Holiday rentals in Jeffersonton

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Top-rated holiday rentals in Jeffersonton

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Top guest favourite
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
4.98 out of 5 average rating, 761 reviews

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 wine country, an ideal weekend escape, or day trips to the mountains, DC or points south. Also, a perfect solution for accommodating xtra family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach. Price increases due to new service fees.

Top guest favourite
A spacious outdoor area features a circle of black Adirondack chairs arranged around a stone fire pit. The backdrop includes a large house with multiple windows, surrounded by vibrant autumn foliage and lush green grass.
Home in Culpeper
4.99 out of 5 average rating, 129 reviews

Large Arcade ~ Hot tub ~ Firepit ~ BBQ ~ King Beds

Arcade game room! ~ Hot tub ~ Firepit ~ 48A Universal/Tesla EV Charger ~ Griddle BBQ ~ Large 4k TV in every bedroom ~ 3 King, 1 Queen, 2 full bunk beds ~ Board games ~ Outdoor games ~ Nearby wineries/breweries, Shenandoah National Park, Luray Caverns ~ High speed internet ~ Cell service ~ Dedicated workspace ~ Large dining room and fully stocked kitchen Welcome to Culpeper Manor! Our **newly refinished** spacious and luxurious vacation home, located on a wooded lot in a peaceful neighborhood.

Top guest favourite
A historic log cabin is set on a grassy expanse, with a red metal roof contrasting against the wooden logs. The porch area features a small table and chairs, surrounded by trees and farmland. Horses are visible in the background, enhancing the rural setting.
Farm stay in Rixeyville
4.97 out of 5 average rating, 310 reviews

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.

Top guest favourite
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.
Home in Culpeper
4.99 out of 5 average rating, 118 reviews

Stylish & Cozy Getaway in Historic Culpeper

Welcome to your own private Culpeper retreat! This brand new house is the perfect place to unwind and soak in the experience of southern hospitality along with photo worthy moments. The outdoor space provides the perfect place to relax and take in the stunning sunset. You’ll love spending time outside, whether you’re grilling up a delicious meal or just lounging with a good book. Thoughtfully designed to provide a comfortable modern stay. Have fun with the whole family at this stylish place.

Top guest favourite
A modern cabin is viewed amid tall green trees, featuring a distinctive angular design. Large windows create a seamless connection with the natural surroundings. A covered deck is furnished with outdoor chairs, providing a comfortable space for relaxation.
Cabin in Culpeper
4.97 out of 5 average rating, 120 reviews

Bison Farm - Cabin "Brisa"

Bison Farm cabin in a very secluded section toward the back side of a 300 acre working bison farm. This is a tiny home Park Model with 400 sq. ft. and a nice spacious covered deck providing an outdoor living room. The kitchen has a 2-burner induction cook-top, a convection oven that is also a microwave and a small refrigerator and freezer two drawer unit that has decent space but is not a full sized appliance. Note: bison rotate pastures daily. Please don't expect them in your cabin view.

Superhost
The historic farmhouse features a welcoming front porch with rocking chairs, framed by lush greenery. Brightly colored flower pots add a touch of charm to the entrance, while large, symmetrical windows allow natural light to fill the space.
Home in Jeffersonton
4.66 out of 5 average rating, 111 reviews

Wollam Gardens, A Flower Destination (6-8 guests)

Wollam Gardens is an 11-acre specialty cut flower farm located 60 miles west of Washington D.C. and 30 miles east of Shenandoah National Park, in the small village of Jeffersonton, Virginia. Relax on the porch, walk among the flowers, and observe the daily activities of a cut flower farm. We encourage guests to stroll the farm. Or just stay in the comfort of our house and use it as your gateway to our Nation's Capitol, Shenandoah Park, Luray Caverns, and local historic sites and vineyards.

Top guest favourite
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.
Flat in Culpeper
4.98 out of 5 average rating, 144 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.

Guest favourite
A charming yellow house is framed by lush greenery and a bright blue sky. Stone steps lead up to a covered porch with ample windows, while an upper balcony offers outdoor seating. A decorative fountain and flower planters enhance the inviting front yard.
Home in Jeffersonton
5.0 out of 5 average rating, 19 reviews

Pet-Friendly Farmhouse Retreat in VA Wine Country

This rural countryside retreat is located near the entrance to Shenandoah National Park, Virginia’s renowned vineyards and wineries and stretches of the Appalachian Trail. Stay here and live like a local! I live in the house full-time when it’s not rented. No cleaning or pet fees! Please read the entire listing before booking. No unattended dogs. No children under 16. No events. The guest making the reservation must stay on the premises for the duration. Occupancy limit enforced.

Top guest favourite
The kitchen features wooden cabinetry and modern stainless steel appliances. A spacious dining area is provided with a wooden table. Natural light enters through large windows, and the ceiling showcases wooden beams, enhancing the cabin-like ambiance.
Home in Warrenton
5.0 out of 5 average rating, 96 reviews

Ruffner's Ridge

Relax with the whole family or bring a gathering to our peaceful place in Warrenton, VA. The home has just been renovated with high end finishes and maintains a cabin-type feel with vaulted ceilings and custom woodwork. Our beautiful home sits on 20 acres of open and wooded areas and has a small creek. There is ample room for parking and a large open field for activities. Near by you will find two fantastic wineries, a brewery, golf, and we are a short drive to downtown Warrenton, VA.

Guest favourite
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.
Home in Culpeper
4.95 out of 5 average rating, 449 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.

Top guest favourite
Home in Amissville
5.0 out of 5 average rating, 10 reviews

Valley View Farmhouse · Hot Tub, Fenced Pasture

Escape to Valley View Farmhouse, a historic farmhouse set on 12 peaceful acres of rolling pastures, orchards, and open skies. Enjoy a sunset soak in the hot tub, gather around the fire pit, or relax in the sunroom overlooking the Shenandoah Valley. A fenced yard for pups, seasonal fruit trees, and a neighboring pasture with grazing cattle complete the experience. With historic character, modern comforts, and golden-hour views, this is a one-of-a-kind countryside retreat.

Top guest favourite
A weathered wooden fence is presented in the foreground, supporting a round sign that reads 'The SOPER House, Est. 1964.' The backdrop features a cluster of trees with autumn leaves, and the cottage can be seen softly illuminated in the distance.
Cottage in Warrenton
4.96 out of 5 average rating, 388 reviews

The Soper House-A Quaint & Lovely Country Getaway

The Soper House is a 1,000 sq.ft. ranch-style home with 3 bedrooms & 1 bath perfectly situated on a 5 acre farmette. Located in Fauquier County, VA. also known as Hunt, Horse & Wine country, each of the bedrooms uniquely displaying these historical themes. This charming cottage has a fully functional eat-in kitchen, a living room & a mudroom with W/D for your use. There are a few neighbors that are visible & we live in the adjacent property & can be easily available.

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