, and everything our community has to offer. Yet, our apartments are quiet and secure. Our building is OLD & has all of the charm that goes along with it. If you are looking for a sparkly new place, you may want to stay elsewhere, If you want clean, funky, and awesome, we are your place!

Brewhouse renovated row house steps from downtown

Situated in the heart of downtown Winchester, you'll be within walking distance of a vibrant brewery, delicious restaurants and local culture. The Brewhouse is a perfect blend of modern comfort and original architecture. Incredible care has been taken to create a vintage space and a real haven for beer lovers! Whether you are visiting for business or pleasure you will love this one of a kind spot and we look forward to ensuring that your stay is nothing short of exceptional !

Cozy 3BR Retreat w/ Patio, Fire Pit & Yard

Your cozy home away from home in Winchester! Whether you're visiting family, working nearby, exploring the Shenandoah Valley, or just looking for a relaxing getaway, this bright and welcoming home is the perfect place to unwind. Enjoy comfortable bedrooms, a fully equipped kitchen, fast WiFi, a spacious backyard with a large patio, and all the comforts of home—all in a quiet neighborhood just minutes from shopping, dining, wineries, hiking, and Old Town Winchester.

Sunrise/Sunset Views

Enjoy the Sunrise and beautiful Sunsets from this House on a hill. Located on a tranquil farm in Clear Brook, VA. Surrounded by nature in a peaceful, quiet setting. Celebrate days end while experiencing a glorious Sunset and stargazing from the spacious deck or fire pit. Perfect location in the country but close to downtown Winchester, VA. Visit Washington, DC or go tubing in Harpers Ferry, WV. Local Wineries and Breweries nearby. No pets- this is a working farm.