Vacation rentals in Orange County

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Top-rated vacation rentals in Orange County

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.

Oct 23 – 30

G$24,553 GYD per night
Guest favorite

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

G$35,712 GYD per night
Guest favorite

Apartment in Madison

4.9 out of 5 average rating, 228 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 17 – 24

G$17,327 GYD per night

Popular amenities for Orange County vacation rentals

Other great vacation rentals in Orange County

Superhost

Guest suite in Gordonsville

4.9 out of 5 average rating, 104 reviews

2 Bdrm Private Suite @ Sunshine Acres

Apr 10 – 17

G$23,416 GYD per night
Superhost

Cabin in Rochelle

4.84 out of 5 average rating, 375 reviews

Pop's Place on the Rapidan River.

May 25 – Jun 1

G$18,389 GYD per night
Guest favorite

Apartment in Somerset

4.99 out of 5 average rating, 141 reviews

Newly Renovated•Private Farm Apartment near Cville

May 9 – 16

G$45,568 GYD per night
Guest favorite

Bungalow in Gordonsville

4.98 out of 5 average rating, 381 reviews

The Gordon Cottage

Aug 20 – 27

G$43,488 GYD per night
Guest favorite

Home in Gordonsville

4.98 out of 5 average rating, 228 reviews

Central Virginia Country Cottage

Sep 7 – 14

G$45,995 GYD per night
Superhost

Cabin in Locust Grove

4.8 out of 5 average rating, 104 reviews

Cozy Rustic Cabin near the Lake

Aug 29 – Sep 5

G$29,757 GYD per night
Guest favorite

Apartment in Orange

4.93 out of 5 average rating, 363 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

Sep 30 – Oct 7

G$35,486 GYD per night
Guest favorite

Home in Orange

4.85 out of 5 average rating, 55 reviews

Porterfield Place- A Unique & Cozy Stay

Oct 31 – Nov 7

G$25,411 GYD per night
Guest favorite

Home in Orange

5.0 out of 5 average rating, 23 reviews

The Rapidan Road Retreat

Feb 26 – Mar 5

G$31,988 GYD per night
Guest favorite

Apartment in Orange

5.0 out of 5 average rating, 16 reviews

Fornow Farm Country Apartment

Oct 24 – 31

G$26,032 GYD per night
Guest favorite

Home in Orange

4.89 out of 5 average rating, 63 reviews

Newly renovated guests suite in Orange County

Jul 30 – Aug 6

G$22,110 GYD per night
Guest favorite

Farm stay in Brightwood

4.97 out of 5 average rating, 87 reviews

Robinson River Cabin - Tri Creek Farm

Aug 1 – 8

G$28,660 GYD per night

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