Woodstock vacation rentals

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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!

Sep 5 – 12

ﺩ.ﺇ338 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

ﺩ.ﺇ384 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 13 – 20

ﺩ.ﺇ372 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

Home in Woodstock

4.96 out of 5 average rating, 103 reviews

The Beckford House in Historic Woodstock

Aug 14 – 21

ﺩ.ﺇ938 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

Jun 9 – 16

ﺩ.ﺇ543 per night
Guest favorite

Earthen home in Broadway

4.99 out of 5 average rating, 628 reviews

Hobbit Style Underground Cabin

Jan 4 – 11

ﺩ.ﺇ628 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 6 – 13

ﺩ.ﺇ480 per night
Superhost

Guesthouse in Syria

4.88 out of 5 average rating, 554 reviews

Cozy 1 room cabin in the mountains.

Jun 8 – 15

ﺩ.ﺇ250 per night
Guest favorite

Cottage in Timberville

4.92 out of 5 average rating, 447 reviews

Cider House Orchard Stay

Mar 25 – Apr 1

ﺩ.ﺇ440 per night
Guest favorite

Cabin in Maurertown

4.99 out of 5 average rating, 121 reviews

Little Green Cabin on the River

Jun 25 – Jul 2

ﺩ.ﺇ979 per night
Guest favorite

Home in Baker

4.95 out of 5 average rating, 173 reviews

Buddha House

Dec 4 – 11

ﺩ.ﺇ392 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

Feb 25 – Mar 4

ﺩ.ﺇ624 per night
Guest favorite

Yurt in Etlan

4.95 out of 5 average rating, 189 reviews

Peaceful Secluded Old Rag Retreat

Aug 12 – 19

ﺩ.ﺇ461 per night
Guest favorite

Guest suite in Stanley

4.98 out of 5 average rating, 158 reviews

Tranquility in the Mountains

Nov 28 – Dec 5

ﺩ.ﺇ447 per night
Guest favorite

Farm stay in Romney

4.98 out of 5 average rating, 281 reviews

Potomac Hills B&B on 15 Acre Farm with a View

Jun 2 – 9

ﺩ.ﺇ481 per night

Other great vacation rentals in Woodstock

Guest favorite

Cabin in Woodstock

5.0 out of 5 average rating, 30 reviews

The Bird's Nest - Cabin by the River

Aug 30 – Sep 6

ﺩ.ﺇ787 per night
Guest favorite

Apartment in Woodstock

4.91 out of 5 average rating, 11 reviews

The Roost at the Hen House

Oct 7 – 14

ﺩ.ﺇ469 per night
Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 70 reviews

Historic Charm Meets Modern Luxury @ On Cloud Wine

Nov 9 – 16

ﺩ.ﺇ722 per night
Guest favorite

Home in Maurertown

4.97 out of 5 average rating, 65 reviews

Comfy 3-bedroom country house

Mar 27 – Apr 3

ﺩ.ﺇ429 per night
Guest favorite

Camper/RV in Woodstock

5.0 out of 5 average rating, 37 reviews

Glamping With A View RV/Camper

Aug 5 – 12

ﺩ.ﺇ398 per night
Guest favorite

Cottage in Woodstock

5.0 out of 5 average rating, 21 reviews

Adorable Country Cottage in the heart of Woodstock

Nov 6 – 13

ﺩ.ﺇ520 per night
Guest favorite

Home in Middletown

4.86 out of 5 average rating, 29 reviews

Mountain View Moto Retreat

Apr 29 – May 6

ﺩ.ﺇ333 per night
Guest favorite

Home in Woodstock

4.95 out of 5 average rating, 40 reviews

Lovely views from Sue! Book your Winter getaway!

Sep 17 – 24

ﺩ.ﺇ718 per night
Guest favorite

Home in Lost City

4.94 out of 5 average rating, 62 reviews

Moondance is perched on a ridge with amazing views

Jul 30 – Aug 6

ﺩ.ﺇ445 per night
Guest favorite

Cottage in Woodstock

4.97 out of 5 average rating, 38 reviews

Shenandoah Riverfront and Mountain View Cottage

Jan 25 – Feb 1

ﺩ.ﺇ905 per night
Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 21 reviews

My Happy Place!

May 15 – 22

ﺩ.ﺇ602 per night
Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 19 reviews

The Geary House - Must See Downtown Woodstock

May 5 – 12

ﺩ.ﺇ750 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

ﺩ.ﺇ220 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