Vacation rentals in Orange

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Top-rated vacation rentals in Orange

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Guest favorite

Guesthouse in Orange

5.0 out of 5 average rating, 181 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.

Dec 27 – Jan 3

G$24,494 GYD per night

Guest favorite

Apartment in Madison

4.9 out of 5 average rating, 229 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*

May 22 – 29

G$17,095 GYD per night

Guest favorite

Cottage in Orange

4.91 out of 5 average rating, 128 reviews

Willie's Place Country Cottage Pets Allowed

Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

Mar 30 – Apr 6

G$37,713 GYD per night

Guest favorite

Bungalow in Orange

4.98 out of 5 average rating, 359 reviews

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

Feb 23 – Mar 2

G$29,798 GYD per night

Guest favorite

Cottage in Orange

4.95 out of 5 average rating, 364 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

Sep 11 – 18

G$22,594 GYD per night

Guest favorite

Farm stay in Culpeper

4.96 out of 5 average rating, 116 reviews

Charming cottage in farm country

Take it easy at this unique and tranquil getaway. Enjoy the beauty of farm country while being conveniently located to restaurants, wineries, breweries and fun activities. Close to downtown historical Culpeper and Amtrak train station. Whether you are interested in great food, outdoors, horse shows or just looking for a break, we got you covered. Small scale farm with pigs and free range chickens. Check my Guidebook! 40 min from Lake Anna 45 min from Shenandoah NP 70 min from DC

Sep 15 – 22

G$19,907 GYD per night

Guest favorite

Apartment in Gordonsville

4.99 out of 5 average rating, 367 reviews

A private apartment with Self Check-in.

This newly renovated one bedroom apartment is in the heart of historic downtown Gordonsville. No box stores here, just quaint shops and restaurants. The apartment is right on Main Street nestled in the middle of boutique shops and brick sidewalks with Monticello, Montpelier, the University of Virginia, Shenandoah National Park, local vineyards and many historic sites near by. This is a private second story apartment above a local business with a separate entrance and key-less entry.

Feb 6 – 13

G$18,597 GYD per night

Guest favorite

Cottage in Gordonsville

5.0 out of 5 average rating, 126 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

Feb 11 – 18

G$32,038 GYD per night

Guest favorite

Cabin in Unionville

4.94 out of 5 average rating, 127 reviews

Private Couples getaway with HOT TUB.

Welcome to the exquisite location, conveniently situated only 15 minutes away from Lake Anna. Our family has invested significant effort into creating this splendid, contemporary A-frame cabin, nestled on our 110 acre family farm. Strategically positioned to offer a breathtaking view of the creek that traverses our property, this private retreat is located just one hour from Washington, D.C. Immerse yourself in the tranquil ambiance and soothing sounds of nature.

Feb 12 – 19

G$30,021 GYD per night

Guest favorite

Farm stay in Barboursville

4.98 out of 5 average rating, 175 reviews

Moonfire Farm cozy Shenandoah Region Getaway

Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!

Jul 23 – 30

G$27,999 GYD per night

Guest favorite

Cottage in Spotsylvania Courthouse

4.87 out of 5 average rating, 118 reviews

Bond House: Historic Retreat at Walnut Grove

Escape from the city to a historic 1740s cottage with a distant view of the Blue Ridge Mountains and peaceful surroundings with the opportunity to experience the slower pace of country living. Spend the day at Lake Anna to swim/ kayak/ boat or visit the state park, just 5 minutes away. Enjoy local wineries, and explore historic Civil War battlefields. After a fun filled day, return to your private oasis with a fully equipped kitchen.

Sep 8 – 15

G$24,941 GYD per night

Superhost

Apartment in Barboursville

4.8 out of 5 average rating, 189 reviews

Burnley Beauty Apartment

Renovated private basement apartment located in Barboursville wine country! Relax out where it’s silent and you won’t hear any traffic. We are just a short drive to town where you can enjoy points of interest such as UVA, Monticello, wineries, breweries, and shenandoah parkway! We are happy to host and help accommodate our guests! We are animal lovers so check out our guidebook or ask us if you need pet friendly recommendations.

Jul 10 – 17

G$15,079 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Orange vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Cottage in Madison

4.96 out of 5 average rating, 329 reviews

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Nov 17 – 24

G$25,270 GYD per night

Guest favorite

Apartment in Orange

4.93 out of 5 average rating, 366 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

Dec 29 – Jan 5

G$35,402 GYD per night

Guest favorite

Apartment in Somerset

4.99 out of 5 average rating, 143 reviews

Newly Renovated•Private Farm Apartment near Cville

May 7 – 14

G$44,510 GYD per night

Guest favorite

Guesthouse in Reva

4.97 out of 5 average rating, 144 reviews

Adorable cottage with partial blue ridge views

Jan 10 – 17

G$21,219 GYD per night

Guest favorite

Farm stay in Unionville

4.88 out of 5 average rating, 181 reviews

Rocky Run Farm

Aug 5 – 12

G$28,102 GYD per night

Superhost

Guesthouse in Syria

4.88 out of 5 average rating, 559 reviews

Cozy 1 room cabin in the mountains.

Jun 20 – 27

G$15,832 GYD per night

Guest favorite

Cabin in Gordonsville

4.87 out of 5 average rating, 305 reviews

18th Century Charming Bungalow# 127 pool & wifi

Dec 5 – 12

G$28,735 GYD per night

Guest favorite

Guesthouse in Gordonsville

4.91 out of 5 average rating, 171 reviews

La Petite Maison at Hedgeapple Hollow

May 1 – 8

G$29,990 GYD per night

Show all

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
20 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.5K 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 20 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 free parking, over 10 homes with air conditioning, over 10 homes with wifi, 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.

Vacation rentals in Orange

Top-rated vacation rentals in Orange

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Orange vacation rentals

Stay near Orange's top sights

Other great vacation rentals in Orange

Cottage in Madison

Apartment in Orange

Apartment in Somerset

Guesthouse in Reva

Farm stay in Unionville

Guesthouse in Syria

Cabin in Gordonsville

Guesthouse in Gordonsville

Quick stats about vacation rentals in Orange

Total rentals

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Orange?

Are there vacation rentals with a dedicated workspace in Orange?

Do house rentals in Orange have wifi?

Do house rentals in Orange have free parking?

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

Do house rentals in Orange have air conditioning?

Destinations to explore