Holiday rentals in Caroline County

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Top-rated holiday rentals in Caroline County

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Top guest favourite

Home in Ruther Glen

5 out of 5 average rating, 11 reviews

Rappahannock Cottage at MS

Built in 2024, the Rappahannock 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.

Superhost

Cottage in Fredericksburg

4.79 out of 5 average rating, 540 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, 60 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

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.

Guest favourite

Home in Ruther Glen

4.93 out of 5 average rating, 15 reviews

The Manor House at Mattaponi Springs

Built in 2022, this immaculate home sleeps up to 12 guests with 6 bedrooms. Each suite has a king bed with private luxury bathroom and a balcony to take in the serene countryside. iWave air purifiers and individual room climate control. The house overlooks a beautiful lake, and features a small pond on property. The Manor House is a half mile from The Golf Club at Mattaponi Springs, 15 minutes from I-95. There is a 4B/4b on property as well. Inquire for more information.

Top guest favourite

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.

Top guest favourite

Farm stay in Woodford

4.95 out of 5 average rating, 64 reviews

Luxurious Peaceful Retreat Relax and Unwind

Beautiful and well kept, 220 acre estate situated in the heart of Woodford. Whether it be passing through for a quick weekend getaway, or looking for a quiet retreat to relax and unwind for the week, look no further. The Glenwood House is a stunning century old farm home that has been updated and decorated with a modern touch. The peace and quiet found in this home is unmatchable. Complete serenity is found here.

Guest favourite

Home in Spotsylvania

4.92 out of 5 average rating, 200 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, 263 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, 29 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, 108 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.

Top guest favourite

Home in Spotsylvania Courthouse

5 out of 5 average rating, 141 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.