Holiday rentals in Caroline County

4.95 out of 5 average rating, 56 reviews

Barn in Ashland

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 a comfortable queen-sized 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

Cottage in Fredericksburg

4.79 out of 5 average rating, 537 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.

5 out of 5 average rating, 58 reviews

Home in Bowling Green

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.

Cabin in Spotsylvania Courthouse

4.97 out of 5 average rating, 435 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.

4.98 out of 5 average rating, 86 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.

Guest house in Spotsylvania Courthouse

4.91 out of 5 average rating, 22 reviews

The Oasis

No more than 2 guests/1 vehicle..Come relax in this modern, lower level, efficiency suite situated on over 4 acres! Enjoy scenic views from the covered patio: bistro lights, fire pit & sofa/chairs. Inside there are high ceilings, a seating area w/ electric fireplace, smart tv, WiFi, a large bathroom, kitchenette, ping pong table and sleeping accommodations for two (1 king or 2 single beds) Parking space for one vehicle. We look forward to hosting you!

Tiny home in Fredericksburg

4.98 out of 5 average rating, 61 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.

4.91 out of 5 average rating, 199 reviews

Home in Spotsylvania

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! 🏡✨

4.82 out of 5 average rating, 263 reviews

Home in Doswell

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.

4.93 out of 5 average rating, 27 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!

5 out of 5 average rating, 107 reviews

Flat in Ashland

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.

Home in Spotsylvania Courthouse

5 out of 5 average rating, 140 reviews

King Full Kitchen Backyard W/D 20min to Lake Anna

The whole House - most of it on the first floor. Washer & Dryer You will feel like you are on a retreat, but you are minutes away from everything if you forget something! Lake Anna State Park is 21 minutes away. Downtown Fredericksburg is 13 miles away. History surrounds you, and there are some great places to eat and explore within 15 minutes.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Caroline County holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Caroline County

Private room in Fredericksburg

4.86 out of 5 average rating, 143 reviews

The Eucalyptus Room near Downtown FXBG

BenjaminRating, 5 stars2 weeks ago

Mattheau was super friendly. Met him walking by when I arrived, and was greeted with a nice handshake and and easy conversation. The room was great and the house setup was exactly what was pictured. I will definitely look him up again if I'm ever in the area again.

Private room in Spotsylvania Courthouse

4.67 out of 5 average rating, 3 reviews

Welcome Home -Room 5

DavidRating, 5 stars1 month ago

I had an excellent stay with Razon at Welcome Home - room 5. The location was perfect for what I was doing - very convenient to Lake Anna and I-95. The house is located near the end of a peaceful dead-end street, with wooded walking paths and friendly neighbors. It was spotless clean on arrival and well equipped. Razon was very responsive and helpful. I would stay at this location again. I highly recommend!

4.92 out of 5 average rating, 61 reviews

Home in Doswell

The Triple Crown Farmhouse

ShavonRating, 5 stars2 weeks ago

This place was absolutely beautiful! From the house to the land! The host was super nice and quick to respond to any questions. The restaurant suggestions she gave was amazing. Just an overall great experience! Will definitely stay again when the time comes!

Home in Ashland

4.7 out of 5 average rating, 23 reviews

4 Bedroom Historic Rural Home

GaryRating, 5 stars2 weeks ago

This was a great place for us to stay and the host was great as well.

Home in Aylett

5 out of 5 average rating, 4 reviews

Country Home near Kings Dominion & Seven Springs

HenriqueRating, 5 stars10 months ago

We had a great time at this beautiful BnB. We were traveling for a friend’s wedding and needed a place for the night. We had thought we would need to cancel because the AC unit broke the night before we were scheduled to get there. However, James reached out to us immediately to communicate this and was able to get everything fixed. We spent a nice peaceful night at the house. The house was very spacious and had plenty of blankets and towels. James was also very kind to leave a little welcome basket for us all which included snacks and drinks. The home is also not far from Kings Dominion so it would be a great stay for families looking for a fun weekend with their kids. We had everything we needed which made for a wonderful stay! Fully recommend you stay here, 5 stars!!!

4.98 out of 5 average rating, 48 reviews

Huge private 1 bedroom apartment - best value!

RosaRating, 5 stars32 months ago

Great area, great place! Price was beyond believable for an Airbnb, clean, quiet and roomy, highly recommend!! Stefan was accessible and very attentive willing to accommodate changes at the last minute!