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.

Aug 5 – 12

ﺩ.ﺇ431 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

ﺩ.ﺇ626 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*

Apr 8 – 15

ﺩ.ﺇ300 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 9 – 16

ﺩ.ﺇ411 per night
Superhost

Cabin in Rochelle

4.84 out of 5 average rating, 375 reviews

Pop's Place on the Rapidan River.

Nov 27 – Dec 4

ﺩ.ﺇ322 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

ﺩ.ﺇ865 per night
Guest favorite

Bungalow in Gordonsville

4.98 out of 5 average rating, 381 reviews

The Gordon Cottage

Oct 22 – 29

ﺩ.ﺇ763 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

ﺩ.ﺇ522 per night
Guest favorite

Home in Gordonsville

4.98 out of 5 average rating, 228 reviews

Central Virginia Country Cottage

Nov 22 – 29

ﺩ.ﺇ807 per night
Guest favorite

Apartment in Orange

4.93 out of 5 average rating, 362 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

Sep 30 – Oct 7

ﺩ.ﺇ622 per night
Guest favorite

Apartment in Orange

5.0 out of 5 average rating, 16 reviews

Fornow Farm Country Apartment

Apr 30 – May 7

ﺩ.ﺇ402 per night
Guest favorite

Home in Orange

4.85 out of 5 average rating, 55 reviews

Porterfield Place- A Unique & Cozy Stay

Dec 25 – Jan 1

ﺩ.ﺇ450 per night
Guest favorite

Home in Orange

5.0 out of 5 average rating, 23 reviews

The Rapidan Road Retreat

Dec 10 – 17

ﺩ.ﺇ561 per night
Guest favorite

Farm stay in Brightwood

4.97 out of 5 average rating, 87 reviews

Robinson River Cabin - Tri Creek Farm

Jan 1 – 8

ﺩ.ﺇ489 per night
Guest favorite

Home in Orange

4.89 out of 5 average rating, 63 reviews

Newly renovated guests suite in Orange County

May 8 – 15

ﺩ.ﺇ388 per night

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