Kid-friendly holiday rentals in Caroline County

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Caroline County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Flat in Ashland

5 out of 5 average rating, 39 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 the privacy and convenience of this freshly renovated accommodation, with its kitchenette, small washer/dryer, smart TV, and desk. 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.

Superhost

Cottage in Fredericksburg

4.79 out of 5 average rating, 543 reviews

1840's Cottage: 3 miles from I-95/ Near Shopping

Welcome to Bunker Hill Farm est 1840 My quaint building is 538sq ft. It used to be the old detached kitchen situated behind my farmhouse from the 1840s. This historic building was converted into a guest house. Full Kitchen and Dinnete. Bath and Bedroom with Closet. This building is on an animal farm with goats, chickens, and a Miniature Donkey. *Please pet the animals at your own risk* Pets are allowed without restrictions on breed Please enjoy the miles of walking trails behind the cottage.

Top guest favourite

Home in Bowling Green

5 out of 5 average rating, 62 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

Barn in Ashland

4.95 out of 5 average rating, 42 reviews

Refined Rural Retreat on Tucked Away Acreage

Escape from the hustle and bustle of everyday life at this beautiful farmhouse loft near the South Anna River. Outdoor features include a wooded lawn, walking trails with river access, Adirondack chairs, and a fire pit. Indoor amenities include an antique iron framed bed, a kitchenette, a washer/dryer, hot shower, a TV, free WiFi. Just 15 mins west of historic Ashland, this countryside getaway is perfect to relax after a long week, but close enough to explore the dining options in town.

Superhost

Flat in Ruther Glen

4.76 out of 5 average rating, 359 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 the Meadow Event Park and Kings Dominion.

Top guest favourite

Cabin in Spotsylvania Courthouse

4.97 out of 5 average rating, 439 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

Flat in Hustle

4.93 out of 5 average rating, 58 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

Tiny home in Fredericksburg

4.98 out of 5 average rating, 62 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.

Guest favourite

Home in Spotsylvania

4.91 out of 5 average rating, 205 reviews

The Spotsy Spot Basement Apt *5* 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! 🏡✨

Superhost

Home in Doswell

4.82 out of 5 average rating, 265 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.

Guest favourite

Home in Fredericksburg

4.9 out of 5 average rating, 30 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!

Top guest favourite

Flat in Ashland

5 out of 5 average rating, 109 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.