Holiday rentals in Barboursville

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Top-rated holiday rentals in Barboursville

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

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Guest favourite

Guest house in Orange

5.0 out of 5 average rating, 182 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.

5–12 Sep

$159 SGD per night

Guest favourite

Guest house in Gordonsville

4.91 out of 5 average rating, 171 reviews

La Petite Maison at Hedgeapple Hollow

La Petite Maison (our guest house) is the perfect place to simply get away from the hustle and bustle and relax! Sit in the private screen porch and watch the sun melt into the mountains. Deer, hummingbirds, bluebirds, and the occasional turkey like to hang out on the 8 acres of the property, perfect for any wildlife lover. Enjoy the fenced in common area featuring a seasonal in-ground pool. Conveniently situated near award-winning wineries, Montpelier, and historic downtown Gordonsville.

29 Jul – 5 Aug

$195 SGD per night

Guest favourite

Guest house in Charlottesville

4.98 out of 5 average rating, 246 reviews

Renew @ Coniferidge.

Constructed in 2017 “ Renew” offers a peaceful, clean and simple space furnished with a comfortable modern mix style. It is situated a short distance from the main home and offers just the privacy you are looking for. This property, located outside beautiful Charlottesville Va. is an easy drive to restaurants, shopping, art, culture, wineries, history, parks and the Uva . Flat Screen Smart TV (use your logins to access your favorite sites ) NO pets - out of consideration of future guests

14–21 Jul

$176 SGD per night

Guest favourite

Cottage in Orange

4.95 out of 5 average rating, 365 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!

30 Jan – 6 Feb

$150 SGD per night

Guest favourite

Flat in Gordonsville

4.99 out of 5 average rating, 369 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.

23 Feb – 2 Mar

$121 SGD per night

Guest favourite

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.

20–27 Apr

$209 SGD per night

Guest favourite

Cabin in Gordonsville

4.87 out of 5 average rating, 306 reviews

18th Century Charming Bungalow# 127 pool & wifi

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow comfortably fits 2-4 people and is perfect for those who just want to take a step back in history and enjoy the wonder nature has to offer! For outings we are only 20 min away from Jefferson's "Monticello" & 35 min from James Madison " Montpelier". Play golf 5 min away at Spring Creek Golf. Treat yourself to an onsite certified massage wellness therapist.

9–16 Feb

$187 SGD per night

Guest favourite

Home in Barboursville

4.92 out of 5 average rating, 236 reviews

Spaniel Hill; cozy hilltop home w privacy & views

Sparkling clean home, Following enhanced Cleaning and disinfecting guidelines. Lots of OUTSIDE SPACES New LUXURIOUS family room, deck and hot tub August 2019. Our cottage is easy to get to but feels like a world away. Recently renovated main level has three cozy bedrooms and 1.5 baths, sleeps 5, and the garden level suite offers one large king bedroom with full bath and separate sink area. Close to Pantops and Hollymead in Stony Point. All renovation is now completed!

2–9 Jul

$308 SGD per night

Guest favourite

Bungalow in Gordonsville

4.98 out of 5 average rating, 386 reviews

The Gordon Cottage

Welcome to the Gordon Cottage! Located on Main St in Gordonsville, about 30 mins north of Charlottesville, Va., the cottage is a great base of operations for all your central Virginia travels including, Monticello, Montpelier, Ashlawn, UVA and the surrounding wineries, breweries and distilleries. The cottage is renovated throughout and is a comfortable and cozy place for your vacation. We are an easy walk to downtown Gordonsville for nearby restaurants and shops.

29 Nov – 6 Dec

$280 SGD per night

Guest favourite

Farm stay in Barboursville

4.98 out of 5 average rating, 176 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!

11–18 Feb

$182 SGD per night

Guest favourite

Flat in Barboursville

4.81 out of 5 average rating, 191 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.

23–30 Jun

$99 SGD per night

Guest favourite

Cottage in Ruckersville

4.91 out of 5 average rating, 267 reviews

Lake Haven Cottage

Make yourself at home at our peaceful 1-bedroom cottage that has everything you need for your trip to the Blue Ridge Mountains. The cottage comes with heating, AC, Washer+Dryer and DIRECTV. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to UVA, the Skyline Drive & Shenandoah National Park, local wineries, craft breweries and much more!

17–24 Jul

$140 SGD per night