Holiday rentals in Caroline County

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! Between Richmond & Fredericksburg. 15 min to Kalahari !

Wagner's Pond

Relax at the edge of the pond, or enjoy the view of the horses across the street. Have your coffee on the back porch overlooking the pond. Take a jog and enjoy the horses on the farm across the street. Fishing, kayaking and canoeing access on private lake/pond! Kings Dominion Theme Park - 17 miles Meadow Event Park/State Fair - 20 miles Lake Anna Pleasants Landing - 12 miles Ashland - 21 miles Richmond - 33 miles 15 min from I-95 4B/3.5b available across the street as well. Inquire for info.

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.

The Contemporary Charleston

Welcome to our home, nestled in a serene and picturesque neighborhood. Our home offers both comfort and convenience for our guest seeking a relaxing getaway. Additionally,the home features two thermostats for personalized comfort,and three inviting patios, two adult bedrooms, one children's bedroom (ideal for toddlers or school-aged kids, with space for up to two), and a convenient crib for an infant. Come relax, unwind, and enjoy! At this time, only accepting booking from guests age 25+.

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.

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.

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.

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.

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 seasonal vegetables and eggs available for purchase. Local attractions include Meadow Event Park, Kings Dominion, AP Hill. Close to MCDean and Carmel Church Industrial area.

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! 🏡✨

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.

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.