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

Tiny home in Quicksburg

4.99 out of 5 average rating, 182 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!

Aug 23 – 30

G$17,799 GYD per night

Guest favorite

Cabin in Lost City

4.96 out of 5 average rating, 253 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.

Jul 22 – 29

G$20,399 GYD per night

Guest favorite

Guest suite in Woodstock

4.96 out of 5 average rating, 314 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 9 – 16

G$44,087 GYD per night

Guest favorite

Home in Edinburg

4.98 out of 5 average rating, 360 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.

Aug 13 – 20

G$21,377 GYD per night

Guest favorite

Home in Edinburg

4.99 out of 5 average rating, 337 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.

Feb 25 – Mar 4

G$28,075 GYD per night

Guest favorite

Home in Edinburg

4.96 out of 5 average rating, 152 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.

Oct 16 – 23

G$28,902 GYD per night

Guest favorite

Tiny home in Mount Jackson

4.95 out of 5 average rating, 244 reviews

Sacred Haven- "BIG" Tiny Home with Mountain View’s

Sacred Haven is an extraordinary custom built tiny home on wheels, not your typical tiny home. The spacious home features higher ceilings, custom wood ceiling and beams and 25 windows. A fantastic kitchen with bar counter. The bedroom has a walk-in closet with skylight to see the stars at night. The views are spectacular from any location and most enjoyable is the expansive deck with a large screened in porch off the side overlooking the pond, hay fields and mountains. NO PETS

Sep 10 – 17

G$28,543 GYD per night

Guest favorite

Guesthouse in New Market

4.99 out of 5 average rating, 186 reviews

Stay in a piece of history! Private Entire Cottage

Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

Sep 16 – 23

G$20,046 GYD per night

Guest favorite

Guesthouse in Maurertown

4.97 out of 5 average rating, 375 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.

Sep 2 – 9

G$24,428 GYD per night

Guest favorite

Cabin in Lost River

4.96 out of 5 average rating, 112 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!

Feb 14 – 21

G$20,210 GYD 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 12 – 19

G$12,507 GYD per night

Guest favorite

Guesthouse in Maurertown

4.85 out of 5 average rating, 189 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.

Jun 24 – Jul 1

G$13,112 GYD 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

Earthen home in Broadway

4.99 out of 5 average rating, 642 reviews

Hobbit Style Underground Cabin

Dec 9 – 16

G$35,686 GYD per night

Guest favorite

Cottage in Fort Valley

4.96 out of 5 average rating, 159 reviews

Cozy Cottage/Pet Heaven

Dec 12 – 19

G$37,606 GYD per night

Guest favorite

Cottage in Timberville

4.92 out of 5 average rating, 456 reviews

Cider House Orchard Stay

Jan 30 – Feb 6

G$24,966 GYD per night

Guest favorite

Guesthouse in Elkton

4.98 out of 5 average rating, 165 reviews

Noná’s Nest

Oct 15 – 22

G$19,530 GYD per night

Guest favorite

Cottage in Winchester

4.9 out of 5 average rating, 101 reviews

Lockley Cottage at Historic Perry Farm

Aug 11 – 18

G$14,775 GYD per night

Guest favorite

Farm stay in Romney

4.98 out of 5 average rating, 291 reviews

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

Aug 22 – 29

G$28,718 GYD per night

Guest favorite

Home in Woodstock

4.96 out of 5 average rating, 105 reviews

The Beckford House in Historic Woodstock

Nov 3 – 10

G$56,318 GYD per night

Guest favorite

Apartment in Elkton

4.98 out of 5 average rating, 298 reviews

Quail Run - Country convenience and comfort!

Oct 13 – 20

G$18,382 GYD per night

Show all

Other great vacation rentals in Woodstock

Guest favorite

Apartment in Woodstock

4.91 out of 5 average rating, 11 reviews

The Roost at the Hen House

Nov 17 – 24

G$26,646 GYD per night

Guest favorite

Home in Woodstock

4.97 out of 5 average rating, 68 reviews

Beautiful Comfortable House w/ Fireplace

May 26 – 31

G$27,442 GYD per night

Guest favorite

Home in Woodstock

5.0 out of 5 average rating, 74 reviews

Historic Charm Meets Modern Luxury @ On Cloud Wine

Oct 17 – 24

G$37,195 GYD per night

Guest favorite

Camper/RV in Woodstock

5.0 out of 5 average rating, 40 reviews

Glamping With A View RV/Camper

Sep 6 – 13

G$22,619 GYD per night

Guest favorite

Home in Maurertown

4.97 out of 5 average rating, 71 reviews

Comfy 3-bedroom country house

Mar 3 – 10

G$24,394 GYD per night

Guest favorite

Cabin in Woodstock

5.0 out of 5 average rating, 36 reviews

The Bird's Nest - Cabin by the River

Jul 14 – 21

G$50,813 GYD per night

Guest favorite

Cabin in Mount Jackson

4.99 out of 5 average rating, 99 reviews

Piney Mountain Cabin - Shenandoah & Bryce Resort

Jul 3 – 10

G$25,954 GYD per night

Guest favorite

Home in Woodstock

4.99 out of 5 average rating, 71 reviews

Peaceful Valley Farmhouse; Mountain View, King Bed

Jun 28 – Jul 5

G$53,913 GYD per night

Show all

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
G$12,518 GYD 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

Earthen home in Broadway

Cottage in Fort Valley

Cottage in Timberville

Guesthouse in Elkton

Cottage in Winchester

Farm stay in Romney

Home in Woodstock

Apartment in Elkton

Other great vacation rentals in Woodstock

Apartment in Woodstock

Home in Woodstock

Home in Woodstock

Camper/RV in Woodstock

Home in Maurertown

Cabin in Woodstock

Cabin in Mount Jackson

Home 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