Woodstock vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Woodstock

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Quicksburg

4.99 out of 5 average rating, 174 reviews

Finn's Frolic-The place- relax, stay, or explore!

Finn's Frolic is our charming, new country tiny home. Less than 2 hours DC, Charlottesville. Beautiful farm, mountain views, deck, fire pit, charcoal grill, much more. Landscaping is in the works ! Kitchen is fully equipped, vintage & new dinner wear. Living room has an electric fireplace, huge picture window, comfy love seat. The bedroom is up traditional stairs: loft bedroom, 7 foot sloped ceiling. Great place to relax, base for visits to local wineries, attractions! Perfectly imperfect!

May 28 – Jun 4

R1,582 ZAR per night
Guest favorite

Home in Edinburg

4.98 out of 5 average rating, 349 reviews

Jay Birds Nest - Pet Friendly

Welcome to Jay Birds nest, located in the historic town of Edinburg, Virginia. Just 1.5 miles from I-81. Fully equipped with all the comforts of home and gorgeous mountain views. Enjoy having the entire house to yourself with sleeping for 6 with one queen bedroom and 2 double bedrooms and one full bath. Plenty of parking with room for two cars, one under a car port. Have your morning coffee in the relaxing sunroom or in the outdoor seating area. Just a quick walk away from the Shenandoah River.

Jan 18 – 25

R1,982 ZAR per night
Guest favorite

Cabin in Lost City

4.97 out of 5 average rating, 245 reviews

High View Hideaway - A Cozy Lost River Cabin

Nestled in the wooded hillsides of the GW National Forest, The Hideaway provides a retreat from the stresses of urban life and is the perfect base to enjoy all the Lost River area has to offer - hiking and fishing, cycling, and more. And blazing fast internet let's you work from here if you need. Completely refreshed in 2019, this cozy cabin offers a large queen bedroom and an open living/dining area, updated kitchen, large deck, and screened-in porch for taking in nature's sights and sounds.

Jun 17 – 24

R1,854 ZAR per night

Popular amenities for Woodstock vacation rentals

Stay near Woodstock's top sights

Cracker Barrel Old Country Store15 locals recommend
Walmart Supercenter14 locals recommend
Woodstock Brewhouse81 locals recommend
Las Trancas17 locals recommend
Woodstock Cafe61 locals recommend
Seven Bends State Park30 locals recommend

Other great vacation rentals in Woodstock

Guest favorite

Guesthouse in New Market

4.99 out of 5 average rating, 168 reviews

Stay in a piece of history! Private Entire Cottage

Jul 1 – 8

R1,689 ZAR per night
Guest favorite

Home in Woodstock

4.96 out of 5 average rating, 103 reviews

The Beckford House in Historic Woodstock

Jun 10 – 17

R4,661 ZAR per night
Superhost

Cabin in Wardensville

4.9 out of 5 average rating, 264 reviews

A-Frame Cabin Escape in GW Natl Forest Lost River

Apr 13 – 20

R2,803 ZAR per night
Guest favorite

Earthen home in Broadway

4.99 out of 5 average rating, 628 reviews

Hobbit Style Underground Cabin

Mar 14 – 21

R3,239 ZAR per night
Guest favorite

Home in Mount Jackson

4.97 out of 5 average rating, 376 reviews

Light Filled Mountain Retreat in the Shenandoah

Aug 18 – 25

R2,475 ZAR per night
Guest favorite

Place to stay in Bentonville

4.98 out of 5 average rating, 384 reviews

John Pope Cabin Browntown Va. We now have Starlink

Jul 13 – 20

R3,079 ZAR per night
Guest favorite

Cottage in Timberville

4.92 out of 5 average rating, 447 reviews

Cider House Orchard Stay

Feb 14 – 21

R2,266 ZAR per night
Superhost

Guesthouse in Syria

4.88 out of 5 average rating, 554 reviews

Cozy 1 room cabin in the mountains.

Jun 6 – 13

R1,311 ZAR per night
Guest favorite

Home in Harrisonburg

4.96 out of 5 average rating, 278 reviews

The Homeplace - Private House with Backyard

May 1 – 8

R2,270 ZAR per night
Guest favorite

Cabin in Maurertown

4.99 out of 5 average rating, 121 reviews

Little Green Cabin on the River

May 29 – Jun 5

R5,049 ZAR per night
Guest favorite

Yurt in Etlan

4.95 out of 5 average rating, 189 reviews

Peaceful Secluded Old Rag Retreat

Aug 15 – 22

R2,378 ZAR per night
Guest favorite

Home in Baker

4.95 out of 5 average rating, 173 reviews

Buddha House

Dec 4 – 11

R2,021 ZAR per night

Other great vacation rentals in Woodstock

Guest favorite

Cabin in Pendleton County

4.98 out of 5 average rating, 259 reviews

The Bear Cub Cabin

Jun 19 – 26

R2,037 ZAR per night
Guest favorite

Guesthouse in Woodstock

4.96 out of 5 average rating, 84 reviews

Cozy cottage nestled on 8 acres with mountain view

Oct 25 – Nov 1

R1,827 ZAR per night
Guest favorite

Cabin in Woodstock

5.0 out of 5 average rating, 30 reviews

The Bird's Nest - Cabin by the River

Aug 25 – Sep 1

R4,061 ZAR per night
Guest favorite

Apartment in Woodstock

4.91 out of 5 average rating, 11 reviews

The Roost at the Hen House

Oct 6 – 13

R2,418 ZAR per night
Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 70 reviews

Historic Charm Meets Modern Luxury @ On Cloud Wine

Aug 20 – 27

R3,658 ZAR per night
Guest favorite

Home in Maurertown

4.97 out of 5 average rating, 65 reviews

Comfy 3-bedroom country house

Jan 4 – 11

R2,214 ZAR per night
Guest favorite

Cabin in Mount Jackson

4.99 out of 5 average rating, 91 reviews

Piney Mountain Cabin - Shenandoah & Bryce Resort

Jun 30 – Jul 7

R2,233 ZAR per night
Guest favorite

Camper/RV in Woodstock

5.0 out of 5 average rating, 37 reviews

Glamping With A View RV/Camper

Nov 12 – 19

R2,053 ZAR per night
Guest favorite

Cottage in Woodstock

5.0 out of 5 average rating, 21 reviews

Adorable Country Cottage in the heart of Woodstock

Dec 12 – 19

R2,683 ZAR per night
Guest favorite

Home in Middletown

4.86 out of 5 average rating, 29 reviews

Mountain View Moto Retreat

Jun 3 – 10

R1,911 ZAR per night
Guest favorite

Chalet in Mount Jackson

5.0 out of 5 average rating, 7 reviews

Six Acre Mountain Chalet w/ She-Shed by ski resort

May 6 – 13

R2,178 ZAR per night
Guest favorite

Home in Woodstock

4.95 out of 5 average rating, 40 reviews

Lovely views from Sue! Book your Winter getaway!

Mar 1 – 8

R3,703 ZAR per night

Quick stats about vacation rentals in Woodstock

Total rentals

20 properties

Wifi availability

20 properties include access to wifi

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.9K reviews

Nightly prices starting at

R1,136 ZAR before taxes and fees

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Woodstock?

    Experience the best of Woodstock with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Woodstock?

    Woodstock has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Woodstock have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodstock have wireless internet?

    Absolutely! We offer over 10 house rentals with wireless internet in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Woodstock?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Woodstock?

    Four-legged friends are welcome in Woodstock. Choose from more than 10 vacation rentals for guests traveling with pets.

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Shenandoah County
  5. Woodstock