Holiday rentals in Caroline County

Quail Cottage: Secluded Waterfront Nature Retreat

Enjoy a peaceful retreat overlooking the Rappahannock River, where quiet and nature take center stage. Although the cottage is accessed by a shared driveway, there are no other homes in sight, offering true privacy and solitude. Wake to birdsong, watch deer graze in nearby fields, and listen for ducks, geese, and eagles along the river. Set on a 200-acre protected nature preserve, Quail Cottage offers walking trails and river access—perfect for guests seeking rest, reflection, and time outdoors.

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!

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.

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.