
Apartment holiday rentals in Woodstock
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Woodstock
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

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).

Downtown FUN! Personal Mid Century 2bd Apartment!
Welcome to Blossom! Your own, private pied-à-terre, located in Winchester's historic district, 1 block from the Old Town Walking Mall! Blossom's UBER-LUX upgrades include a fully-stocked custom kitchen, marble countertops, new stainless steel appliances, high speed internet, gleaming hardwood floors, queen size canopy beds, heavenly memory foam mattresses, 50' smart TV, all delivered with a Euro MCM flare! Blossom is ideal for a romantic getaway, smart business travel, or a quick City escape!

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.

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!

Pet-Friendly Shenandoah Mountain Retreat
Take it easy at this unique and tranquil getaway. The basement apartment (your space) was lovingly built with natural wood ceilings & modern details for a luxurious yet charming feel surrounded with mountain views. Located in the beautiful Shenandoah Valley, conveniently located 8 minutes from I-81 & a short 20 minute drive to Harrisonburg, JMU, hiking, & much more. Enjoy the pool table, shuffleboard, Connect 4, foosball table, & three surrounding TVs all to yourself! Pets are welcome!

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.

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.

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.

Full Circle Farm Shenandoah Valley No Cleaning Fee
Stay in beautiful Bentonville VA. At the foot of skyline drive and minutes from award winning wineries; near Luray Caverns and the Shenandoah River where you can canoe, raft or kayak. You’ll be on our private property and have complete privacy up the hill from our home. Full kitchen/washer/dryer/TV and WiFi. Explore and enjoy the mountains, river, trails and wine. Pets are welcome. A fee is calculated per pet. $25 per pet. NO CLEANING FEE!

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.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Lovely 1100 Sq. ft. 1 bedroom basement apartment

Apt near i81/hiking/wineries

The hikers roost: Minutes from the Shenandoah

Aron’s Place (on the edge of Sugar Bottom)

Old Town Loft In Highly Desirable Area Downtown

Rustic French Getaway •King Bed•Near Cavern

Three Sisters Farm

Slope-Side Condo, Pet Friendly w/ Fireplace &Views
Private apartment rentals

Charming riverside cottage-firepit, yard, Pets

come and stay at bird song hill

Walk to JMU & Forbes Center | Near Downtown Burg

Romantic Wine Country Suite | Polo, Hiking Retreat

Blue Bird Lane Apartment

Cozy Condo by Lake & Slopes

Main Street Comfort 2 mi. from Park/River~Lorraine

Apartment in Orange, "Farm Sweet Farm"
Apartment rentals with a hot tub

Summit Mountain Premium Townhome

Massanutten Cozy Condo-Hot Tub&Jacuzzi, EV Charger

Massanutten Resort. 2BR/2BA Jacuzzi Waterpark/Golf

Jacuzzi/2BR/Full Kit Massanutten

Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks

1 bedroom condo, sleeps 4 at massanutten

JMU/EMU Apt: 3BR Farm Stay w/ Hot Tub & Views

Mountainside Villas 2 Bedroom Townhome
Quick stats about flat rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $77 SGD 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!
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Shenandoah National Park
- Luray Caverns
- Timberline Mountain
- Stone Tower Winery
- Bryce Resort
- Early Mountain Winery
- Jiffy Lube Live
- Cacapon Resort State Park
- Prince Michel Winery
- Glass House Winery
- Shenandoah River Outfitters
- Hollywood Casino At Charles Town Races
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- James Madison University
- Shenandoah Caverns
- Massanutten Indoor WaterPark
- Sky Meadows State Park
- Skyline Caverns
- White Lotus Eco Spa Retreat
- James Madison's Montpelier
- Bluemont Vineyard
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley





