Vacation rentals in Woodberry Forest

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Top-rated vacation rentals in Woodberry Forest

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

Guest favorite

Guesthouse in Orange

5.0 out of 5 average rating, 175 reviews

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

Aug 5 – 12

R2,220 ZAR per night
Superhost

Home in Orange

4.84 out of 5 average rating, 248 reviews

ATLAST - THE FARMHOUSE

Don't let the exterior fool you, this brick home is decorated in Farmhouse Style, 1 mile from Historic Montpelier, 3 miles from Grelan Nursery, Orange, Willow Grove Inn and Woodberry Forest School. Across from a 30 acre farm. Gaze out the window at the horses and cattle, take a hike on a nearby trail or visit the many wineries in the area. Close to Charlottesville( 30 miles) Culpeper (20 miles) 1 and a half hours to DC. 20 minutes to HITS Horse show, Culpeper. Woodbrook Winery around the corner

Aug 24 – 31

R3,230 ZAR per night
Guest favorite

Apartment in Madison

4.9 out of 5 average rating, 227 reviews

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

Sep 3 – 10

R1,567 ZAR per night

Popular amenities for Woodberry Forest vacation rentals

Other great vacation rentals in Woodberry Forest

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
Superhost

Guesthouse in Syria

4.88 out of 5 average rating, 553 reviews

Cozy 1 room cabin in the mountains.

Jun 8 – 15

R1,289 ZAR per night
Guest favorite

Cabin in Ruckersville

4.93 out of 5 average rating, 359 reviews

Mountain View’s cabin!

Jun 13 – 20

R1,862 ZAR per night
Guest favorite

Apartment in Culpeper

4.98 out of 5 average rating, 146 reviews

TreeTop at Mt Run Lake (Private Guest Apartment)

Oct 22 – 29

R2,151 ZAR per night
Guest favorite

Cabin in Culpeper

4.97 out of 5 average rating, 158 reviews

Comfortable and unique 1790's log cabin

Apr 11 – 18

R2,351 ZAR per night
Guest favorite

Apartment in Somerset

4.99 out of 5 average rating, 141 reviews

Newly Renovated•Private Farm Apartment near Cville

Aug 4 – 11

R4,460 ZAR per night
Guest favorite

Guesthouse in Boston

4.98 out of 5 average rating, 144 reviews

The Bunkhouse- simple & serene w/mountain views

Sep 9 – 16

R2,570 ZAR per night
Guest favorite

Cottage in Madison

4.98 out of 5 average rating, 123 reviews

Fishback Cottage, Central location

Aug 28 – Sep 4

R3,814 ZAR per night
Superhost

Apartment in Barboursville

4.8 out of 5 average rating, 188 reviews

Burnley Beauty Apartment

Jun 25 – Jul 2

R1,375 ZAR per night
Guest favorite

Farm stay in Unionville

4.88 out of 5 average rating, 181 reviews

Rocky Run Farm

Nov 10 – 17

R2,547 ZAR per night
Guest favorite

Home in Stanardsville

5.0 out of 5 average rating, 295 reviews

Sister's View

Apr 11 – 18

R2,653 ZAR per night
Guest favorite

Guesthouse in Orange

5.0 out of 5 average rating, 7 reviews

The Revelry Fields Bungalow

Nov 25 – Dec 2

R2,759 ZAR per night

Destinations to explore