Vacation rentals with a pool in Caroline County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caroline County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
The exterior of a two-story farmhouse showcases a classic design with white siding and black shutters. The covered front porch features white steps leading to the entrance, surrounded by manicured grass and shrubs. A large tree and open fields provide a scenic backdrop.
Farm stay in Beaverdam

Bellemount, circa 1850, horse farm with pool

Farm house on working horse farm. Originally built circa 1850, the house was most recently renovated in 2023. The farm is home to around 20 horses and two tractors. The family that runs the farm has been here since 1980. Kings Dominion Theme Park - 17 miles Meadow Event Park/State Fair - 20 miles Lake Anna Pleasants Landing - 12 miles Town of Ashland - 21 miles Downtown Richmond - 33 miles 15 min from I-95 Across the street we have a 3B/2b as well. Inquire for more information.

4.97 out of 5 average rating, 61 reviews
Guest favourite
Home in Fredericksburg

4-bedroom Retreat with Pool & Outdoor Firepit

Welcome to Casa De Coco- Main House, a comfortable and stylish 4-bedroom, 2-bath getaway designed for families, groups, and travelers looking to enjoy historic Fredericksburg with room to relax. The kitchen is fully equipped for easy meals at home, whether you’re preparing breakfast before a winery trip or ordering takeout for a relaxed poolside evening. The home features four comfortable bedrooms and two full bathrooms, making it a great fit for family stays!

4.93 out of 5 average rating, 15 reviews
Superhost
A bright kitchen is equipped with modern appliances, including a stainless steel refrigerator and dishwasher. Light-colored cabinetry complements the spacious countertops. A window provides natural light, highlighting a vase of colorful flowers on the counter, while gray curtains frame the view.
Farm stay in Fredericksburg

1870s Farmhouse close to I-95

Welcome to Bunker Hill Farm! (est. 1840) About half of the actual farmhouse is listed (back half). The front part mostly used for storage and light renovations. The Farm is home to many animals including, Goats, Chickens, Ducks, and a Miniature Donkey named Jack. Feel free to take Chicken and Duck eggs during your stay. Located very close to shopping and dinning of Cosner Corner but far enough in the country to get away from the hustle and bustle.

4.77 out of 5 average rating, 360 reviews
Home in Ruther Glen

Blue Moon Oasis

Escape to a private oasis over 130 acres with paths running the length of the property, perfect for hiking, ATV riding, or peaceful walks. Minutes from I-95 (Ladysmith & Ruther Glen exits) with easy access to Fredericksburg and Richmond. Just steps away you can enjoy a massive game room featuring games, a bar, multiple TVs, a full bathroom, and a secret garden with two cowboy pools. This one-of-a-kind getaway has something for everyone!

Superhost
Cottage in Fredericksburg

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, ducks , chickens, and a Miniature Donkey.

4.78 out of 5 average rating, 618 reviews
Guest favourite
Home in Fredericksburg

6BR Retreat with Pool & 2 Kitchens Near Downtown

Book the entire Casa De Coco Retreat and enjoy both private units together: a 4-bedroom, 2-bath Main House plus a 2-bedroom, 1-bath Guest Unit. With 6 total bedrooms, 3 bathrooms, two living areas, two kitchen spaces, and a backyard pool, this property is ideal for families, groups, wedding guests, and longer stays near historic downtown Fredericksburg.

5.0 out of 5 average rating, 7 reviews
Guest favourite
A charming cabin is nestled among lush greenery, featuring a stone pathway that leads to its entrance. Soft lighting from overhead string lights creates a warm glow, while the sloped roof and surrounding trees enhance the serene atmosphere of the outdoor setting.
Cabin in King George

Private Historic Cozy Cabin

Take it easy at this unique and tranquil getaway. Built in 1791 and located on one of the oldest estates in King George County. Very private with outstanding amenities to include a pool house and pool. Bring your fishing poles and drop a line in the pond just steps away from the cabin. This cabin is not recommended for people with mobility issues.

4.95 out of 5 average rating, 21 reviews
Superhost
A gravel campsite features a fire pit surrounded by several folding chairs. String lights are draped overhead, illuminating the area. A portable grill is positioned nearby, creating a welcoming space for outdoor gatherings. A wooden fence provides a natural boundary around the campsite.
Camper/RV in Fredericksburg

Glamping on a Farm

Enjoy the all the fun of camping without all of the hassle. So much goes into RV ownership including the not so pleasant parts. Like setting up and dumping the tanks. Let me take care of all of that for you. Enjoy the feeling of RV life without the investment.

4.87 out of 5 average rating, 243 reviews
Guest favourite
A spacious gravel parking area is depicted, surrounded by a green lawn and distant trees. A rustic barn structure is visible in the background, along with a nearby storage shed. The landscape is open, allowing for easy access and maneuvering.
Campsite in Fredericksburg

30/50 Amp Hookup for RV near I95. RV not included

Large area for parking. No trees to get in the way. Easy to get in and out. Close to I-95 and Rt1. Water and Electric Hookup (50 amp, 30amp). Wifi and Sewer dump. Animal Farm with Goats, Chickens, and a mini Donkey

5.0 out of 5 average rating, 9 reviews
Guest favourite
Tiny homes in Fredericksburg

Destination Trailer on an Animal Farm

340sq ft space on a Historic Animal Farm from the 1870s. Mingle with all of the farm animals including Pygmy goats, chickens, turkys, Ducks and a miniature Donkey. Enjoy walking trails and fresh chicken eggs.

5.0 out of 5 average rating, 8 reviews
Home in Ruther Glen

Beautiful cottage in a lake community.

Relax with the whole family at this peaceful place to stay. Full access to lake, pool, and fitness center.

5.0 out of 5 average rating, 3 reviews
Home in Spotsylvania Courthouse

F&M Serenity living

This stylish place to stay is perfect for group trips.

4.44 out of 5 average rating, 9 reviews

Popular amenities for Caroline County rentals with a pool