Vacation rentals in Caroline County

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Top-rated vacation rentals in Caroline County

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

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Superhost
A well-lit living room is presented, featuring a comfortable sectional sofa and a reclining chair. A modern black coffee table sits in the center, while a mounted TV is placed above a stylish white mantle. Large windows allow natural light to flood the space.
Home in Bowling Green
4.82 out of 5 average rating, 55 reviews

Cozy 3BR Near Golf, Kings Dominion & Meadow Event

This charming home has been recently renovated with ample natural light! Three bedrooms with queen beds. The primary suite has it's own bathroom & vanity/work area. The living room has a smart tv and space for entertaining, there are several games too. The kitchen is equipped for cooking in or ordering out featuring a little coffee station and dining area. It’s minutes away from the historic town of Bowling Green to eat, shop, or site see! Conveniently located between Richmond & Fredericksburg.

Superhost
The sleeping area features two twin beds, each dressed in patterned white bedding with decorative pillows. A small bedside table is positioned between them, topped with a lamp providing soft light. A welcoming ambiance is created by the warm glow illuminating the space.
Apartment in Ruther Glen
4.76 out of 5 average rating, 369 reviews

Small organic farm nestled in the woods near I-95

Located right off of I-95 between mile markers 104 and 98, between Fredericksburg and Richmond, VA. This is a small, practical studio apartment in the walk out basement of our organic family farm. Quiet, natural surroundings with woods to explore and fresh organic vegetables/eggs available for purchase. We aim to have as natural and organic home environment as possible with fragrance free personal products/detergents. Local attractions include Meadow Event Park, Kings Dominion, AP Hill

Top guest favourite
A bright parlor space features elegant gold accent tables with light marble tops. The room is decorated in a deep blue hue, complemented by large windows allowing natural light. Cozy seating areas with plush cushions are arranged around the tables, creating an inviting atmosphere for conversation.
Home in Bowling Green
5 out of 5 average rating, 85 reviews

Historic home with 8 gas 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.

Guest favourite
A serene bedroom features a four-poster bed with white bedding and matching decor. Natural light fills the space through a pair of windows adorned with sheer curtains. A bedside table and a small dresser provide additional storage, while light-colored flooring completes the inviting atmosphere.
Home in Fredericksburg
5 out of 5 average rating, 12 reviews

Tranquil Retreat Near Historic Downtown Fred

Bienvenue to this lovely home combining modern comforts and French country style charm! Nestled in a safe neighborhood, this maison packed with amenities is the ideal spot for you to relax while exploring the vibrant city of Fred, Richmond or Washington DC. With the downtown, the river, restaurants, shopping, historic sights, nature trails, and more just a few miles away, you'll have everything you need for a memorable stay nearby. Book today and experience comfort, convenience, and style!

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, 464 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.

Top 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, 62 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
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
4.99 out of 5 average rating, 85 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.

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, 105 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 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, 239 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, 274 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.

Top guest favourite
A spacious bedroom features a cozy bed with decorative pillows. A traditional area rug covers the hardwood floor. Light walls are complemented by a piece of artwork, while double doors provide storage space. The kitchen area is visible in the background.
Apartment in Ashland
5 out of 5 average rating, 131 reviews

Hundred Acre Wood: basement apartment/pets welcome

Pets welcome! Cozy, comfortable, and spacious efficiency apartment with a view of pristine woods and adorable chickens and ducks. Go for a walk in the woods to Beech Creek or explore the quaint town of Ashland just 10 minutes away. A great space to unplug, rest, and get away from it all! Please note that we are not able to accommodate long-term rentals.

Popular amenities for Caroline County vacation rentals