Holiday houses in Caroline County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Caroline County

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1

Guest favourite

A spacious yard features a circular fire pit surrounded by multiple wooden chairs. The charming two-story farmhouse is visible in the background, framed by large trees and greenery, creating a serene outdoor setting.

Cottage in Beaverdam

5 out of 5 average rating, 15 reviews

Private Rural Retreat w/6ac Pond-Fish Kayak Relax

Want to hide away from it all but still stay close enough to enjoy great shopping and dining, recreational opportunities, and historic attractions? Our cozy, quiet and peaceful little farmhouse in Partlow, Va. is the perfect combination of both. Our almost century-old, 1,000+-square-foot getaway includes a kitchen, comfortable bedroom on the second floor, full bathroom and an adjacent open space with a trundle bed that sleeps two. 6-acre pond access with beach for relaxing, kayaking, or fishing!

Top Guest favourite

The historic farmhouse is presented with a welcoming façade, featuring a gray exterior and a prominent front porch with a wide staircase. Large windows allow ample light to illuminate the exterior, while the surrounding landscaped area is enhanced by a gravel driveway.

Home in Bowling Green

5 out of 5 average rating, 76 reviews

Historic 4 king bed MBRS, 8 fireplaces & gameroom

Step into history at our 1700s farmhouse in charming Bowling Green, VA. This historic gem combines old-world charm with modern amenities for an unforgettable stay. The House on Main Street features original hardwood floors, antique fireplaces, and preserved architectural details. Each room thoughtfully reflects the home's history while offering modern comforts. During Christmas, the farmhouse is adorned with twinkling lights and festive ornaments, adding a magical holiday touch to your stay.

Top Guest favourite

The exterior of the cabin features a rustic wooden facade with a steeply pitched roof and a welcoming front porch. A swing hangs from the porch ceiling, while the entry door is complemented by two symmetrical windows on either side, surrounded by natural greenery.

Cabin in Spotsylvania Courthouse

4.97 out of 5 average rating, 449 reviews

The Tobacco Barn

A high-peaked ceiling and exposed-log crossbeams reveal the Tobacco Barn’s past life as a place for hanging tobacco leaves to dry. Now converted to a one-room guest house, it features a front porch swing, cozy fireplace, soapstone floors, a homey sitting area, and a tall, high-post bed. The pressed-tin ceiling and whiskey-barrel sink in the bathroom add to its charm. Pets are allowed and are charged a fee of $25 (first night) and $15 (per ea. add'l night). Maximum two-person occupancy.

Guest favourite

A charming log cabin is surrounded by trees, set against a serene landscape. The exterior features a mix of wood and stone finishes, with a circular stone patio visible in the foreground. A winding path leads toward the inviting entrance, enhancing the natural setting.

Cabin in Manquin

5 out of 5 average rating, 54 reviews

Luxury cabin - Pond - 16 acres

Come enjoy world class fishing and the most luxury log cabin minutes from Richmond! We have done an entire renovation inside and out keeping luxury at the heart of everything we have done. 10 minutes from Kings Dominion will make our home the perfect weekend get away from some rides balanced with fishing and nature walks. Finish the evening sitting around our gas fire pit telling stories about the fish that did not get away! feel free to send me a message with any questions you have!

Superhost

A private entrance to Rose Hill is framed by tall, well-maintained trees lining the gravel drive. The brick gateposts, topped with stone spheres, display the property's name. Lush greenery and a serene atmosphere are evident, inviting guests into a secluded retreat.

Guesthouse in Montpelier

4.97 out of 5 average rating, 30 reviews

Historic Rose Hill

Enjoy a relaxing getaway in complete seclusion - yet only 30 minutes from Richmond or 20 minutes to Short Pump! Rose Hill (circa 1821) sits on 20 acres and is surrounded by fields and forest. Go for a hike to the South Anna River, enjoy a glass of wine at a nearby winery, sit and watch the trains go by in Ashland (the Center of the Universe - only 10 minutes away), enjoy a round of golf at The Hollows, or simply relax on the patio and soak in the beautiful serenity that is Rose Hill.

Top Guest favourite

An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.

Apartment in Ashland

4.98 out of 5 average rating, 64 reviews

Ashland Aerie

Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

Guest favourite

A landscaped area in front of the retreat features lush greenery and a walkway leading to the entrance. Nearby, a seating area with several chairs is visible against a backdrop of trees. Sunlight filters through the foliage, creating a serene outdoor setting.

Apartment in Hustle

4.94 out of 5 average rating, 64 reviews

Rock Spring Retreat: Near Tappahannock!

Rock Spring Retreat LLC offers a secluded stay for writers & those who value country living. The Retreat is the perfect home base for day trips to Williamsburg, Jamestown, Yorktown, Richmond, Fredericksburg, state parks, wineries, beaches, and golf courses. This 440-sq-ft apartment has a separate ground-floor entrance, a full kitchen, washer and dryer, and a luxurious shower. Perks include satellite television, a fire pit and miles of hiking trails of varying difficulty.

Top Guest favourite

A welcoming living area is illuminated by natural light from large windows. Two comfortable chairs and a brown couch are arranged around a central wooden coffee table, which is complemented by decorative items. A fireplace adds a cozy atmosphere to the room.

Home in Fredericksburg

4.97 out of 5 average rating, 98 reviews

Rustic Home on 5 Private Acres

Our cozy home is located in the rural area of Spotsylvania County and is nestled in 5 acres of woods with a serene creek, perfect for exploring nearby attractions. Old Town Fredericksburg, Fredericksburg Battlefield, Spotsylvania Towne Centre, Central Park, and Mary Washington University are minutes away. Lake Anna and King's Dominion are within a short drive. After a fun day, unwind in our peaceful retreat and immerse yourself in nature's tranquility.

Top Guest favourite

A modern interior space features a compact kitchen with stainless steel appliances and a dining area. A sectional sofa is positioned toward large windows, allowing for abundant natural light. A staircase leads to a loft area, enhancing the open-concept layout.

Tiny home in Fredericksburg

4.98 out of 5 average rating, 65 reviews

Belle Haven - Tiny Home - Big Experiences

Welcome to Belle Haven Farm and our Tiny Home - Free Parking on site. Enjoy the sights and sounds of a working farm on the grounds of a historic home situated on 18 acres. Cows, sheep, horses, and chickens will greet you as you pull off the beaten path - but still a mere 8 minutes from Exit 126 off I-95 in Fredericksburg, VA. Enjoy a campfire on a cool evening and walk the grounds with your morning cup of coffee.

Top Guest favourite

A bright dining area features a round table set with decorative placemats and neatly folded napkins. Comfortable seating includes a dark sectional sofa and an armchair, positioned near a wall-mounted TV. The walls are painted a vibrant yellow, enhanced by rich orange curtains.

Home in Spotsylvania

4.92 out of 5 average rating, 224 reviews

Spotsy Spot BSMT Apt 3 Bedrooms Perfect for Pets!

The Spotsy Spot Basement Apartment: Nestled on 2 acres in the historic Spotsylvania Courthouse area. 3 bedrooms, private bath, fully equipped kitchen, cozy dining area, and convenient laundry room. 25 minutes from the University of Mary Washington and Mary Washington Hospital. Easy access to I-95. Only 40 minutes from Kings Dominion! 🏡✨ March of 2025–carpet replaced with hardwood flooring! 🏡✨

Guest favourite

A light-colored table is set for two on a screened porch, with two dark mugs and a seashell centered between them. Sunlight casts gentle shadows across the surface, and a spacious green yard is visible through the screen, bordered by trees.

Home in Doswell

4.82 out of 5 average rating, 270 reviews

Doswell Comfort

Relax from your travels in a cozy country home. Have morning coffee/tea on the porch onto the large yard & breezy tree lines. Close to local attractions; suitable for all families (pet friendly). Kings Dominion - 2 miles State Fairgrounds - 3.5 miles Randolph-Macon University - 7 miles Town of Ashland - 7 miles City of Richmond - 25 miles Central to multiple locations in Historic Hanover.

Superhost

A serene sleeping area is presented, featuring a spacious bed adorned with a geometric patterned duvet. Two bedside tables, each with a lamp, frame the bed. Above the headboard, two abstract art pieces add a touch of color, while a window allows natural light to fill the room.

Home in Fredericksburg

4.84 out of 5 average rating, 43 reviews

Spacious Private suite in Fredericksburg w/Firepit

Unwind in our private, spacious basement apartment. Perfect for families with a large backyard and cozy fire pit. Enjoy the quiet neighborhood while being close to downtown Fredericksburg and the highway. Your peaceful getaway awaits! Whether you're seeking a family getaway or a relaxing escape, our basement apartment is your home away from home. Book your stay today!