Holiday rentals in Winnsboro

The Farm House

Welcome to your farm home away from home! This property is truly stunning and one of a kind! The 4 bedroom 3.5 bathroom home, off of a dirt road, tucked away on a 5 acre estate is the epitome of serenity. Sprawling land, hay fields, a classic 4 level barn w/ cattle pens in the back. It has wide views of the country, with all the amenities modern life requires. There are large flatscreen smart TV’s in every bedroom and the living room - Starlink Wifi will ensure easy connectivity for your stay.

The Pines II-Cozy Tiny Home Retreat | Stargazing

Unplug and unwind at The Pines II — a cozy and pet friendly single-occupancy tiny home retreat set on 20 private acres of quiet Carolina pines. Designed for solo travelers seeking peace, privacy, and star-filled skies, this thoughtfully appointed space offers a restorative escape from the noise of everyday life while still being an easy drive from Charlotte. Perfect for quiet reflection, remote work, or simply slowing down. Evenings bring beautiful sunsets and dark skies ideal for stargazing!

Pinehurst Cove Cottage

Come and relax at our peaceful cottage. Open floor plan with amazing views of the expansive cove that looks out to the big water! Enjoy the stars from the fenced in yard sitting around the fire pit or the private dock. Large screened porch with ample seating. 2 bedrooms, 1 with queen bed and attached bath. 2nd bdrm has a full bed and bunks. 2nd full bath in hall. Under home is a fun rec area with TV, bar, mini pool and Foosball. Bring the family and enjoy all of the Incl. water toys!

Beautiful Lake Front Cottage on Lake Greenwood

Come enjoy the beauty of Lake Greenwood from this custom fully renovated gem. Whether you prefer to float in the cove or boat the lake this place is a perfect, family friendly get away. 3 bedrooms, 2 bathrooms, open floor plan with family room leading to a custom kitchen and adorable sitting nook. Massive deck offers outdoor dining and plenty of space to relax. An easy walk to the brand new dock that is big enough for your boat and plenty of water fun. Come stay and enjoy our lake getaway!

The Farmhouse @ Goat Daddy's

Nestled on 66 acres with a gorgeous pond/farm view, you will find Goat Daddy's Farm and Animal Sanctuary. Our luxurious tiny house has everything you need to make your farm stay comfortable and relaxing. Guests will have access to the farm during specific hours, as well as over 2.5 miles of paths and two ponds to explore. With your feet in the sand, by a fire, in the hot tub, on the trails, or getting some goat/animal therapy, The Farmhouse and Sanctuary has something to offer for all.

Anchors Aweigh

Escape to a cozy lakeside cabin just minutes from Dreher Island State Recreation Area. Wake up to peaceful water views and enjoy your morning coffee overlooking the lake. Spend your days swimming, fishing, or cruising the water—bring your boat and take advantage of the private dock. End each evening with breathtaking sunsets right outside your door. Whether you’re seeking relaxation or adventure, this charming retreat offers the perfect getaway to unwind and make unforgettable memories.

Canoe Blue Retreat - Unit 2 - Cerulean

Welcome to Cerulean, our stylish retreat perfect for families and outdoor enthusiasts! You'll love to spread out in our bright comfy 2 br apartment with fully stocked kitchen, flexible sleeping areas, and stunning outdoor living areas including huge porches & outdoor dining with BBQ grill on the back patio. Our location is perfect for outdoor adventures. We’re minutes from Lake Wateree, Carolina Adventure World, Carowinds, SkyDive Carolina, Rocky Creek Sporting Clays and so much more!

The Great North Lakehouse

This private lakeside escape on Lake Wateree is thoughtfully updated inside and out, completely turn-key and ready for you to relax and unwind while enjoying stunning views and the peaceful sounds of nature. This gently sloping lot is fully fenced for pets and leads to a custom outdoor grilling and dining area as well as a hardscaped firepit- a prime location for for entertaining family and friends as you overlook the water. Includes your own private pier to fish or launch your kayak.

Big Water Sunset at Lake it Easy

Escape to Beautiful Lake Wateree for a relaxing weekend away with friends or family. This updated house features 2 bedrooms & 2 bathrooms. Enjoy the cozy vibes of a tastefully decorated space, perfect for unwinding after a day on the lake. Step outside to a serene screened in porch, a fire pit, and stunning big water sunsets that will take your breath away. Whether you're into fishing, kayaking, or simply relaxing by the water, this lakefront house has something for everyone!

Luxury Treehouse in the heart of Columbia

Mid-Century Modern Treehouse with no stairs to climb but walk across a bridge thru beautiful professionally landscaped gardens onto a spacious deck with a hot tub. The view is over a bubbling creek set back into the woods. The barbecue grill and fire pit area complete with a twinkling chandelier and string lights. Relax inside and curl up and watch a movie in front of the fireplace! You have parking next to a walkway located between the treehouse and gardens next to our home.

Restful Refuge

Restful Refuge is a renovated one-bedroom studio apartment that includes a full kitchen and full bath downstairs to our home. For your stay with us you will have a private entrance. We are located just minutes from Downtown Columbia but secluded in a small community on a pond. Our desire is to provide a place to help you unwind & rejuvenate during your time in Columbia. Whether you are in town for business or pleasure, we would love to share our Restful Refuge with you.

Rustic Cabin | Hot Tub · Trails · Country Escape

Tucked just up the hill from the Alston trailhead on the Palmetto Trail, this ‘Little Mountain’ cabin rests nearby the old railroad bed that once carried travelers through historic Peak, SC. Walk the gentle trail, glimpse the iron train trestle, or just linger quietly in the woods we call home. Wake to distant roosters and the chance of deer passing by. Nestled between Chapin and Newberry and just minutes from I-26, it's a peaceful country escape rooted in History.