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Charleston Luxury Holiday Homes

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    Travellers to Charleston are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    20 Matching Rentals in CharlestonView all 134 rentals
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    The Charleston Chestnut Mansion is exactly where you want to be in Charleston! You are a quick walk to all of the major historical attractions and museums, the arts, award-winning restaurants, nightlife, and exquisite shopping and antiquing. Every special event - from Spoleto to Southeastern...
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    Charleston, Coastal South Carolina 29401
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION!!! Solar eclipse house 10 minutes to downtown (less traffic to than other spots), 5 minutes to avondale bars/restaurants, 15-20 minutes to the beach + a few minutes to Magnolia Plantation. Renovated house perfect for total solar eclipse: 4 bedrooms (1 master with king bed, 1 guest room...
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    Charleston, Coastal South Carolina 29407
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This custom built home, reminiscent of a country estate, features an open floor plan, five well designed bedrooms, a fully equipped gourmet kitchen with adjoining 'Butler's Pantry' and luxurious outdoor spaces extending the living area of the home. The spacious master bedroom connects to a large...
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    Charleston, Coastal South Carolina 29464
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best Charleston has to offer in our deluxe recently-refurbished 3-story house with 24/7 concierge to cater to your every need! Centrally located, comfortable and spacious. Perfect for families, groups & special occasions. Located in a safe part of town. The Space This comfortable...
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    Charleston, Coastal South Carolina 29401
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cottages on Charleston Harbor offer ten luxurious two-bedroom, three-bath Cottages with a full kitchen, living room and screened-in porch. Our guests' favorite feature at the Cottages on Charleston Harbor are the breathtaking vistas that include views of Fort Sumter, downtown Charleston and...
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    Charleston, Coastal South Carolina 29464
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Walk everwhere from this charming three bedroom two bath charming cottage1 / 14
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Outdoor Dining Area
    • Air Conditioning
    • Washer
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    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2015
    All six of us had a great time. House was very clean and conveniently located. Wonderful sitting area out front. Delicious pastry shop less than a block away and plenty of...
    Reviewed 9 December 2014
    We loved the location of this charming house. St. Phillips Street, near the university. Nicely remodeled with everything you could need, nice towels, comfortable beds, clean...
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    About this property
    This one story, three bedroom, two bath cottage is perfect for a family with children or for friends traveling together. Each bedroom has a queen bed. The kitchen is fully equipped with every convenience. One bathroom has a tub with shower and the other has a shower. The laundry is just outside one...
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    Charleston, Coastal South Carolina 29403
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    • Cable/satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll love this special place because of the views of nature, the people, the ambiance and close proximity to downtown Charleston. Our place is great for couples and solo adventurers. Imagine a luxury suite. Two bedrooms (and an office space if you must work). Wifi, TV, but who needs technology...
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    Location Information
    Charleston, Coastal South Carolina 29407
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Vacation House in Daniel Island Park, 4 Bedrooms, 4-1/2 bathrooms, the house is fully furnished like a home. in a private club and park-like neighborhood It takes only 12 minutes to downtown Charleston, 10 minutes to beach, and there are plenty good restaurants on the island as...
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    Location Information
    Daniel Island, Charleston 29492
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Balcony
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is located across the street from the Charleston Municipal Golf Course, a 10 minute drive to historic downtown Charleston and 15 minutes from Folly Beach Our home features a private pool with a large deck that offers outdoor dining and a championship size ping pong table
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    Location Information
    Charleston, Coastal South Carolina 29412
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    • Patio
    • Grill
    • Central Heating
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our newly renovated 4BR 2BA bungalow is just blocks from Avondale’s trendy shops and restaurants, and only 2 miles from downtown Charleston. Enjoy the large screened in porch and 500 sf master suite with walk-in closet and huge double-vanity bath. Featuring art by local artist Mary Manz and classy...
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    Location Information
    Charleston, Coastal South Carolina 29407
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 15
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Grill
    • Porch
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get ready to wake up in the morning and take an easy stroll down to the beach to surf the best waves in Charleston, catch some fish off the pier or simply relax in the sun. Feeling hungry? Folly has numerous fantastic and quickly becoming famous places to eat located just right around the corner...
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    Location Information
    Charleston, Coastal South Carolina 29439
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
    • Balcony
    • Secure Parking
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Motor Yacht Southern Comfort is a 61' Hatteras located at the City Marina in historic downtown Charleston, SC. We have beautiful sunset view and the tranquility of the water is a perfect place to spend your time while in Charleston. We have onsite parking and only minutes from King st., Shops and...
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    Location Information
    Charleston, Coastal South Carolina 29401
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1-5BR Historic Downtown Charleston Vacay Rental1 / 28
    (6)Very good
    French Quarter
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2018
    Five female friends from college had a mini-reunion here for 3 nights to celebrate our 70th birthdays. We all agree that this lodging option gets mixed reviews.The positives...
    Reviewed 2 August 2018
    If you want to be in the heart of everything Charleston, this is the place for you. The building is a piece of artwork, it is so beautiful. We had a large group and we filled...
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    About this property
    We are located on the second floor of a stately antebellum building in the heart of historic downtown Charleston, SC. We offer a private entrance, and five spacious bedrooms with high ceilings and 19th century heart pine floors, accented with paintings and furnishings from our ground floor antiques...
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    Charleston, Coastal South Carolina 29401
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous private apartment with a walking score of 100 to everything that Charleston has to offer. Main shopping street half a block, main nightlife street half a block, not to mention a beautiful park in front of the apartment. The apartment is very private making it perfect for any group who is...
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    Location Information
    Charleston, Coastal South Carolina 29401
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Long Vacation? Thinking of moving to Charleston? In the city, pool, marsh.1 / 49
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2015
    So you’re headed to Charleston for vacation? Terrific! Congratulations on making a great decision for visiting Conde Nast’s voted “USA’s No. 1 City for the Fourth Consecutive...
    Reviewed 24 May 2015
    Exceeded our expectations in every aspect. Beautiful setting, classic home....clean, modern, and elegant. You will not be disappointed. Tranquil location, but very convenient to...
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    About this property
    Only a few guests enjoy this private paradise, perfectly appointed comfortable home. Minimum monthly rental. Foodie kitchen and dining room with Fireplace and with marsh and tidal creek in the backyard. Best restaurants either walking or driving. Within minutes: 2 miles to the historic district, 15...
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    Location Information
    Charleston, Coastal South Carolina 29407
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • Balcony
    • DVD Player
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to La Bella Vita, The Beautiful Life!  This stunning 4 bedroom, 2.5 bath home was custom built to perfectly maximize open air and outdoor living. You walk up to the massive 10 foot wide wrap-around covered decking that offers over 2,400 square feet of outdoor living space.  The deck...
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    Location Information
    Charleston, Coastal South Carolina 29403
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Terrace
    • Patio
    • Grill
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This centrally located home is perfect for all types of travelers. We welcome families, bachelorettes, couples, bachelors, golf trips, etc. This traditional Charleston single home is a cozy place for families and friends to enjoy everything Charleston has to offer. Our home has that historic...
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    Location Information
    Charleston, Coastal South Carolina 29403
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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