
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
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A Great Getaway — Foxglove Retreat
Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.
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Old Town Modern Twist! Rock n’ Roll FUN w/Parking!
Basil is your personal, 2 bedroom, Uber-stylish apartment, located in downtown Winchester with private parking! New & sparkling clean, enjoy high end finishes & creative design! Enjoy hot showers in the marble bath, sink into the shearling-covered couch relaxing in front of the new 55' smart TV, catch up with work in your private office, then walk to a great happy hour & dinner downtown! End your day cozying up in one of the two queen size, memory foam canopy beds! Basil is your perfect Airbnb!
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Stonewall Abbey Apartment
This beautifully well lit contemporary apartment is located above Stonewall Abbey Wellness in vibrant downtown Sperryville. Private entrance leads you to a gorgeous apartment with a fully supplied kitchen, warm electric fireplace and outdoor eating area (small gas grill). The space is perfect for a couple or two friends to take in our local flavors, such as hiking, mountain/gravel biking, or catching up over beverages from our local breweries and wineries. We welcome pets: $50.00 pet deposit.
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Restful Hilltop Apartment: No cleaning fees!
Our place is close to Family-friendly activities, art and culture, restaurants and dining, the mountains with scenic views and stimulating hiking trails, caverns and caves, the Shenandoah River, historical centers, parks. You’ll love our place because of the friendly people, the backyard with ponds and patios, the quiet neighborhood, the comfortable beds, the close proximity to town, and hilltop views. Our place is good for couples, solo adventurers, business travelers and families (with kids).
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Rose End
Need to social distance? Our quiet country studio is far enough from Washington DC to get away without being gone. Ideal for grabbing some space, a long run, a bike ride, or visiting local wineries. The Appalachian Trail is just a stone's throw away. We respect your privacy. No smoking is allowed and internet access is from your own hot-spot. The studio includes a satellite TV, wi-fi, refrigerator, microwave, and coffee maker. The queen-size bed and skylight make Rose End a cozy escape.
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Bee & Key—Staunton downtown
Staunton (pronounced “Stanton”) is one of the most vibrant, charming small towns you’ll find anywhere, and Bee & Key is in the center of it. This bright and stylish apartment is on the second floor of a grand 1885 home on East Beverley St. You will be half a block from the restaurants and shops of our bustling downtown, including Blackfriar’s Playhouse, the Woodrow Wilson Museum, The Shack restaurant, and Mary Baldwin University. We’re an easy walk from Staunton’s historic Amtrak station.
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Shenandoah Valley apartment with view
Looking to visit the beautiful Shenandoah Valley for a weekend or extended stay? This spacious two bedroom apartment in the small town of Broadway, VA is well stocked for your stay and offers stunning views. You will be 10 miles from Harrisonburg - home of EMU, JMU and many dining options- and close to Shenandoah National Park, hiking trails, five local caverns, vineyards and cideries, and other popular destinations. Toys, games, and books available to keep the whole family entertained!
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Parker Mountain Carriage House Near SNP, UVA & JMU
Serene country living just 12 miles to Shenandoah NP & 19 miles to UVA. 3.7 miles to Blue Ridge School. 35 miles to JMU, Harrisonburg. Enjoy beautiful mountain views, sunrises/sunsets from your own patio on 12 acres surrounded by mountains & 300 acre cattle farm. Wineries, Dining & Shopping are only minutes away. Peace & quiet, acres to explore, Parker Mountain Carriage House is above the garage, connected to the main house. We respect your privacy & are available as needed.
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Rustic River Retreat- 2 Bedroom Riverfront Lodging
Peaceful nature and fun adventures await at this riverfront ground floor retreat. Open floor plan, full kitchen, two bedroom, 1 bath. Beautiful lot right on the Shenandoah river. fishing, canoeing, kayaking or just kick back by the fire and relax. 15 minutes from Massanutten Resort, 15 minutes from Skyline Dr., the Appalachian trail and 15 seconds from the Shenandoah river. Many wineries and breweries in the vicinity. A great place to make wonderful memories. Owner on premises.
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Historic District Apartment with Modern Amenities
Our apartment is located on Main Street in the Town of Mt Jackson in the beautiful Shenandoah Valley. Close to historic towns, Civil War battlefields, wineries, breweries, distilleries & hiking trails. Access to Shenandoah National Park/Skyline Drive's Thornton Gap entry is 30 miles from the Mount Jackson apartment. Shenandoah Caverns is minutes away and Luray Caverns is less than 30 minutes away. Less than 30 minutes from JMU & EMU. Easy 4 minutes access to Interstate I-81.
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The Lodge at Turkey Creek
Your low-tech getaway awaits in the heart of the coveted Virginia Piedmont horse & wine country! Nestled in the woods at the end of a half mile private drive you will find quiet & solitude. Your tranquil sanctuary includes a charming lower level apartment and patio. Located in the midst of expansive horse farms, quaint towns, idyllic scenery, mountains and wineries. Only 40 min to Shenandoah Nat’l Park & 20 min to Sky Meadows State Park.
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Private suite close to JMU quiet neighborhood
Completely private guest suite in the highly sought after Belmont neighborhood. 3 miles from JMU. 25 minutes from Massanutten. Beautiful sunroom, king size bed, WiFi, flat screen TV with cable, Netflix, and Amazon prime. Complimentary Starbucks coffee. Off street parking for up to 2 cars, and more free parking on the street. Perfect for a weekend getaway or business travelers. Twin bed available for additional guest.
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Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

A Place to Rest
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The Loft: In Little Washington, VA
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Charming Quiet Spacious Well Furnished Closeby Apt
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Full Circle Farm Shenandoah Valley No Cleaning Fee
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Red Fox Retreat
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Boxcar Studio at The Depot - Shenandoah
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Pet-Friendly Shenandoah Mountain Retreat
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Luxury Apartment in Downtown Culpeper
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Private apartment rentals

Queen City Hideaway
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Apt near i81/hiking/wineries
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The hikers roost: Minutes from the Shenandoah
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The Storefront: Downtown Staunton + Unique Stay
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Wildflowers Artist House
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Old Town Loft In Highly Desirable Area Downtown
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Lewis Creek Loft
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Downtowner
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Apartment rentals with a hot tub

Massanutten Cozy Condo-Hot Tub&Jacuzzi, EV Charger
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Relax and restore at Mockingbird spa and retreat
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The Apartment at Dark Run Retreat
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Manor House Efficiency Suite

Massanutten Resort. 2BR/2BA Jacuzzi Water Park/Golf

Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
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Little Bit O' Heaven Retreat with HotTub
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Bali Suite
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Quick stats about apartment rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
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- Shenandoah National Park
- Luray Caverns
- Timberline Mountain
- Stone Tower Winery
- Bryce Resort
- Early Mountain Winery
- Jiffy Lube Live
- Cacapon Resort State Park
- James Madison University
- Glass House Winery
- Prince Michel Winery
- Shenandoah River Outfitters
- Hollywood Casino At Charles Town Races
- Sky Meadows State Park
- Shenandoah Caverns
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Bluemont Vineyard
- White Lotus Eco Spa Retreat
- Massanutten Indoor WaterPark
- Skyline Caverns
- James Madison's Montpelier
- Old Town Winchester Walking Mall
- Cooter's Place





