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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
The Lookout- hot tub, heated pool, with ...

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated pool just installed! Great place to cool off year round- close to the outdoor TV...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Stylish 5BR/5BA Downtown Retreat - Walk ...

Summary:Stay in this newly refreshed 5-bedroom, 5-bathroom downtown getaway accommodating up to 12 guests. Featuring open concept living areas, a completely equipped kitchen, opulent king beds, and off-street parking. Just one block from King...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for huge groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
19 Bedrooms in CHS | Private Pool | The ...

Permit Number: 06280The Space: After February 2026, appreciate a brand-new private pool in the enclosed backyard, photos coming soon!Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property is thoughtfully designed for sizable...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
The Inns | 5 King Bed, 5 Bath | Spacious...

Summary:Feel Charleston in this charming 5-bed, 5-bath Victorian getaway for huge groups. Part of the exclusive Inns collection, this home is steps from King Street's famed dining and shopping. Appreciate modern luxury, a private balcony, and...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
5BR Rooftop Home with Parking Near King ...

Summary:Discover 'Palmetto on Spring | Rooftop Suite,' a striking 5-bed, 5.5-bath Charleston getaway. This modernized home spans three floors, featuring a detached guesthouse and a private rooftop terrace with city vistas. Ideal for enormous groups...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
8BR Downtown Luxury Escape Near King

Summary:Ideal for huge groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, chic living areas, and Intelligent TVs. Appreciate luxury linens, high-speed WiFi, and two off-street parking...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
3 Blocks to King Street | 6 BR | Maison ...

Permit Number: 05740The Space: Stay in the heart of Charleston in this attractively restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for sizable groups seeking...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
The Inns | 18 bedrooms, Luxurious + Gran...

Summary:As part of the esteemed collection, The Inns, this striking 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for huge groups, this completely refreshed property combines two chic Victorian homes with modern...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
Sleeps 16 | Pet-Friendly 2-Unit | Near K...

Sleeps up to 16! This modern, freshly modernized home consists of 2 sizable apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Monroe | 5BR - Voted Best of Charles...

Summary:Stay at The Monroe on Spring, a completely refreshed 1885 Charleston manor voted Finest of Charleston. Blending historic grandeur with modern luxury, this 5-bedroom getaway features elegant interiors and sprawling porches ideal for calming...

  • Charleston
  • 25 Bedrooms
  • 25 Bathrooms
  • Sleeps 16
Full House w Bikes, Grill + Patio + Park...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, beautiful neighborhood, The Rose features six elegantly refreshed bedrooms, two full kitchens, and two cavernous living...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Great for Large Groups | The Waltz

Permit Number: 05635The Space: Welcome to The Waltz, a roomy 2nd and 3rd floor getaway designed for gathering, calming, and making memories together, offering 5 bedrooms and 4 full bathrooms in a prime Spring Street location with complimentary...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two appealing standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers simple access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Screened Porch + Grill: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly BeachMake this 5-bedroom, 3-bathroom vacation rental your home base as you discover all Charleston has to offer. The 'James Island Folly Family Retreat' includes multiple living areas, ideal...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
6BD/6BA Downtown Home - 2 Blocks from Ki...

Summary:Welcome to your Charleston sanctuary, a beloved guest-favorite home that combines generous space, modren amenities, and an unbeatable downtown location. With six full baths and six beds, this home is ideal for huge families or groups who...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Vacation Villa 5 mins to King St- ‘The...

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 roomy bedrooms with en-suite spa bathrooms. The Palm...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Where Tranquility Blooms | Blossoms on C...

Permit Number: 06351The Space: Welcome to Blossoms on Cannon, a elegantly restored two story Charleston home designed for comfort, connection, and memorable group stays in the heart of downtown!Bedrooms & Bathrooms• Five bedrooms thoughtfully...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11