Holiday rentals in Winnsboro

Music Man Cave Cabin

Nestled on private property, this A-frame cabin blends rustic charm with musical vibes. Surrounded by tall trees, it features an open floor plan with wooden accents and ambient lighting. A loft bedroom offers a tranquil retreat with views of the forest. With fire pit and a path to a hidden pond provide serene spots for relaxation and creativity. Heads up there are friendly, well-behaved dogs living at the property. They may occasionally be around the common spaces. So let us know if a bother!

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.

WatersEdge @ Lake Wateree

Relax with family or friends at this peaceful place to stay. This family friendly house is designed for relaxation and memory making. Fully equipped for those looking for an easy place to head with kids(think pack-n-play, portable bed rail, toys ect) and even those without littles(think board games, cards, books). Flat yard for games or easy kayak launches into the lake. Boat launches are 5 min away and our dock has a boat slip for safe storage. Even fishing off the dock makes memories.

Lakefront Wateree Home with Dock and Deck

Welcome to Lakefront Wateree, your peaceful waterfront escape with everything you need to relax, recharge, and enjoy life on the lake. This home sits directly on the shores of Lake Wateree and features a private dock, a wraparound deck, and easy access to boating, fishing, right from your backyard. The kitchen is fully stocked for your own gourmet cooking. Gas and charcoal grills. Gameroom with ping pong and dart board. Wake up to quiet mornings on the deck and enjoy sunsets in the evening.

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!

Canoe Blue Retreat - Unit 1 - Midnight

Welcome to Midnight, our stylish retreat perfect for families & 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!

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.

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!

Marcy's Place

Take it easy at this unique and tranquil getaway surrounded by acres of wooded land and privacy. This Tiny House with porch was constructed of Logs in 2022. The outside logs are painted gray to blend in with nature. The inside is beautiful natural pine, with 3 bedrooms/1 bath/2 queen and 2 bunk beds with a loft, washer/dryer. It's conveniently located 4 miles off Interstate I 77 and 2 miles from the 1770 Historical town of Ridgeway, SC off Hwy 21 north.

Summer Kitchen Cottage/Lake Carolina/Columbia,SC

This modern farmhouse-style retreat welcomes you with warm wood accents, exposed beams, and classic shiplap details that create a cozy yet elevated atmosphere. Every inch of the cottage has been thoughtfully curated to feel both inviting and refined—perfect for a peaceful escape or an extended stay. Inside, you’ll find a fully equipped kitchen ready for anything from a quiet morning coffee to a home-cooked dinner. True Southern hospitality.

Historic Log cabin on private fishing lake

Magnificent historic Log Cabin located on the shores of a private 10 acre lake surrounded by over hundreds of acres of forested isolation. One mile into the woods and away from the stress, hustle and bustle of everyday life. Access to 100 acre parcel for walking trails, fishing, canoeing, swimming, campfire and wildlife. Great opportunity to unplug from the stress and engage with family and friends! A great spot for an artist retreat!

Peaceful Off-Gird Yurt Farm Stay

Chaiya Farms is a peaceful off-grid farm stay on 5.5 private acres in Blythewood, South Carolina. The thoughtfully designed yurt blends sustainable living with modern comfort, featuring a real bed, AC, wood stove, solar power, WiFi, TV, and cooking essentials. Enjoy birdsong, nature, and optional interaction with friendly goats, chickens, and a gentle Great Pyrenees—perfect for couples or quiet travelers seeking rest and reconnection.