Discover a selection of 1,000 vacation rentals in Westside, Charleston that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and swimming pools. Prices start at $79 per night, and houses and condos are popular options for a stay in Westside. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Westside

What are the top vacation rentals in or near Westside?

The heart wants what the heart wants, and right now it's longing for a vacation. Now's the time to pack your bags and zip off to one of these top vacation rentals in or near Westside:

  • Around 2 miles from the center of Westside, it's difficult to beat "Mid 1700s Carriage House With Courtyard". It has 2 bedrooms and a host of amenities including internet services and an oven.
  • Another top choice is "Lovely Folly Beach Home Just Steps To The Beach", which is around 10 miles from Westside. Featuring 4 bedrooms, a kitchen and free WiFi, it has everything you need to keep you comfortable and happy.

For even more great options, use the search bar at the top of the page to find the perfect Westside vacation rental for you.

What are the best tiny house vacation rentals in or near Westside?

You need only take a peek inside Vrbo's tiny house vacation rentals in Westside to realize that amazing things really do come in tiny packages. Efficiently designed to maximize every spare inch of space, these mini digs deliver a big vacation experience:

  • Get away from it all and get back to basics at "Zen Tiny House - 2. 5 Miles To Beach | Bikes | Minutes To Historic Charleston". This property in Enclos packs plenty of comforts into its cozy space, such as a bicycle and a restaurant dining guide.
  • "Costa Rica Inspired Tiny House" in Charleston is another top-rated option. Internet services and a hair dryer will help make your time here more comfortable.

What are the top-rated vacation rentals for weekend getaways in or near Westside?

Take a rain check on those household chores, because weekends were made for having fun. Settle into one of these weekend getaways in and around Westside and enjoy all the fantastic things to do close by:

  • "Studio On Shem Creek With A Deep Water Dock And Views Of Freshwater Lake" is an excellent option around 5 miles east of central Westside. You'll never need to venture far to find something fun to do around this retreat. Get outdoors and discover Crowfield Golf Club and Boone Hall Plantation and Gardens. Activities like sailing and fishing will add a nice finishing touch to your quick break.
  • Alternatively, leave your stresses behind at "Charming Mid 1700s Kitchen House". Stay in and enjoy its comforts, or be adventurous and try kayaking and fishing. When it's time to explore more of the area, visit Port of Charleston Cruise Terminal and The Ocean Course. This charming vacation rental is around 2 miles southeast of Westside.

Can I find studio apartments for rent in and around Westside?

Enjoy a taste of the culture and energy of Westside from the comfort of your own studio apartment. Whether you plan to take time out on your own or have a good time with friends, we'll help you find the ideal studio apartment in and around Westside:

  • Wake up, explore and then do it all over again at "Studio On Shem Creek With A Deep Water Dock And Views Of Freshwater Lake". This property is a fantastic base for seeing the sights and features amenities including golf and shopping.
  • "Sunroom With Lagoon Views To Enjoy Nature For Long" is another appealing option. Settle in and enjoy the use of an iron and ironing board, an in-room safe and more.

There are many sights around Westside to put on your itinerary. Feed your inner culture fan with a visit to Music Farm and Cathedral of Saint John the Baptist.

Can I find short term rentals in or near Westside?

Sometimes, you just need to take some time out, even if it's only for a few short days. Enjoy a nice combination of sightseeing and relaxation at one of these short-term rentals in or around Westside:

  • Located close to the center of Westside, "Sunroom With Lagoon Views To Enjoy Nature For Long" is perfect for a mini break. While you're about, don't miss well-known attractions like Port of Charleston Cruise Terminal and Charleston City Market.
  • "By Boat Only. . . The Smiley Face House" is another excellent option. We recommend adding College of Charleston and Waterfront Park to your to-do list when it's time to sightsee.

What are the best romantic weekend getaways in or near Westside?

Whether spent in a luxury condo or a rustic cabin, a romantic weekend getaway is an excellent way to add some fire to your relationship. Whisk your sweetheart away for a couple of leisurely days at one of these popular escapes in or near Westside:

  • Sneak away on Friday afternoon for a few passionate nights at "Mid 1700s Carriage House With Courtyard". Located around 2 miles from Westside, this place comes with plenty of nice touches, like shopping facilities and a nearby marina.
  • "Lovely Folly Beach Home Just Steps To The Beach" is another option that's sure to impress. It's approximately 10 miles from Westside and has a nearby bay and a fireplace.

Are there mansions for rent in or near Westside?

You'll find some superb mansions for rent in and near Westside. If you're after somewhere with lots of room as well as a serious dose of wow factor, these stunners will be right up your alley:

  • Located around 1 mile to the east of Westside, "Luxurious And Spacious Antebellum Mansion" is the place to go to put your feet up in the lap of luxury. Nice touches here include golf and beauty services.
  • With concierge services, a swimming pool and loads of other awesome amenities, "Private 16 Acre Mansion, Pool Beach" will get your team's tick of approval. This opulent stay is around 12 miles to the southwest of Westside.

What are the best large group vacation rentals in or near Westside?

Cast your eye over these large group vacation rentals in or near Westside and don't worry about leaving anyone off your invite list:

  • A great range of amenities including a swimming pool and a kitchen make "Luxury, Elevated Pool, Ocean Views" a favorite. This sprawling retreat has 7 bedrooms and accommodates up to 15 people. From the center of Westside, it's around 9 miles away to the east.
  • Nothing takes priority over hanging out with the people you love, and "Ocean's Song" Luxury 5br/6ba Home" is the perfect place to do that. Located around 11 miles to the east of Westside, as many as 12 people can stay in this vacation rental which has 5 bedrooms. A kitchen and a fireplace are among the many amenities here.

What are the best houses for rent with a pool in or near Westside?

From lively games of sharks and minnows to leisurely afternoon dips, a pool promises fun for all ages. Earn serious brownie points with family or friends by booking a house with a swimming space in or near Westside:

  • Leading our list of cool pool escapes is "Mid 1700s Carriage House With Courtyard". Vacationing families will feel at home here, with useful amenities like towels and a kitchen also at hand.
  • Alternatively, make a booking at "Charming Mid 1700s Kitchen House" and spend your break poolside. Free toiletries and coffee and tea making facilities are other things your gang will love about this rental.

What are the best large family vacation rentals in or near Westside?

Whether your perfect escape is up in the hills or down by the sea, you'll have a lot more fun if you share it with people you love. Book one of these large family vacation rentals in or near Westside and bring the entire crew along:

  • Get everyone together at "Lovely Folly Beach Home Just Steps To The Beach", which has 4 bedrooms sleeping up to 10 guests. This getaway is around 10 miles to the south of Westside and features amenities such as a living room and a porch.
  • "Luxury, Elevated Pool, Ocean Views" also has the space you need to make memories with loved ones. This option is around 9 miles to the east of Westside, and accommodates 15 guests in its 7 bedrooms. Childrens activities and a barbecue grill will help keep everyone comfortable and content.

If you're looking for family-friendly attractions in the area, you won't have far to go. South Carolina Aquarium, East Bay Playground and Children's Museum of the Lowcountry offer fun for both kids and grown-ups.