Vacation rentals in Charlotte County

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Top-rated vacation rentals in Charlotte County

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Top guest favorite
A light-colored, three-story house is nestled among trees, featuring a large covered deck with seating and a red canoe mounted above the entrance. Large windows on the upper floor allow natural light to fill the interior, enhancing the inviting exterior design.
Home in Farmville
4.98 out of 5 average rating, 40 reviews

"Sisters" 4BR/loft Near Farmville & Hampden-Sydney

Leave the rush behind and unwind in this fully furnished home just 9 miles from Hampden-Sydney College and 15 miles from Farmville and Longwood University. Nestled in a serene, secluded setting, “Sisters” offers beautiful lake views, a cozy fire pit for stargazing, and the perfect spot to cast a fishing line or simply relax with family. Whether you’re here for a college game, a family getaway, or a quiet week in the country, you’ll feel right at home. Available for short- and long-term stays.

Top guest favorite
Farm stay in Farmville
5 out of 5 average rating, 18 reviews

Lewis Estate Farm

Where luxury meets the natural elements. Reconnect with nature at this nearly 300 acre unforgettable escape. Create experiences and memories. Whether you’re a busy professional looking for an escape from city life, a family looking for a meaningful time away with your kids or a large group wanting to celebrate with a family reunion in mind, we believe our location is the perfect place for you, providing comfort, relaxation and an inspiring stay. Sip on a glass of wine while star gazing.

Guest favorite
Home in Keysville
4.91 out of 5 average rating, 23 reviews

The Southern Magnolia Guesthouse

Come relax with the whole family at this peaceful, country setting. Enjoy the side porch and patios overlooking a beautiful boxwood garden! Great weekend getaway! Property is located only 2 minutes from Food Lion, Burger King, Subway and other local restaurants, including a hometown favorite Ethel’s. Less than 30 minutes from Hampden Sydney, Longwood, and Greenfront Furniture! Less than 5 miles from the wedding venue, The Barn at Pine View. Come enjoy the serenity of our quaint cottage.

Guest favorite
A cozy living room features a brown leather sofa adorned with decorative pillows. A green accent chair sits beside a rectangular coffee table, which holds a checkerboard. Large windows allow natural light to fill the space, offering views of the outdoor greenery.
Home in Scottsburg
5 out of 5 average rating, 9 reviews

Cousin Carol's Fishing Adventure! Scottsburg, VA

Welcome to this cozy and fun fishing-themed home at the Little Tin Can Campground! Come rest, relax and enjoy the charming little town of Scottsburg, VA! This retro-inspired home has been comfortably updated and is just minutes away from fishing, hiking and outdoor activities at Staunton River State park; situated closely to South Boston and the Speedway; and about 20-30 min away from several wineries. What's more: inquire about our neighboring property and book a stay full of family fun!

Superhost
Sunlight filters through the trees, casting a warm glow over the serene lake. A cabin sits partially visible, with a seating area on the deck facing the water. The landscape is framed by lush greenery and rocky accents, creating a tranquil natural setting.
Cabin in South Boston
4.85 out of 5 average rating, 41 reviews

Lakefront Cabin

Beyond the gates of the famous Bob Cage Sculpture Farm, you will find this serene getaway. Your one bed, one bath cabin is steps from a private lake, where nature surrounds you. This unique location puts you less than 3miles from local amenities such as Walmart, Sheetz, Starbucks, Food Lion, and the South Boston Speedway, while still tucked in serenity. We also accept longer term rentals for professionals at a discounted rate. *please note that the fireplace does not work*

Top guest favorite
A spacious white house is set against a clear blue sky, surrounded by lush green grass. A covered porch is visible at one end, enhanced by a flowering window box. Trees are seen in the background, contributing to the serene rural environment.
Home in Prince Edward County
4.93 out of 5 average rating, 90 reviews

Wellpaws Guest House -a well-lit, peaceful place

Forget your worries in this spacious and serene space. Rural peace and quiet, dark sky, natural light and high-speed internet make it easy to relax and stay connected. Location near the geographic center of Virginia invites exploration of 5 nearby Virginia State Parks and Appomattox Courthouse National Historic Park. The home is air-conditioned, wheelchair-accessible and pet-friendly. The parking lot is suitable for RVs. A kitchenette is provided for your convenience.

Top guest favorite
A charming two-story farmhouse is set amidst greenery, featuring a metal roof and classic white siding. A covered front porch is showcased, adorned with red chairs, while seasonal foliage adds color to the serene landscape. The spacious yard is littered with fallen leaves.
Home in Charlotte Court House
4.99 out of 5 average rating, 113 reviews

Couples retreat, family getaway, spacious, private

The farmhouse is a wonderful destination for those looking for a quiet place to stay in a farm setting. Surrounded by hayfields, cow pastures, and mature hardwood trees, this third generation home, dating back to 1919, provides ample space for guests to relax and enjoy themselves. Recently renovated using wood cut from the property and farmhouse style decor (Joanna Gaines inspired), this home is the perfect place to get away from the hustle and bustle of everyday life.

Top guest favorite
A cozy living area features wooden beams and log walls, creating a rustic ambiance. A comfortable sofa with cushions is centered on a soft area rug, while large windows allow natural light to fill the space. A kitchenette is visible in the background, enhancing functionality.
Cabin in Pamplin
4.96 out of 5 average rating, 47 reviews

Bittersweet Cabin

Welcome to Bittersweet cabin, we are glad you are here! Tucked away on a quiet 7 acres this cozy cabin has all you need for your weekend (or week) getaway. This one bedroom, one bath home hosts a king bed, one full bath/shower combo, fully furnished kitchen, gas fireplace and coffee bar. Enjoy your days rocking on our front porch. The campfire ring offers a great view, morning sunrise or evening sunsets. Let your worries flit away here in this quiet, peaceful haven.

Top guest favorite
The front of the farmhouse displays a sloped roof and a porch with seating. A small table and two chairs are set on the grassy area. Large glass doors offer a view into the living space, framed by surrounding greenery.
Cottage in 501
4.95 out of 5 average rating, 133 reviews

A Perfect Country Getaway

Heron Hill 49 is a place for people who want to unplug, get away, and appreciate the quiet of country life. It’s an ideal space to relax or to work without distractions. Fiber optic internet is provided; cell service is limited. (We recommend wi-fi calling.) Guests will enjoy walking the property, following Spring Creek, and exploring the remains of an old, hand-built stone dam in the woods. Birdwatchers will find an abundance of species.

Top guest favorite
A cozy cabin constructed from wood features a deep red metal roof and a front porch with built-in ramps. Gravel surrounds the entrance, with trees in the background emphasizing the natural setting. Large windows allow for light, while wooden accents provide a rustic appeal.
Cabin in Keysville
5 out of 5 average rating, 22 reviews

Cabin on Little Way Village

Relax with the whole family at this peaceful place to stay. A cabin on a 20-acre wooded site with a pond in Keysville, VA, near Farmville, VA, home of Longwood University; historic civil war sites; state parks, such as Twin Lakes; an hour from Lynchburg home of Liberty University; 45 min from Appomattox, VA. The cabin has a water cooler with a built-in Keurig. EV charging is only with a 30 or 50 amp RV style plug.

Superhost
A family room is presented with a brown sofa and two tan armchairs, each adorned with blue cushions. A coffee table is positioned centrally on a colorful area rug, while large windows allow natural light to illuminate the space.
Home in Halifax
5 out of 5 average rating, 4 reviews

Love Shop

New Construction! Love Shop features 2 bedrooms, 1 and a half baths, large fully equipped kitchen, and family room. We are located minutes to shopping, fine dining and entertainment, Molasses Grill, Berry Hill Plantation, Factory Street Brewing, Springfield Distillery, Tunnel Creek Vineyards, short track racing at South Boston Speedway, 20 mins west is VIR race track, and Clarksville lake is 20 mins east.

Guest favorite
A wooden welcome sign is displayed within an ornate metal frame, gently swaying in the breeze. The word 'Welcome' is elegantly inscribed, inviting guests to enter the space. The natural scenery of green grass and trees is visible in the background.
Farm stay in Keysville
4.92 out of 5 average rating, 13 reviews

Heavenly Sky Farm Retreat

Get away from it all and stay under the starlit sky. Originally an 1880s farmhouse, today this Modern Farmhouse is an amazing setting for family and friends to reconnect to one another and nature. Located in the rolling hills of Virginia’s southern Piedmont region inside Prince Edward County, you’ll find Heavenly Sky’s Farm Stay in the rural farmland and peaceful country roads of Virginia.

Popular amenities for Charlotte County vacation rentals