Vacation rentals in Culpeper

4.98 out of 5 average rating, 110 reviews

An outdoor lounge area is framed by wooden fencing, featuring four white Adirondack chairs arranged around a central fire pit. A cozy seating arrangement with a blue couch and two wicker chairs sits against a backdrop of greenery under bright blue skies with scattered clouds.

Tiny home in Culpeper

3 Bed Tiny House in Culpeper w/ Kitchen & Firepit!

Welcome to our cozy tiny house in Culpeper, VA! This is the perfect retreat for couples/small groups looking for a unique & memorable experience. W/ open 2 lofts & a pull out couch this home sleeps up to 6 guests. The fully equipped kitchen allows for easy cooking. The composting toilet is an eco-friendly alternative w/o giving up convenience. Enjoy the outdoor fire pit & lounge area or visit some of the nearby attractions like Shenandoah National Park, shops downtown, & Death Ridge Brewery!

5 out of 5 average rating, 256 reviews

A gravel driveway leads through a landscaped area, surrounded by lush greenery and trees. A separate building is visible among the vegetation, contributing to the serene outdoor space. The scene is bright with natural light, creating an inviting atmosphere.

Guesthouse in Orange

Taj Garage Guesthouse

Above garage guesthouse with private, self check-in entrance, off-street parking, among historic homes, 4 blocks to restaurants, shops, park, etc. in downtown Orange. Includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Custom heart pine furniture, EV charger, refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites. Four blocks from the railroad so you will occasionally hear "that lonesome whistle blow".

5 out of 5 average rating, 113 reviews

A wooden deck is presented with outdoor seating, including a round table and several chairs under a bright red umbrella. A patterned rug is placed on the deck, while lush greenery and a pond are visible in the background, contributing to a peaceful setting.

Guest suite in Warrenton

The Acorn: Private loft in Horse Country

Take it easy at a tranquil getaway on Fauquier County's historic Springs Road. Enjoy a glass of wine and watch the sunset from the deck. Take in the local wineries or some Civil War history. Catch the Gold Cup Races at Great Meadows, or travel to Skyline Drive to hike in the beautiful Blue Ridge. Fresh eggs are available at Whiffletree Farm right down the road. We're 40 minutes from the Metro and all DC has to offer! Full kitchen. Veteran owned. (Sadly, all our beloved goats have passed 🐐 )

4.97 out of 5 average rating, 289 reviews

A rustic log cabin with a red metal roof is set in a lush green landscape. Sunlight filters through the trees, creating a warm glow at the cabin's entrance. A small porch features several outdoor chairs, inviting relaxation in a serene environment.

Farm stay in Rixeyville

Historic Tiny Log Cabin at Beechwood View Farm

Enjoy the beauty of each season at our historic Tiny Log Cabin, built in the 1800s and newly renovated on a beautiful farm setting. Please read all of the description below, and scroll to the bottom before booking! Note—the cabin can be warm in the summer and chilly in the winter due to the logs and chinking. There is a window unit AC and heater in the winter. Also note—the full restroom/shower is a 30 yard walk to the basement of our home. Kuerig with coffee. No refrigerator or microwave.

4.97 out of 5 average rating, 184 reviews

Apartment in Culpeper

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.

4.95 out of 5 average rating, 457 reviews

Bungalow in Culpeper

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!

4.97 out of 5 average rating, 189 reviews

The cabin features a welcoming front porch with a pair of white rocking chairs, providing a comfortable spot to relax. Wooden steps lead up to the porch, embraced by lush greenery and ferns, enhancing the cabin's secluded and natural setting.

Cabin in Culpeper

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.

4.98 out of 5 average rating, 636 reviews

A chicken stands amongst the green grass, near a wooden fence. The bird has reddish-brown feathers with a white tail, and it is surrounded by small plants and foliage, creating a natural farm environment.

Farm stay in Warrenton

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this independent private cottage on the homestead. Watch for deer, turkeys and birds in the field from the sunroom or take a hike around the farm. Centered in Fauquier's wine country it is ideal for the weekend escape, or day trips West to the mountains, East to DC or points south. Also, a perfect solution for accommodating family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach.

The front porch of the farmhouse is shown, featuring a white railing and a smooth floor. An American flag hangs from the porch, complemented by blooming azaleas in vibrant colors. The light blue exterior of the house adds a cheerful touch to the setting.

4.96 out of 5 average rating, 401 reviews

Charming Restored Farmhouse Minutes from Culpeper

STRICT NO PETS POLICY! 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.

Guest suite in Brandy Station

The historic house features a charming exterior with a combination of wood shingles and brick. Two prominent chimneys rise from the roof, and large screened porches are visible on the front. Lush greenery surrounds the building, enhancing the rural setting.

4.99 out of 5 average rating, 169 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.

4.98 out of 5 average rating, 194 reviews

A colorful sunset fills the sky with hues of orange and pink, viewed from the property. The silhouette of the house is complemented by the warm light from the windows. Green foliage and flowers adorn the foreground, enhancing the serene atmosphere.

Guesthouse in Boston

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

4.97 out of 5 average rating, 145 reviews

A wooden tray is displayed on a neatly made bed, featuring two chocolate cupcakes, a small jar of candle, and a glass vase with fresh greenery. The bedding is adorned with soft blue linens and fluffy decorative pillows.

Chalet in Brightwood

Charming Chalet in Blue Ridge Wine Country

NEW! PICKLEBALL/BASKETBALL COURT PUTT PUTT GOLF Sunset Ridge is in the heart of all you want to do! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places, all await you! Check out our guidebook for local attractions, restaurants, nightlife, and sightseeing. Enjoy the serenity of the country! Follow us: @sunsetridgechalet

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Popular amenities for Culpeper vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Culpeper

5 out of 5 average rating, 42 reviews

A window nook with a striped cushion offers a cozy spot for relaxation and bird-watching. The nook is framed by large windows, allowing natural light to fill the space, while rustic wood beams and walls enhance the cabin's charm.

Cabin in Reva

1830 Cabin 80 mi. to DC, 25 mi. to Shen. Nat’l Pk

5 out of 5 average rating, 28 reviews

A hot tub is positioned on a wooden deck, providing an unobstructed view of rolling hills and trees. The sky displays soft pastel colors during sunset, enhancing the serene atmosphere of the surrounding countryside.

Guesthouse in Culpeper

Rare Mountain Views in Culpeper ~ Hot tub ~ Arcade

The entrance features a dark wooden door adorned with a glass panel, providing a view of the interior. Flanking the door, two large planters filled with vibrant orange chrysanthemums add a cheerful touch. A welcome mat lies on the porch, inviting guests inside.

4.98 out of 5 average rating, 54 reviews

Escape on Blue Ridge

4.9 out of 5 average rating, 94 reviews

A white post bearing the address '9114' stands in a green lawn, with a charming white house featuring red shutters and a covered porch visible in the background. A clear sky with scattered clouds is overhead, and trees line the property.

Cottage in Culpeper

The Cottage at Old Salem School

4.97 out of 5 average rating, 90 reviews

A spacious living area showcases a large sectional sofa adorned with a decorative throw and cushions. Natural light filters through wide windows overlooking the surrounding greenery. A dining area features a wooden table with chairs, complementing the cabin's rustic wooden interior.

Cabin in Madison

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

A modern dining area is highlighted by a large wooden table set with white dishware and a decorative vase of tulips. A stylish light fixture hangs above, and a lush green wall adds a pop of color, enhancing the airy, inviting ambiance.

4.99 out of 5 average rating, 85 reviews

Stylish & Cozy Getaway in Historic Culpeper

5 out of 5 average rating, 71 reviews

The exterior of a historic brick building features arched entrances and decorative railings. Potted plants are positioned by the door, adding greenery to the façade. The surrounding area includes a paved lot with vehicles parked nearby, emphasizing the property's urban setting.

Apartment in Culpeper

Davis Street Overlook Suite