Westside Resorts

We selected the 20 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Westside

Lime Green Wish

Lime Green Wish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Neatly tucked away at the back of the lot, this picturesque home offers privacy from the main road. Even as you approach, you’ll be smitten with the Southern characteristics that define it.

Square Dance

Square Dance

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Located just outside of Charleston's historic downtown area and close to the shops, restaurants and bars of King Street, this home is in an enviable position within the city. And just like its surroundings, the building itself is steeped in history.

Ain't She Sweet

Ain't She Sweet

  • 16 guests

  • 8 bedrooms

Cannonborough Elliotborough, Charleston

It can sometimes be difficult to find a home for a big group getaway – the balance between communal spaces and private corners is always a tricky one, but this home definitely gets it right. Or perhaps we should say homes, as you'll find yourselves spread across two separate buildings, with a shared garden and courtyard between them.

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Welcome to small but charming Charleston, once again topping Condé Nast Traveler's Readers' Choice Awards. Whether you’re here to explore its colonial architecture, tuck into excellent Creole and BBQ food or savour the blossoming cocktail scene, you’re going to need somewhere to stay smack bang in the heart of the buzz.


We selected the top 3% holiday homes in Westside Resorts

Explore the 20 most perfect homes in our collection

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Most popular homes in Westside

Rockfish

Rockfish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Carolina Wren

Carolina Wren

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Summer Duck

Summer Duck

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Rocking Chair Residence

Rocking Chair Residence

  • 20 guests

  • 10 bedrooms

Cannonborough Elliotborough, Charleston

Checkered

Checkered

  • 10 guests

  • 5 bedrooms

Cannonborough Elliotborough, Charleston

Swing Kings

Swing Kings

  • 8 guests

  • 4 bedrooms

Radcliffeborough, Charleston

Southern Charm

Southern Charm

  • 10 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

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Check upcoming rates & availability for Westside Resorts


Frequently asked questions

Find homes in Westside with all the luxuries of a resort. Each and every one of our vacation rentals is obsessively checked by our experts, and comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. A stay in one of our homes in Westside that brings a resort vacation to mind is a stay that guarantees quality, so book your getaway today. And of course, feel free to reach out to our expert team, on hand to assist you 24/7.

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