
Holiday rentals in Caroline County
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Top-rated holiday rentals in Caroline County
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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 !

Shenandoah Cottage at Mattaponi
Built in 2024, the Shenandoah Cottage at Mattaponi Springs sits above the wedding venue and just next door to the golf course. Each king bedroom has its own private bathroom. The common area has a pullout sofa for extra guests, a full kitchen, and dining table. Surrounded by trees and wildlife, this is your refuge from the workweek. Mattaponi Springs - next door Kings Dominion Theme Park - 17 miles We have other cottages (2B, 4B, and 6B) in immediate proximity. Inquire for more information.

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.

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!

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.

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.
Popular amenities for Caroline County holiday rentals
Other great holiday rentals in Caroline County

Spacious Waterfront Rivah Escape 4BR 4BA Sleeps 9

4BR Farmhouse - Week/Month Stays, Pet Friendly

Country Home near Kings Dominion & Seven Springs

Timberlake

Private Historic Cozy Cabin

Delightful campsite with free parking

Your Home Away From Home!

French Inspired Oasis
Destinations to explore
- Carytown
- Kings Dominion
- Greater Richmond Convention Center
- Pocahontas State Park
- Brown's Island
- Lake Anna State Park
- Libby Hill Park
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Maryland International Raceway
- Altria Theater
- Virginia Holocaust Museum
- Forest Hill Park
- The National
- Children's Museum of Richmond
- Ingleside Vineyards
- James Madison's Montpelier
- Calvert Marine Museum
- Virginia State Capitol-Northwest
- Mount Vernon
- American Civil War Museum
- Fredericksburg Battlefield Visitors Center
- National Museum of the Marine Corps




