Holiday rentals in Culpeper

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Top-rated holiday rentals in Culpeper

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Guest favourite

Guest house 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.

3–10 Jan

$160 SGD per night

Guest favourite

Flat 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*

12–19 Aug

$113 SGD per night

Guest favourite

Guest suite in Brandy Station

4.95 out of 5 average rating, 117 reviews

Threlkeld Farm,quiet, restful, fat pillows!

Romantic getaway. Large, comfortable queen bedroom/bath on Threlkeld Farm (circa 1828). Civil War buffs will enjoy being at the edge of the Brandy Station Battlefield and near the Graffiti House Museum, and St James Church. It's a great base for visiting historic sites nearby in Culpeper. This is horse country and the Warrenton Hunt sometimes hunt the farm. Wonderful resturants and history to explore in Culpeper County Virginia. We are in the foothills of the Blue Ridge Mountains. Private.

29 Dec – 5 Jan

$162 SGD per night

Guest favourite

Guest suite in Culpeper

4.98 out of 5 average rating, 246 reviews

Spacious property-deluxe amenities; hot tub & more

Enjoy the beauty of nature in our beautiful private 2 room suite. Located in Culpeper County Virginia, you are minutes away from world class dining, wineries, great breweries while only 20 minutes from Shenandoah National Park. Retreat to the deck for an evening soak in the hot tub after a day of exploring the area. This space provides a queen bed, plenty of sitting space, full private bathroom, walk in closet, 50 inch smart TV, WIFI, mini fridge, ice maker, microwave, and coffee maker.

25 Sep – 2 Oct

$142 SGD per night

Guest favourite

Flat in Culpeper

4.98 out of 5 average rating, 146 reviews

TreeTop at Mt Run Lake (Private Guest Apartment)

Spacious one bedroom guest apartment with SEPARATE ENTRANCE, private separate patio and reserved parking in this newly decorated full apartment, set on four acres with lakefront views situated in the foothills of the Blue Ridge Mountains. One flight of stairs up to a beautiful apartment with fantastic views of the lake and surrounding property. Private and secluded yet only 10 minutes from Historic downtown Culpeper with its many restaurants, local shops, grocery stores and pharmacies.

17–24 Nov

$151 SGD per night

Guest favourite

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

20–27 Sep

$129 SGD per night

Guest favourite

Bungalow in Culpeper

4.94 out of 5 average rating, 402 reviews

Chic and comfortable downtown home. Many extras!

Located only 1.5 blocks from the center of Downtown Culpeper on the quietest hidden street in the area! Within 1-3 blocks of amazing restaurants, breweries, and interesting shops. This 1960s bungalow has been completely remodeled and professionally decorated to create a very luxurious and comfortable experience. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. We are now accepting longer-term reservations!

6–13 Jan

$231 SGD per night

Guest favourite

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!

21–28 Aug

$146 SGD per night

Guest favourite

Cabin in Culpeper

4.97 out of 5 average rating, 158 reviews

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

9–16 Jun

$188 SGD per night

Guest favourite

Guest suite in Brandy Station

4.98 out of 5 average rating, 132 reviews

Studio apartment at historic Glenmore

Studio apartment with separate entry at historic Glenmore in scenic Brandy Station, VA. Beautiful farm location with newly renovated space featuring a kitchenette with refrigerator, microwave, coffeemaker and toaster. Bedroom/living area with queen bed and twin sofa bed. TV with dish and unlimited internet. Full bath with shower. We cannot accommodate children under the age of four because the space has an open wooden staircase that cannot be blocked off.

25 Jul – 1 Aug

$124 SGD per night

Guest favourite

Farm stay in Warrenton

4.98 out of 5 average rating, 521 reviews

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this private cottage. Watch for deer, turkeys and maybe even a bear in the field from the sun room, or take a hike around the homestead. Centered in Fauquier's wine country it is ideal for the weekend escape, and day trips West to the mountains, East to DC or points south. Perfect for those extra reunion family members, wedding guest accommodations, or the "Hafeway overnighter" traveling North or South.

4–11 Oct

$156 SGD per night

Guest favourite

Home in Culpeper

4.95 out of 5 average rating, 348 reviews

Charming Restored Farmhouse Minutes from Culpeper

This spacious farmhouse, built in 1898, has been tastefully restored to accommodate modern living without sacrificing the charm of history. It is bright and airy, with open, spacious rooms and some smaller rooms for fun or quiet times. The house has a calming feel, with all the comforts of home. The farmhouse is a celebration of the richness of all things Virginia; its history, its vineyards, its fox hunts and the alluring charm of Old Virginia.

1–8 Sep

$219 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Culpeper holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Culpeper's top sights

Walmart Supercenter6 locals recommend

Grill 30914 locals recommend

It's About Thyme55 locals recommend

Shawn's Smokehouse BBQ Culpeper7 locals recommend

PINTO Thai Culpeper Restaurant & Bar33 locals recommend

Martin's Food6 locals recommend

Other great holiday rentals in Culpeper

Guest favourite

Cabin in Reva

4.93 out of 5 average rating, 394 reviews

Cozy Cute Cabin

13–20 Oct

$268 SGD per night

Guest favourite

Cottage in Madison

4.96 out of 5 average rating, 328 reviews

THE PERFECT HIKING & WINERY COUNTRY RETREAT

26 Sep – 3 Oct

$165 SGD per night

Superhost

Guest house in Syria

4.88 out of 5 average rating, 559 reviews

Cozy 1 room cabin in the mountains.

4–11 Jul

$97 SGD per night

Guest favourite

Cottage in Warrenton

4.97 out of 5 average rating, 260 reviews

The Soper House-A Quaint & Lovely Country Getaway

16–23 Aug

$158 SGD per night

Guest favourite

Cabin in Unionville

4.94 out of 5 average rating, 127 reviews

Private Couples getaway with HOT TUB.

15–22 Jan

$196 SGD per night

Guest favourite

Flat in Culpeper

5.0 out of 5 average rating, 41 reviews

Red Fox Retreat

14–21 Nov

$158 SGD per night

Guest favourite

Flat in Culpeper

5.0 out of 5 average rating, 14 reviews

The Blue F.R.O.G. (1 Bedroom Apartment)

12–19 Dec

$156 SGD per night

Superhost

Guest house in Culpeper

4.86 out of 5 average rating, 7 reviews

Adorable Cottage in Town&Parking

16–23 Jun

$134 SGD per night

Show all

Quick stats about holiday rentals in Culpeper

Total rentals	40 properties
Rentals with dedicated workspaces	30 properties have a dedicated workspace
Pet-friendly rentals	10 properties allow pets
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	2.5K reviews
Nightly prices starting at	$68 SGD before taxes and fees

Holiday rentals in Culpeper

Top-rated holiday rentals in Culpeper

Guest house in Orange

Flat in Madison

Guest suite in Brandy Station

Guest suite in Culpeper

Flat in Culpeper

Farm stay in Culpeper

Bungalow in Culpeper

Cottage in Orange

Cabin in Culpeper

Guest suite in Brandy Station

Farm stay in Warrenton

Home in Culpeper

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Culpeper holiday rentals

Stay near Culpeper's top sights

Other great holiday rentals in Culpeper

Cabin in Reva

Cottage in Madison

Guest house in Syria

Cottage in Warrenton

Cabin in Unionville

Flat in Culpeper

Flat in Culpeper

Guest house in Culpeper

Quick stats about holiday rentals in Culpeper

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore