Vacation rentals in Orange

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Top-rated vacation rentals in Orange

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 Orange vacation rentals

Stay near Orange's top sights

Silk Mill Grille21 locals recommend
El Vaquero6 locals recommend
Food Lion7 locals recommend
The Light Well33 locals recommend
Wise Guys Burgers & More10 locals recommend
Stonewall Harley-Davidson3 locals recommend

Other great vacation rentals in Orange

Guest favorite

Home in Orange

4.98 out of 5 average rating, 105 reviews

Monrovia on Main

Jul 6 – 13

R8,113 ZAR per night
Guest favorite

Cottage in Spotsylvania Courthouse

4.87 out of 5 average rating, 116 reviews

Bond House: Historic Retreat at Walnut Grove

Aug 28 – Sep 4

R2,261 ZAR per night
Guest favorite

Farm stay in Barboursville

4.98 out of 5 average rating, 171 reviews

Moonfire Farm cozy Shenandoah Region Getaway

Nov 21 – 28

R2,538 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
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

Farm stay in Barboursville

4.89 out of 5 average rating, 144 reviews

Suite with Views of Vineyards and Mountains.

Mar 12 – 19

R1,931 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

Chalet in Brightwood

4.98 out of 5 average rating, 103 reviews

Charming Chalet in Blue Ridge Wine Country

Apr 1 – 8

R3,071 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

Home in Brightwood

4.99 out of 5 average rating, 297 reviews

Hilltop Haven Luxury lodging in Wine country

Nov 2 – 9

R2,820 ZAR per night
Guest favorite

Cabin in Gordonsville

4.87 out of 5 average rating, 304 reviews

18th Century Charming Bungalow# 127 pool & wifi

Mar 12 – 19

R2,605 ZAR per night
Guest favorite

Bungalow in Gordonsville

4.98 out of 5 average rating, 381 reviews

The Gordon Cottage

Aug 20 – 27

R3,933 ZAR per night

Quick stats about vacation rentals in Orange

Total rentals

20 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.4K reviews

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Orange?

    Orange has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Orange?

    Yes! Work meets play with ease at over 10 vacation rentals in Orange featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Orange have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Orange. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Orange have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Orange. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Orange?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Orange have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Orange. Enjoy a tailored experience with all the comforts you desire.

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