Holiday rentals in Brightwood

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Top-rated holiday rentals in Brightwood

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

Guest favourite

Tiny home in Reva

4.94 out of 5 average rating, 287 reviews

K-9 Heaven Dogs Run Free

K-9 Heaven ... Get away from the City. Enjoy clean open spaces. Spend time with the horses.They love peppermints. Don't leave your K-9 family at home, It's there vacation too. 100% off leash 20 min away Old Rag Mountain , White Oak Falls and downtown Culpeper. There are so many trails for a wonderful hiking experience. We are with in 10 min of nearby winerys, breweries We are off leash for dogs . Never leave the farm as we have Doordash to bring you whatever you desire, Wine, food anything.

16–23 Apr

$171 SGD per night
Guest favourite

Guest house 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.

5–12 Aug

$158 SGD per night
Guest favourite

Flat 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*

3–10 Sep

$111 SGD per night

Popular amenities for Brightwood holiday rentals

Other great holiday rentals in Brightwood

Guest favourite

Cabin in Reva

4.93 out of 5 average rating, 388 reviews

Cozy Cute Cabin

30 Sep – 7 Oct

$265 SGD per night
Guest favourite

Farm stay in Culpeper

4.96 out of 5 average rating, 113 reviews

Charming cottage in farm country

21–28 Jan

$129 SGD per night
Guest favourite

Guest house in Syria

4.95 out of 5 average rating, 324 reviews

Little House on Strother Run

16–23 Jul

$129 SGD per night
Guest favourite

Farm stay in Sperryville

4.98 out of 5 average rating, 120 reviews

The Roost at Upper Nonesuch

14–21 Jun

$188 SGD per night
Guest favourite

Home in Robertson

4.92 out of 5 average rating, 175 reviews

One Of A Kind Home in VA Wine Country on 50 acres

16–23 Jan

$904 SGD per night
Guest favourite

Cottage in Etlan

4.97 out of 5 average rating, 159 reviews

Amy's Place

2–9 Apr

$191 SGD per night
Guest favourite

Bungalow in Orange

4.98 out of 5 average rating, 357 reviews

Farm Cottage just outside town of Orange.

1–8 Feb

$192 SGD per night
Guest favourite

Farm stay in Brightwood

4.97 out of 5 average rating, 87 reviews

Robinson River Cabin - Tri Creek Farm

1–8 Jan

$179 SGD per night
Guest favourite

Guest suite in Reva

4.95 out of 5 average rating, 77 reviews

Ridgeview Retreat Log Cabin - Hiking, Wine, UVA

22–29 Nov

$153 SGD per night
Guest favourite

Cottage in Leon

4.98 out of 5 average rating, 61 reviews

Relax Near Shenandoah NP, Hiking, & Wineries

29 Jun – 6 Jul

$201 SGD per night
Guest favourite

Loft in Madison

4.95 out of 5 average rating, 41 reviews

The Loft at Hebron Valley Overlook

27 Jan – 3 Feb

$186 SGD per night
Superhost

Home in Madison

5.0 out of 5 average rating, 4 reviews

Haywood Haven

3–10 Oct

$183 SGD per night

Destinations to explore

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  5. Brightwood