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Charleston area Vacation Rental Search

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1789 rentals found
Oliver & Co. | Executive Stay Downtown C...

Summary:Step into refined comfort at this executive getaway where luxury meets convenience in the heart of Charleston. Ideal for business travelers, couples, or anyone seeking a classy escape, this sophisticated property offers an ideal base for...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
Historic District Downtown 344 & A Half ...

Feel a mix of history and modernity in this chic residence. The home features a brick fireplace, refreshed amenities, ornate classical furnishings, boutique design touches, and a private courtyard dining area. This is a LEGAL listing. We have been...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Steps to Isle of Palms Beach w/ Porch Di...

Welcome to Sea Haven by AvantStay!Just steps from the shimmering shores of Isle of Palms, Sea Haven is a bright, coastal escape designed for effortless beachside living. Located among swaying palms and serene island streets, this home offers the...

  • Isle of Palms
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Rare, Historical Estate near Market St w...

Summary:The Jacob Rabb House (circa 1851) sits in the esteemed Ansonborough neighborhood in the heart of the Historic District of Charleston. Walk to the city’s best dining and landmarks, then getaway to this extravagant three-story home with a...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Historic, newly renovated, 1 block off u...

Upstairs unit of a 2-unit, historical home, originally constructed in 1908. Updated with brand new kitchen and bathrooms and exterior. Original pine floors, staircase and 2 brick fireplaces (non-functioning for potential fire hazard). Home has been...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
6B at Saint Philip Square, One Block to ...

Come experience a luxury stay in the heart of Charleston at Saint Philip Square. Our award-winning collection of historic homes spans nearly one city block, The Aiken House, a 3-bed 3-bath gem that blends modern comfort with Charleston`s rich...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
‘Tropical Blue’ – Historic Home 5 ...

Summary:'The Tropical Blue' at The Blue Haven is a 5 min. walk to famed King Street. This remodeled historic home includes a modern kitchen, striking living area, and a traditional private piazza to lounge in the shade & watch the city go by.The...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Heart of Dwntwn Charleston+Full Kitchen+...

Modern Upper King St Home*Ideal for monthly stays * Free Wi-Fi and self-check-in* Free parking street parking available*driveway for one car*3 miles away from King street shopping stores * 8 miles to Tanger outlet* 11 miles to Charleston...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Boutique Home & Resort Pool 'Dewees'

Summary:A short walk from King St. 'The Dewees' is a roomy private historic property. Rare downtown amenities include the astounding shared Spring Island Collection Pool. The property offers an open kitchen & living area, opening directly to...

  • Charleston
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 9
Group Getaway - 6BR/6BA in Heart of Char...

Summary:Feel true Charleston appeal in this modernized historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9 bedrooms (each with its own FULL en-suite bathroom), 3 full kitchens, outdoor porch space...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
New Build - Steps to King Street

Feel the epitome of modern Charleston living in this striking, brand new, 5-bedroom, 5-bathroom vacation rental apartment, aptly named The Chateau. Located in the heart of downtown Charleston, this opulent abode offers an unbeatable location with...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Cozy Haven, Close to Charleston's Best |...

Permit Number: 06609The Space: Indulge in the appeal of the Holy City at The Elton, a warm and welcoming second floor condo designed for couples, friends, or families of up to four guests!Bedrooms & Bathrooms• Primary bedroom with a comfortable...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
The Bohemian Cottage + Butterfly Garden

Unwind with the whole family at our calming, bright, and cheerful bohemian bungalow located in the heart of Riverland Terrace. We provide everything you need for a home-away-from-home getaway! Appreciate the screened in porch overlooking the organic...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
The Manor 93 - B Beautiful Three Bed Thr...
  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Bee St - Downtown w/ Parking - Walk Ever...

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Spacious - Private 2 brs, 2 baths

City of Charleston Certificate of Operation Permit # OP2025-068871st floor of a duplex. 1250 SF. The bedrooms (and full bathrooms) are located on opposite sides of the single floor unit . Extensive living room, fireplace , intelligent tv with...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Historic Charleston home located in the ...

Located in the heart of downtown Charleston, John Street offers the ideal blend of accessibility and tranquility. Within walking distance to all the top attractions in downtown, this home is tucked away in the relaxing Garden District, bordered by...

  • Charleston
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
The Inns | Luxury Design w. Speakeasy Ba...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most beautiful neighborhoods, this impressive 7-bedroom, 5-bath home captures the essence of Southern grace with a modern twist. Thoughtfully modernized in September 2025, every...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14