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
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!
Jul 30 – Aug 6
ﺩ.ﺇ294 per night
4.99 out of 5 average rating, 170 reviews
Guest favorite
Home in Edinburg
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.
Feb 18 – 25
ﺩ.ﺇ344 per night
4.98 out of 5 average rating, 349 reviews
Guest favorite
Cabin in Lost City
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.
May 6 – 13
ﺩ.ﺇ330 per night
4.97 out of 5 average rating, 240 reviews

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
The Beckford House in Historic Woodstock
Jun 8 – 15
ﺩ.ﺇ785 per night
4.96 out of 5 average rating, 103 reviews
Guest favorite
Cabin in Lost River
Design-forward cabin in the woods
Aug 3 – 10
ﺩ.ﺇ497 per night
4.98 out of 5 average rating, 158 reviews
Guest favorite
Tiny home in Linville
The spring house at Thistle Hollow
Aug 1 – 8
ﺩ.ﺇ347 per night
4.99 out of 5 average rating, 588 reviews
Guest favorite
Place to stay in Bentonville
John Pope Cabin Browntown Va. We now have Starlink
Aug 14 – 21
ﺩ.ﺇ531 per night
4.98 out of 5 average rating, 384 reviews
Guest favorite
Cottage in Timberville
Cider House Orchard Stay
Jul 30 – Aug 6
ﺩ.ﺇ360 per night
4.92 out of 5 average rating, 447 reviews
Guest favorite
Home in Fort Valley
Edith Guest House
Sep 4 – 11
ﺩ.ﺇ397 per night
4.98 out of 5 average rating, 149 reviews
Guest favorite
Home in Mount Jackson
Light Filled Mountain Retreat in the Shenandoah
Jun 18 – 25
ﺩ.ﺇ413 per night
4.97 out of 5 average rating, 373 reviews
Guest favorite
Cabin in Maurertown
Little Green Cabin on the River
Jul 17 – 24
ﺩ.ﺇ933 per night
4.99 out of 5 average rating, 122 reviews
Guest favorite
Guesthouse in Syria
Cozy 1 room cabin in the mountains.
May 8 – 15
ﺩ.ﺇ222 per night
4.87 out of 5 average rating, 551 reviews
Superhost
Cabin in Wardensville
A-Frame Cabin Escape in GW Natl Forest Lost River
Apr 9 – 16
ﺩ.ﺇ493 per night
4.9 out of 5 average rating, 262 reviews
Guest favorite
Earthen home in Broadway
Hobbit Style Underground Cabin
Jan 24 – 31
ﺩ.ﺇ547 per night
4.99 out of 5 average rating, 624 reviews
Guest favorite
Home in Winchester
Newly Renovated Cozy Cottage
Jul 21 – 28
ﺩ.ﺇ276 per night
4.9 out of 5 average rating, 179 reviews

Other great vacation rentals in Woodstock

Guest favorite
Cabin in Woodstock
The Bird's Nest - Cabin by the River
Aug 30 – Sep 6
ﺩ.ﺇ684 per night
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Maurertown
Comfy 3-bedroom country house
Jul 9 – 16
ﺩ.ﺇ373 per night
4.97 out of 5 average rating, 65 reviews
Guest favorite
Home in Woodstock
Lovely views from Sue! Book your Winter getaway!
Aug 24 – 31
ﺩ.ﺇ621 per night
4.95 out of 5 average rating, 40 reviews
Guest favorite
Home in Woodstock
Peaceful Valley Farmhouse; Mountain View, King Bed
Apr 5 – 12
ﺩ.ﺇ624 per night
4.98 out of 5 average rating, 64 reviews
Guest favorite
Cottage in Woodstock
Adorable Country Cottage in the heart of Woodstock
Jun 22 – 29
ﺩ.ﺇ456 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Camper/RV in Woodstock
Glamping With A View RV/Camper
Jan 15 – 22
ﺩ.ﺇ349 per night
5.0 out of 5 average rating, 37 reviews
Guest favorite
Apartment in Woodstock
The Roost at the Hen House
May 1 – 8
ﺩ.ﺇ406 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Cabin in Mount Jackson
Piney Mountain Cabin - Shenandoah & Bryce Resort
Jul 4 – 11
ﺩ.ﺇ378 per night
4.99 out of 5 average rating, 90 reviews
Guest favorite
Cottage in Woodstock
Shenandoah Riverfront and Mountain View Cottage
Jan 15 – 22
ﺩ.ﺇ835 per night
4.97 out of 5 average rating, 36 reviews
Guest favorite
Home in Woodstock
The Geary House - Must See Downtown Woodstock
Jun 3 – 10
ﺩ.ﺇ648 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Cabin in Woodstock
Picturesque views @ The Triple A-Frame
Aug 25 – Sep 1
ﺩ.ﺇ1,764 per night
4.85 out of 5 average rating, 41 reviews
Guest favorite
Cabin in Mount Jackson
Welcome to Stardust!
Dec 1 – 8
ﺩ.ﺇ544 per night
4.98 out of 5 average rating, 42 reviews

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 air conditioning, over 10 homes with wireless internet, 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