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.

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Guest favorite

Guesthouse in Mount Jackson

4.98 out of 5 average rating, 381 reviews

The Hay Loft

The Hay Loft sits in the middle of 43 beautiful acres, overlooking our working hay farm with stunning views of the Shenandoah Mountains. We are conveniently located near restaurants, vineyards, antiquing, battlefields, golf resorts, ski resorts and caverns. Spacious rustic/luxe suite w/gas fireplace; king bed and bathroom with tiled shower, Keurig coffee maker, microwave, toaster oven, small refrigerator, no freezer, dishes and and outdoor gas grill and indoor gas fireplace. Outdoor firepit.

Nov 8 – 15

ﺩ.ﺇ489 per night

Guest favorite

Tiny home in Quicksburg

4.99 out of 5 average rating, 178 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 7 – 14

ﺩ.ﺇ338 per night

Guest favorite

Cabin in Lost City

4.97 out of 5 average rating, 248 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 24 – Jul 1

ﺩ.ﺇ388 per night

Guest favorite

Guest suite in Woodstock

4.96 out of 5 average rating, 302 reviews

Mountain View🌄 Modern Basement Suite*King Bed*Wifi

Amazing Mountain Views from this modern Scandinavian inspired guest suite nestled in the heart of the Shenandoah Valley!! Close to hiking, wineries, the river! Enjoy a cup of coffee on the patio and watch the sun rise over the mountains, unwind and watch a movie on the app connected flatscreen TV, refresh in the oversized shower with multiple heads including a rainfall feature. This two bedroom suite has its own entrance, private covered patio with mountain views and parking spot steps away.

Jul 6 – 13

ﺩ.ﺇ778 per night

Guest favorite

Home in Edinburg

4.98 out of 5 average rating, 353 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 2 queen bedrooms and 1 full bedroom 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 22 – 29

ﺩ.ﺇ380 per night

Guest favorite

Home in Edinburg

4.99 out of 5 average rating, 335 reviews

The Burrow ~ Our guest reviews say it all!

Indulge in a serene retreat at this charming countryside residence, perfect for a delightful getaway or a quick overnight stay. Just a 4-minute drive with two easy turns from I-81, this cozy home promises tranquility and relaxation. Begin your day on the inviting porch, soaking in the sunrise, setting the tone for a peaceful escape. Explore attractions such as hiking trails, enchanting caverns, or indulge in the local offerings of nearby wineries. A short stroll reveals Dee and Kenn's home.

Jan 28 – Feb 4

ﺩ.ﺇ494 per night

Guest favorite

Home in Edinburg

4.96 out of 5 average rating, 149 reviews

Charming, Parkview Cottage, King bed, 1 mi to I-81

Welcome to Parkview Cottage you will love this Cozy, 1940's home for a quiet fun getaway or quick overnight stay located in small rural town with an easy 1 mile from I-81. Enjoy quiet mornings on the porch watching the sunrise and a few neighbors stroll by out on morning walks and then venture off for the neighboring park, a hike, canoe trip, trip to the caverns or wineries close by. Enjoy the sunset from the sunroom over Edinburg Park. Park under the oversized "2 car" carport.

Aug 18 – 25

ﺩ.ﺇ529 per night

Guest favorite

Guesthouse in Maurertown

4.97 out of 5 average rating, 374 reviews

Guest Suite at Little Ridge

Enjoy your own private suite on our newly established farmstay and taphouse, out in the beautiful Shenandoah Valley! Plenty of space to hang out on the farm with some beautiful views. The tap room and cafe' are open Friday 5-9pm, Sat 12-9pm & Sun 12-6pm. We are just minutes from historic downtown Woodstock. The Valley is know for her spectacular hiking trails and caverns. After a long day exploring, you will be sure to enjoy a relaxing and entertaining evening with us.

May 29 – Jun 5

ﺩ.ﺇ366 per night

Guest favorite

Cabin in Lost River

4.95 out of 5 average rating, 111 reviews

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

Jan 14 – 21

ﺩ.ﺇ356 per night

Guest favorite

Cottage in Woodstock

4.98 out of 5 average rating, 177 reviews

Cottage on Boxwood Lane

Welcome to the Cottage on Boxwood Lane! Our cozy cottage makes you feel disconnected from the world, while sitting in the middle of quaint Woodstock, Virginia in the heart of the Shenandoah Valley. This 420 sq ft cottage with ample parking features a small bedroom with one queen bed, one bathroom with a shower, living room, and a kitchenette. The kitchenette has a full-sized fridge, induction cooktop, toaster oven, microwave, coffee maker, and sink.

Sep 29 – Oct 6

ﺩ.ﺇ348 per night

Guest favorite

Guest suite in Woodstock

4.89 out of 5 average rating, 233 reviews

Easy, Private and Peaceful, 2 minutes from I-81

Relax in a quiet private suite right off I-81. It's clean and sanitized following CDC guidelines. A self check-in touch pad lock for ease of entry and exit. Located 2 minutes from historic Woodstock, minutes from wineries, breweries, the Shenandoah River, State and National Forests. Private entrance, yard and parking. Comfortable and cozy queen sized bed, kitchenette, coffee maker, microwave, refrigerator, bathroom and shower with WiFi

Jul 6 – 13

ﺩ.ﺇ220 per night

Guest favorite

Guest suite in Maurertown

4.85 out of 5 average rating, 186 reviews

Studio along i81: Near Wine, Beer, Hiking & Nature

Newly renovated detached studio guest-suite located in the beautiful Shenandoah County with country feels and easy access to I81. It features a butcher block bar for eating/working, a queen size bed, tv with Netflix along with Chromecast so you can cast your favorite shows from your phone/laptop, and during the summer you'll have the quietest and smart ac unit on the market. It has a shared driveway with the host's primary residence.

May 28 – Jun 4

ﺩ.ﺇ230 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Woodstock vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

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, 175 reviews

Stay in a piece of history! Private Entire Cottage

Aug 22 – 29

ﺩ.ﺇ327 per night

Guest favorite

Tiny home in Linville

4.99 out of 5 average rating, 600 reviews

The spring house at Thistle Hollow

Aug 15 – 22

ﺩ.ﺇ426 per night

Guest favorite

Home in Woodstock

4.96 out of 5 average rating, 105 reviews

The Beckford House in Historic Woodstock

Sep 14 – 21

ﺩ.ﺇ866 per night

Superhost

Guesthouse in Syria

4.88 out of 5 average rating, 559 reviews

Cozy 1 room cabin in the mountains.

Jul 1 – 8

ﺩ.ﺇ267 per night

Guest favorite

Earthen home in Broadway

4.99 out of 5 average rating, 637 reviews

Hobbit Style Underground Cabin

Mar 12 – 19

ﺩ.ﺇ628 per night

Guest favorite

Place to stay in Bentonville

4.98 out of 5 average rating, 386 reviews

John Pope Cabin Browntown Va. We now have Starlink

Jun 10 – 17

ﺩ.ﺇ605 per night

Superhost

Cabin in Wardensville

4.9 out of 5 average rating, 267 reviews

A-Frame Cabin Escape in GW Natl Forest Lost River

Jun 8 – 15

ﺩ.ﺇ555 per night

Guest favorite

Cottage in Fort Valley

4.96 out of 5 average rating, 157 reviews

Cozy Cottage/Pet Heaven

Dec 13 – 20

ﺩ.ﺇ673 per night

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Other great vacation rentals in Woodstock

Guest favorite

Home in Harrisonburg

4.96 out of 5 average rating, 285 reviews

The Homeplace - Private House with Backyard

Jun 7 – 14

ﺩ.ﺇ511 per night

Guest favorite

Guesthouse in Woodstock

4.95 out of 5 average rating, 87 reviews

Cozy cottage nestled on 8 acres with mountain view

May 9 – 16

ﺩ.ﺇ323 per night

Superhost

Home in Woodstock

4.78 out of 5 average rating, 18 reviews

Modernized historic farm house.

Sep 30 – Oct 7

ﺩ.ﺇ474 per night

Guest favorite

Cottage in Woodstock

5.0 out of 5 average rating, 21 reviews

Adorable Country Cottage in the heart of Woodstock

Apr 30 – May 7

ﺩ.ﺇ468 per night

Guest favorite

Apartment in Woodstock

4.91 out of 5 average rating, 11 reviews

The Roost at the Hen House

Oct 28 – Nov 4

ﺩ.ﺇ469 per night

Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 72 reviews

Historic Charm Meets Modern Luxury @ On Cloud Wine

Mar 16 – 23

ﺩ.ﺇ609 per night

Guest favorite

Home in Maurertown

4.97 out of 5 average rating, 68 reviews

Comfy 3-bedroom country house

Nov 4 – 11

ﺩ.ﺇ429 per night

Guest favorite

Cabin in Woodstock

5.0 out of 5 average rating, 33 reviews

The Bird's Nest - Cabin by the River

Oct 7 – 14

ﺩ.ﺇ894 per night

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Quick stats about vacation rentals in Woodstock

Total rentals
20 properties
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Wifi availability
20 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2K 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.

Woodstock vacation rentals

Top-rated vacation rentals in Woodstock

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Woodstock vacation rentals

Stay near Woodstock's top sights

Other great vacation rentals in Woodstock

Guesthouse in New Market

Tiny home in Linville

Home in Woodstock

Guesthouse in Syria

Earthen home in Broadway

Place to stay in Bentonville

Cabin in Wardensville

Cottage in Fort Valley

Other great vacation rentals in Woodstock

Home in Harrisonburg

Guesthouse in Woodstock

Home in Woodstock

Cottage in Woodstock

Apartment in Woodstock

Home in Woodstock

Home in Maurertown

Cabin in Woodstock

Quick stats about vacation rentals in Woodstock

Total rentals

Popular amenities

Wifi availability

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

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

Are there family-friendly house rentals in Woodstock?

Do house rentals in Woodstock have air conditioning?

Do house rentals in Woodstock have wireless internet?

Destinations to explore