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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Welcome to Rutledge Avenue Inn – Units A, B & C, a attractively restored 5-bedroom, 5-bathroom Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
St. Philip Collection - Pair of newly re...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
The Inns Charming 5BR/3BA Heart of Downt...

Summary:Welcome to your Charleston hideaway, a thoughtfully designed 5-bedroom, 3-bathroom getaway spanning two separate units in one property. Ideal for families or groups, this home offers the rare combination of double kitchens and living rooms...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
The Chapel | Premier 13BR Estate in Down...

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for enormous families, weddings, get-togethers or special gatherings, this property offers...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
Center of Charleston - Two Homes - 6BR/6...

Summary:Welcome to your Charleston getaway, a roomy 6-bedroom home designed for huge groups who want comfort, appeal, and the convenience of being right in the heart of the city. Just steps from Charleston’s best dining, shopping, and historic...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Full Renovation of 1811 historical home....

Recently restored and only 2 blocks from the heart of the entertainment district of Upper King Street, Stay Cannon is the ideal landing place for your next trip to Charleston.Stay Cannon is a legally allowed vacation rental as required by Charleston...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Chapel | 5BR Gem in Downtown Charles...

Summary:Welcome to your Charleston sanctuary, a delightfully preserved 5-bedroom gem attractively located in the heart of downtown. Boasting historic architecture, broad common rooms, and thoughtful modern amenities, this home is ideal for families...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Bogard Duo 6 Bed 6 Bath

Freshly-remodeled six bedroom historic home in the trendy, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire unit...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Inns - Beautiful 6BR / 6BA - Walk to...

Summary:Welcome to this refined 6-bedroom, 6-bathroom home from The Inns collection. Professionally designed and freshly modernized, it offers fresh comfort mins. from King Street’s vibrant energy, ideal for enormous groups seeking luxury and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a attractively restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
The Inns | Huge 10 Bedroom with Speakeas...

Summary:Draped in Spanish moss and located within a impressive Charleston neighborhood, this freshly modernized grandiose 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently refreshed in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Line Street Lofts | Luxe King St Retreat...

Summary:Stay steps from upper King Street in this refined getaway blending luxury and appeal. Featuring sleek interiors, modern amenities, and vistas of Charleston’s vibrant downtown, it’s ideal for travelers who want shopping, dining, and...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Porches, Patio & Parking – 2 Blocks to...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Grand Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and newly remodeled, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight handsomely refreshed bathrooms...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Parthenon Suites | 2 Blocks to King ...

Permit Number: 05086The Space: After February 2026, appreciate a brand-new extravagant pool in the enclosed backyard. Photos coming soon!Appreciate the comfort and privacy of two delightfully appointed homes, ideal for enormous groups, families, or...

  • Charleston
  • 10 Bedrooms
  • 6 Bathrooms
  • Sleeps 22
Vacation Villa 5 mins to King ‘The Roy...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Island Retreat - Great for Large Groups

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a roomy backyard. The individual units provide plenty of space for privacy with 1 king...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Huge 5-bedroom home in the heart of down...

This cavernous 5-bedroom, 3-bathroom historic home offers a unique blend of Southern appeal and modern comfort. Located in the heart of Downtown Charleston, you'll be within walking distance of the city's best eateries, vibrant bars, and captivating...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13