Incredible Monthly Winter Rentals In Charleston, SC

Thinking of visiting the Lowcountry this winter for work or play? When it comes to spending time in Charleston, there really is no “off” season. Sure, there are bigger crowds in the warmer months, but that’s all the more reason to venture South for the winter. You’ll have more of the Holy City to yourself! To help you enjoy the perfect stay, there are many great monthly winter rentals in Charleston, SC available from Walk Away Stays.

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Experience Winter In Charleston

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With its Southern charm, natural beauty, historical attractions, and plenty of entertainment options, Charleston satisfies year-round. In fact, there are some happenings that can only be enjoyed in Charleston during the winter months, like local oysters roasts, beer festivals, and the time-honored local tradition of The Polar Bear Plunge.

Do you have the ability to work remotely as an individual or with a team? Looking for a great location for a company retreat or a corporate getaway? Charleston is an ideal “migration” location. Here you’ll find everything you need to run work operations smoothly, with all the trappings of a quaint, walkable Southern town—not to mention three local beaches.

Featured Walk Away Stays Winter Rentals

Of course, when you visit Charleston, you’ll want a great place to stay. Choose Walk Away Stays to live like a local while enjoying resort level amenities like concierge services, high quality linens, gourmet local coffee and more. Here are just a few of our monthly winter rentals in Charleston, SC that we know you’ll absolutely love!

Short-Term Charleston Apartment Rental


This 1BR, 1BA luxury rental is a wonderful option for a home away from home during the winter months in Charleston. Located between Spring and Cannon, visitors will walk out the door right into the heart of the growing north-end of King Street. This popular area is home to the city’s latest restaurants and bars, as well as plenty of entertainment options for live music, dancing, and theatre. The welcoming, rustic interior of this property has a stripped-down aesthetic, but the comforts of the home are modern, with everything you need for an extended stay including an in-house washer/dryer. Off-street parking for one car is also available, so pull right up and start enjoying your stay!

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Charleston Rental For Large Groups


This is a truly unique rental for larger groups visiting Charleston. Recently renovated, this luxury rental can sleep up to 12 guests, while maintaining the privacy of a studio. That’s because this property has been re-imagined into multiple apartments with two bedrooms, a living room, and a fully-equipped kitchen—each! But this home does not swap space for comfort. Rather, inside you’ll find plenty of seating to sink into, flat-screen TVs to enjoy, and decorative rugs lining the hardwood floors. A true gem when looking for winter rentals in Charleston, SC!

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Beautifully Renovated Charleston Rental


Looking for a tasteful, modern rental with plenty of natural light in the heart of Charleston? Look no further than this luxury property, renovated in July 2017. With an open floor plan, you will immediately feel at home in this poshly decorated property with hints of exposed brick, marble counter tops, and a flatscreen TV adorning each room. This 2BR, 2BA also has a fully equipped kitchen with all stainless steel appliances. Off-street parking is available in the back, and WiFi is also offered, both free of charge.

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Explore More Great Properties

Want to find more great winter rentals in Charleston, SC? Browse our available rentals, and book with us today!