Vacation rentals in Culpeper

4.98 out of 5 average rating, 111 reviews

The exterior of the tiny house is shown, featuring a light-colored siding and several windows that allow natural light inside. A wooden deck with steps leads to the entrance, and a fenced area provides privacy. Lush greenery surrounds the home, adding a natural backdrop.

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!

4.99 out of 5 average rating, 118 reviews

A welcoming entrance to the farmhouse is framed by white columns and features a stone pathway leading to double glass doors. Lush greenery and colorful flowers are positioned around the porch, enhancing the home's inviting exterior.

Farm stay in Elkwood

The Garden View Suite—Zero In Hidden Fees!

Luxury on the farm! This private guest suite is situated on a 43-acre farm--Bees & Trees--and is attached to the North end of the main farmhouse. A private garden-gate guides you to the suite. Enjoy a magical sky full of stars while relaxing in the hot tub or enjoy the saltwater pool--all to yourself! You'll have breathtaking sunrise views from the front windows and gorgeous sunsets from your back porch! Be sure to visit the Farm Store where, as a guest, you'll get 10% off your purchases.

5 out of 5 average rating, 115 reviews

A spacious guest suite is shown, featuring a queen bed with a patterned gray and white duvet. A modern chair and a small plant are placed nearby. Light-colored walls and carpet create a soft ambiance, while a framed artwork of a goat hangs above the bed.

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 🐐 )

5 out of 5 average rating, 260 reviews

A newly constructed guesthouse features a charming exterior with a sloped red roof and white trim. A covered balcony with a red umbrella overlooks landscaped gardens. Stone pathways and greenery surround the home, enhancing the inviting outdoor space.

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".

4.99 out of 5 average rating, 431 reviews

A charming green cottage is presented, featuring a small front porch with two chairs and potted flowers. Large windows allow natural light to fill the space, while the surrounding landscape includes grassy areas and trees, providing a peaceful rural setting.

Bungalow in Orange

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.

A welcoming wreath is displayed on a white door, featuring lavender flowers interspersed among green foliage. A sign in the center reads 'Welcome to Treetop at Mt Run Lake,' adding a personal touch to the entrance.

4.96 out of 5 average rating, 187 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.

4.95 out of 5 average rating, 459 reviews

A cozy bedroom features a spacious bed with plush bedding and a decorative throw. A large wall clock and framed artwork add character, while teal curtains frame the windows. Soft lighting from bedside lamps creates a warm ambiance against the wood-paneled wall.

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!

A cozy living area is equipped with a vibrant yellow armchair and a light gray sectional sofa. A large screen TV is mounted on the wall, and natural light enters through a window adorned with white curtains. A round wooden coffee table sits on a patterned area rug.

4.98 out of 5 average rating, 101 reviews

Red Fox Retreat

Easily walkable to Downtown Culpeper! This restored and newly renovated historic property allows easy access to Downtown Culpeper. It features a large outdoor fire pit and expansive grounds to spread out and relax. This 1000 sqft unit is located in the upper level with views of the surrounding grounds and trees. Brightly decorated and designed in partnership with Lets Go and Stay properties; the Red Fox retreat is a great place to stay while visiting Culpeper and the surrounding area.

4.97 out of 5 average rating, 190 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, 643 reviews

A private cottage is nestled under a large tree, surrounded by well-kept grassy areas. The home features large windows that enhance natural light, with a welcoming entrance leading to a small staircase. The peaceful rural landscape extends in the background.

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.

4.94 out of 5 average rating, 126 reviews

A calm pond is viewed from the foreground, reflecting a blue sky with clouds. Lush greenery surrounds the water, with a dock visible in the distance. The scene conveys a sense of tranquility, highlighted by the still surface and natural surroundings.

Cabin in Culpeper

Stanley’s Cabin- Beautiful farm with private pond

Located at the foothills of the Blue Ridge Mountains in rural Culpeper County, Stanley’s Cabin sits on a private 7 acre pond surrounded by trees, open land, and grazing cattle. Ideal for couples, families, or small groups! Play a game of corn hole, fish for large mouth bass, take the kayak or canoe on the water, or just enjoy a peaceful walk. Many tourist attractions and activities are within proximity. Stanley’s Cabin awaits your next adventure or trip for rest and relaxation!

The exterior of a blue farmhouse is framed by lush greenery and a vibrant garden. A large tree provides shade, and an American flag hangs from the porch, welcoming guests. The house features multiple windows, highlighting its spacious design.

4.95 out of 5 average rating, 404 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.

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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

Superhost

The living area features two gray sofas and a coffee table placed atop a patterned area rug. A dining table with four chairs is visible in the background, along with artwork adorning the walls and a ceiling fan overhead.

4.86 out of 5 average rating, 21 reviews

Modern Bright Private Basement Apartment Culpeper

Superhost

A modern living room is displayed with a cozy grey sofa and textured armchairs arranged for conversation. A black accent wall highlights a classic clock above a white fireplace. Natural light floods in through sliding doors, revealing a view of the outdoor space.

4.89 out of 5 average rating, 18 reviews

Newly Renovated Modern Farmhouse

A blue front door with decorative glass accents is framed by a brick wall. A modern keypad entry system is visible next to the door handle. A whimsical butterfly-shaped yard decoration stands nearby, offering a cheerful welcome to guests.

4.98 out of 5 average rating, 151 reviews

Aron’s Place (on the edge of Sugar Bottom)

5 out of 5 average rating, 31 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

A dining area features a dark wooden table surrounded by six black chairs. Two large ceramic vases are centered on the table. A softly lit chandelier hangs above, illuminating the space, which is complemented by light-colored walls and woven textures.

4.98 out of 5 average rating, 56 reviews

Escape on Blue Ridge

4.97 out of 5 average rating, 93 reviews

A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.

Cabin in Madison

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

A spacious bedroom features a large bed with crisp white linens and a decorative blanket. Soft lighting is provided by two bedside lamps, and a comfortable seating area is visible beside a window with sheer curtains. A ceiling fan adds comfort to the room.

4.99 out of 5 average rating, 88 reviews

Stylish & Cozy Getaway in Historic Culpeper