Owner Direct Vacation Rentals in Westside

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  3.  USA

  4.  South Carolina

  5.  Charleston
  6.  Westside

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1799 Westside Vacation Homes From $74

Looking for the ideal vacation rental in Westside? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Eclectic Third Floor Apartment
Eclectic Third Floor Apartment
Apartment
Charleston, SC, USA
0.5k from Westside center

Pool, Air Conditioner, Fireplace/Heating, Security/Safety, Parking, Internet, Child Friendly

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$295
Average price / night
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Comfy & Cozy Right Downtown Charleston  OP2019-00450
Comfy & Cozy Right Downtown Charleston OP2019-00450
House
Charleston, SC, 29403, United States
0.1k from Westside center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

28 reviews

$349
Average price / night
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First Floor 3BD/2BA Condo 6 Blocks From King St
First Floor 3BD/2BA Condo 6 Blocks From King St
House
Westside, Charleston, South Carolina, USA
0.5k from Westside center

Parking, Internet, Air Conditioner

3 Bedrooms7 Guests
7.9

Good

8 reviews

$142
Average price / night
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Charming Restored Studio in Historic Westside near Citadel
Charming Restored Studio in Historic Westside near Citadel
Apartment
Charleston, SC, 29403, United States
0.2k from Westside center

AC, Fireplace, Free Parking, Heater, Internet, Kitchen, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$74
Average price / night
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Haven for Foodies near Charleston's Culinary Scene
Haven for Foodies near Charleston's Culinary Scene
House
Westside, Charleston, South Carolina, USA
0.5k from Westside center

Parking, Internet, Air Conditioner

2 Bedrooms7 Guests
9.0

Fabulous

2 reviews

$139
Average price / night
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The Agave- 3 Bedroom Historic Cottage
The Agave- 3 Bedroom Historic Cottage
House
Charleston, SC, 29403, United States
0.3k from Westside center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

46 reviews

$458
Average price / night
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The Inn at 257
The Inn at 257
Apartment
Westside, Charleston, South Carolina, USA
0.5k from Westside center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

15 Bedrooms44 Guests
8.5

Very Good

32 reviews

$172
Average price / night
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Belle Haven Duplex - Downtown - New Renovation!
Belle Haven Duplex - Downtown - New Renovation!
House
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$472
Average price / night
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VILLA BLANCA GORGEOUS DOWNTOWN CHS HOME 3 king bds
VILLA BLANCA GORGEOUS DOWNTOWN CHS HOME 3 king bds
House
Westside, Charleston, South Carolina, USA
0.5k from Westside center

Air Conditioner, Internet, Parking, Child Friendly

3 Bedrooms8 Guests
New to Booking
$681
Average price / night
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The Jasmine Retreat - Newly Renovated - Downtown!
The Jasmine Retreat - Newly Renovated - Downtown!
Apartment
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$520
Average price / night
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Downtown 3 Bedroom with Tons of Natural Light
Downtown 3 Bedroom with Tons of Natural Light
Apartment
Charleston, SC, USA
0.6k from Westside center

Apartments, Accommodations, Parking, Lodgings, Places to stay

3 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$526
Average price / night
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The Sweetgrass Suite - Newly Renovated - Downtown
The Sweetgrass Suite - Newly Renovated - Downtown
Apartment
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$282
Average price / night
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The Bogard Only 4 Blocks to King
The Bogard Only 4 Blocks to King
Apartment
Charleston, SC, USA
0.6k from Westside center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

4 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$528
Average price / night
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Cozy Downtown Home | Wylde Jasmine
Cozy Downtown Home | Wylde Jasmine
House
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Balcony, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
9.2

Superb

10 reviews

$276
Average price / night
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The Bogard House 2BD and Free Parking
The Bogard House 2BD and Free Parking
Apartment
Charleston, SC, USA
0.6k from Westside center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$444
Average price / night
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The Velvet Magnolia House- Historic 3-bedroom apartment in charming Charleston
The Velvet Magnolia House- Historic 3-bedroom apartment in charming Charleston
Apartment
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Washer

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$761
Average price / night
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Harbor Mist House | Spacious 4BR in DT Charleston!
Harbor Mist House | Spacious 4BR in DT Charleston!
House
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms14 Guests
9.2

Superb

78 reviews

$522
Average price / night
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Beautiful & Charming Charleston Home
Beautiful & Charming Charleston Home
House
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
9.4

Superb

45 reviews

$591
Average price / night
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The Charleston Suites: The Charles Suite
The Charleston Suites: The Charles Suite
House
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
9.6

Exceptional

84 reviews

$335
Average price / night
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Oak House Charleston 2BR in downtown. Enjoy peacefulness, history & comfort.
Oak House Charleston 2BR in downtown. Enjoy peacefulness, history & comfort.
House
Charleston, SC, 29403, United States
0.4k from Westside center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

26 reviews

$404
Average price / night
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Pet-Friendly +Historic Charm & Modern Comfort Near Upper King
Pet-Friendly +Historic Charm & Modern Comfort Near Upper King
House
Charleston, SC, 29403, United States
0.5k from Westside center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$235
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Westside.

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Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Westside. If you plan on staying in the Westside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Westside

You can explore 1799 verified vacation rentals in Westside. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Westside vary depending on the season, property size, and location. Rates typically start from around $74 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Westside include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Westside welcome pets. Currently, 29 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Westside often include amenities such as Fireplace/Heating, Internet, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.