
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
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The Studio at Dark Run Retreat
Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

Old Town 1920s Gas Station with Hot Tub
1920s Refurbished Gas Station with hot tub repurposed into a beautiful luxury apartment. Private parking/EV charging, private hot tub, full kitchen, custom rain shower, high speed wifi and smart TV. There is plenty of light with frosted garaged doors, all modern appliances, laundry and coffee nook in an open living design. Be a part of Old Town Winchester in this unique getaway, walking distance to shops, downtown eateries and our neighborhood Pizzoco Pizza Parlor one block away. Pets welcome!

Old Town Loft In Highly Desirable Area Downtown
Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.

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.

Spacious and bright 1 bedroom apartment near EMU
Spacious, 1 BR, walk-out basement apt on the lower level of our home. Private entrance and driveway. Located in the quiet Park View neighborhood north of Eastern Mennonite University, and just a few miles from JMU, a 15 minute drive to Bridgewater College, and a 30 minute drive to Shenandoah National Park. It features an open living/dining/kitchen (stocked with essentials), large bedroom, and full bath with washer and dryer. Guest use of the covered patio is encouraged. *no cleaning fee!

Boxcar Studio at The Depot - Shenandoah
Enjoy a relaxing stay at this intimate, modern space. Recently restored, this quaint studio apartment is about 2 hours from Washington, DC, located in The Depot in Shenandoah. Beautiful natural landscapes and historic treasures wait to be discovered in the beautiful surrounding Shenandoah Valley. Walking distance to Shenandoah River and centrally located between the two National Park entrances. Perfect for a Massanutten getaway and just a short distance away from Downtown Harrisonburg!

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!

Relax and restore at Mockingbird spa and retreat
Come and breathe in the sweet fresh mountain air. Take a step back in time to a slower, more peaceful pace of life. We are exactly what you need when you want to unwind. Relax, Rejuvenate and Restore your Body, Mind and Soul at Mockingbird Mountain Spa and Retreat. Enjoy our unique architecture. 25 mins to Thornton Gap entrance of SNPark. Make sure to read all of the information on our listing to make sure that we are the perfect fit for your stay. Quiet hours are from 10pm to 8am.

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.

Travelers Nook - close to downtown
The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

Comfy, Well Furnished, Skiing, Shenandoah Closeby
Just 13 miles from Massanutten Ski Resort, 20 miles to Shenandoah National Park, and close to JMU, EMU, Sentara Medical Center & shopping. Relax and refresh in a spacious home-like atmosphere with a living room, well-stocked kitchen, study area, laundry, bedroom with a walk-in closet, and many amenities. Treat yourself to this fully furnished, clean and quiet apartment with breakfast items provided to start your day.

Walker's dream. Close to downtown.
Centrally located near the library, Gypsy Hill Park, and downtown Staunton, our private, walkout basement apartment has individually controlled heating and air conditioning. It includes a brick patio, private rear entrance and historic details from the late 1800's. It is generally quiet, but you may sometimes hear the two adults upstairs. Come enjoy this peaceful and centrally-located space.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Apt near i81/hiking/wineries

The Loft: In Little Washington, VA

A Place to Rest

The Storefront: Downtown Staunton + Unique Stay

Rustic River Retreat- 2 Bedroom Riverfront Lodging

Dog-Friendly Downtown Studio — Walk to Park&Shops

Easy like a Sunday Morning 1 BR apt great location

Lewis Creek Loft
Private apartment rentals

Lovely 1100 Sq. ft. 1 bedroom basement apartment

Modern Bright Private Basement Apartment Culpeper

Private Apt on Quiet Cul-de-sac

Newtown Cozy Cottage Basement

Parker Mountain Carriage House Near SNP, UVA & JMU

Blue Bird Lane Apartment

Cozy Condo by Lake & Slopes

New - The Skyline Flat
Apartment rentals with a hot tub

Massanutten Cozy Apartment with Hot Tub & Jacuzzi

Manor House Efficiency Suite

Hot Tub/2BR/Full Massanutten Kit

Blue Skies & Mountain Views w/ Hot Tub - 2 bdrm

2 BR, Chalet High Resort

LABOR DAY Getaway 3Bd Massanutten Condo - 40% OFF

1 bedroom condo, sleeps 4 at massanutten

Wine Country Apartment
Quick stats about flat rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 630 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
- Timberline Mountain
- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Early Mountain Winery
- Cacapon Resort State Park
- Prince Michel Winery
- Glass House Winery
- Shenandoah River Outfitters
- Sky Meadows State Park
- James Madison University
- Jiffy Lube Live
- White Lotus Eco Spa Retreat
- Cooter's Place
- Grand Caverns
- Museum of the Shenandoah Valley
- Old Town Winchester Walking Mall
- Bluemont Vineyard
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Madison's Montpelier
- Massanutten Indoor WaterPark
- Skyline Caverns
- Hollywood Casino At Charles Town Races




