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Stephens City Vacation Rentals

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    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Stephens City vacation rentals

    1. Luxury tiny home farm stay on historic property with hot tub in Stephens City

    A hot tub in front of a wooden cabin with a tree in the background.

    2. The Queen of Winchester Three Bedroom with Upper Level Deck

    A modern kitchen with stainless steel appliances, white cabinetry, and a central island.

    3. Mountain View Bungalow in Front Royal

    A wooden deck with white railings and a covered porch area.

    4. Rosamond nice downtown studio apt

    A hallway with a wooden staircase, a hanging light fixture, and a welcome mat.

    5. Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6

    A lakeside property with a dock, a wooden deck, and a house surrounded by dense greenery.

    6. Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

    A living room with a blue sofa, a wooden coffee table, a white armchair, and a dining area with a mirror and flowers.

    7. Executive Suites

    A modern living room with a sofa, a coffee table, and a lamp. There is a kitchen area in the background with cabinets and a painting on the wall.

    8. Chalet w/Hot Tub, Deck, Game Room & EV Charger

    A modern, dark-colored triangular building with a balcony and outdoor seating area.

    9. The Stock Exchange downtown 3rd floor studio apt

    A building with a red door, white trim, and a small balcony with a metal railing.

    10. Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

    A living room with a glass-top coffee table, wicker chairs, a sofa, and a painting on the wall.

    11. Morocco Loft 2BR overlooking city walking mall

    A living room with a sofa, ottoman, lamp, and a mirror.

    12. Cameron Charmer pristine downtown apt with double master suites

    A two-story house with a front porch, a mailbox, and a number plate.

    13. Downtown Apt 3 • 2BR • Near Park & River • Private

    A sign for Shenandoah National Park's North Entrance.

    14. Downtown Apt.1 • 2BR/2BA• Near Park/River• Private

    A black door with the number 415, a window, and a hanging flower basket.

    15. Nostalgia Lane in the heart of the city

    A living room with a sofa, armchair, coffee table, and a television.

    16. Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

    A hot tub area with a view of a lake and trees, surrounded by ornate black metal railings and decorative lanterns.

    17. Downtown Apt 2 • 2BR • Near Park & River • Private

    A sign for Shenandoah National Park's North Entrance.

    18. Cozy A frame cabin in quaint Front Royal. Dog friendly

    A two-story house with a balcony, surrounded by trees and snow.

    19. A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

    A hot tub with a view of a forest and a sunset.

    20. The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

    A spacious living room with a fireplace, a dining area with a bench, and a large sliding glass door leading to an outdoor patio.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top Stephens City Hotel Reviews

    Glen Gordon Manor

    A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

    Gay Street Inn

    A table with two glasses of iced tea and a pitcher, set on a porch with a view of a green landscape and mountains.

    The Carriage Inn B&B

    A two-story house with a front porch, American flags, and a mailbox.

    Hopkins Ordinary Bed Breakfast and Ale Works

    A two-story house with a porch and a small garden area.

    Home2 Suites by Hilton Martinsburg, WV

    An outdoor patio area with a long wooden table and chairs, a red umbrella, and a grill station.

    Home2 Suites by Hilton Charles Town

    An outdoor patio area with wicker furniture, a stone fire feature, and a covered seating area with string lights.

    The George Washington Hotel, A Wyndham Grand Hotel

    A courtyard with a fountain, tables with white tablecloths, and brick buildings.

    SpringHill Suites by Marriott Winchester

    An outdoor patio with a fire feature, seating, and a covered area.

    Hampton Inn & Suites Charles Town

    A swimming pool with a metal ladder, lounge chairs, and a seating area with a view of the outdoors.

    L'Auberge Provencale Inn & Restaurant

    A covered porch with white columns, a bench, and hanging flower baskets.

    La Quinta Inn & Suites by Wyndham Winchester

    A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

    Spark by Hilton Winchester

    A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

    Hampton Inn Front Royal

    An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

    Find out more about Stephens City

    Everything you need to know about Stephens City vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stephens City vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stephens City vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Stephens City vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Stephens City. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Stephens City in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $174 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Stephens City rentals

    At Expedia, we put the best Stephens City vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Stephens City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stephens City vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stephens City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Are there vacation rentals in Stephens City?

    Yes, there are vacation rentals in Stephens City near Appleland Sports Center, or you can choose a more remote option if you're looking for a relaxing stay. Our travelers say Stephens City has a good selection of restaurants. Make sure you have time to check out the shopping and wineries during your trip.

    What are some of the best vacation rentals that Stephens City has to offer?

    Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails: Visitors like this Stephens City vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

    How many vacation rentals are there in Stephens City?

    With 5 Expedia vacation rentals, you're sure to find just the right place for your Stephens City stay.

    What’s there to see and do in Stephens City?

    While exploring the area, visit family-friendly sights like Appleland Sports Center, or get outside and enjoy nature at Shenandoah River. In the larger area, you’ll find Valerie Hill Winery and Dinosaur Land.

    What’s a vacation rental in Stephens City like?

    A vacation rental is a private property where you can stay for short or long periods in Stephens City. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.

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