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, 288 reviews

The charming log cabin is adorned with greenery along the porch, framed by trees in a wooded setting. A red roof contrasts with the dark logs. A small seating area with red chairs is positioned outside, offering a cozy place to enjoy the natural surroundings.

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.

4.99 out of 5 average rating, 428 reviews

A vibrant flower bed is surrounded by a black wooden fence, featuring a variety of flowers including zinnias, daylilies, and other seasonal blooms. The lush green grass provides a well-maintained backdrop, contributing to the peaceful outdoor 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.

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, 456 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.

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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

4.93 out of 5 average rating, 15 reviews

Newly Renovated Modern Farmhouse

DannyRating, 5 stars3 weeks ago

We had a great stay, the home was pristine and it was so peaceful and quiet. It was centrally located and easy to get to. Everything was as advertised, just a beautiful home and the host communicated clearly. We'd love to stay again someday.

5 out of 5 average rating, 42 reviews

Cabin in Reva

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

JeffRating, 5 stars6 days ago

The cabin was amazing. I wanted a place to take my wife away for two nights to give her a place and time to relax and not worry about the everyday tasks she deals with. This was exactly the place. The cabin is absolutely beautiful and peaceful. There is not a single thing I would change, other than I wish it were my own private cabin. This place is that good. If you need a place to get away, reserve this. I promise you will have no regrets. There were two places I was considering and I was torn between them but I’m glad I settled on this one. The kitchen was well stocked with spices, pans, dishes, etc. The bed was comfortable, bathroom well stocked and the entire experience was better than we could’ve hoped. We will definitely be back. If the day ever comes that the hosts sell this property, I hope I’m around. I should also add that the host was extremely responsive and kind as well. 10/10.

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

RosellaRating, 5 stars1 week ago

We had a great stay and loved the Mountain View from the hot tub, games and Netflix access was thoughtful. Was clean and had everything we needed, a lot of thoughtful touches. So quiet for peaceful sleep but close to downtown where we could walk and grab good coffee and food.

4.97 out of 5 average rating, 90 reviews

The living area features wooden log beams and a spacious sectional sofa. A coffee table sits center stage on an area rug, with natural light streaming through large windows. Stairs lead to the upper level, while a dining table is visible in the background.

Cabin in Madison

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

DanielleRating, 5 stars2 weeks ago

Had an amazing stay at this cabin for a long weekend trip for two couples and two doggos! Fantastic place to stay to explore the park! Felt right at home with great kitchen accessories, laundry supplies and shower supplies. The dogs loved the fenced in yard to get their energy out! Beds were super comfy and the shower was amazing! The one bedroom is a loft with stairs to access so you can plan accordingly with your group, it has a privacy wall so no issues there ! Second bedroom was on the main level!

4.97 out of 5 average rating, 76 reviews

The living area features a vaulted ceiling with wooden beams, natural light streaming through multiple windows. A comfortable sofa is paired with two armchairs, and a round dining table is situated nearby. The space transitions to an outdoor deck visible through sliding glass doors.

Cabin in Culpeper

Campo Cibola - Cabana Vieja

WillemRating, 5 stars3 weeks ago

What an awesome place. Such a beautiful cabin, so quiet, nicely decorated, good bed, coffee, tea, it's got everything you need! And then there is the added bonus of the bison! Steven is a great host, really helpful in where you can spot the bisons and how to get there. We have been to lots of places to sleep, but this one is definitely on our top 3!

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

BrittneyRating, 5 stars1 month ago

Such a great spot for my family and friends! Kevin had some lovely touches, from a welcome message and snacks to chocolates on our pillows! They had a pack and play ready to go for my 6 month old and we’re so gracious about being flexible with checking in a little early and out a little late (tough to move quickly with a baby). We enjoyed glasses of wine on the back porch and family meals in the kitchen. A great pick for our stay in 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

ErikaRating, 5 stars2 weeks ago

I would recommend this Airbnb. It was decorated beautifully, very clean, and had an extremely comfortable bed. It was in a great location with many restaurants within walking distance.

A historic sign marks the entrance to South East Street, highlighting the Historic District designation. The sign features a classic design with the year 1759 displayed prominently, surrounded by vibrant greenery and flowering trees, indicating the area's rich history and natural beauty.