Features · Charleston, SC
Vacation Rentals with a Pool in West Ashley, Charleston SC
When summer humidity settles over the Charleston area, a private pool turns the hottest hours into the best ones — unshared, steps from your kitchen, with nowhere to be until dinner.
The Collection
Vacation Rentals in West Ashley
Plantation gardens up the river road, ten miles of greenway under the oaks, and downtown Charleston ten minutes over the bridge. Our West Ashley pool collection is curated around exactly that pairing — homes chosen because the pool promise holds up in person, hosted by locals who answer by name.
Pool homes range from walled plunge pools in historic courtyards to family-size pools with lounging decks on the islands. Flag pool access when you join the guest list and we'll match you the moment calendars open.
A car unlocks the river-road plantations and the beaches; the Greenway covers your morning miles by bike or on foot. Join the guest list, tell us your dates and party size, and we'll match you with the right pool home in West Ashley the moment calendars open.
Pool across the Charleston area
Pool Vacation Rentals in Other Charleston Areas
Worth planning around
What to Do in West Ashley
Magnolia Plantation
America's most romantic gardens
Middleton Place
The oldest landscaped gardens in the U.S.
West Ashley Greenway
Ten miles of rails-to-trails biking
Avondale
A locals' strip of bars and kitchens
Frequently Asked Questions about West Ashley · Pool
What guests ask before booking vacation rentals with a pool in west ashley, charleston sc.
Keep exploring
The StayHolyCity Regional Guide
The StayHolyCity Guide to West Ashley
Charleston's original suburb
West Ashley is the first community you hit crossing the Ashley River from downtown — a residential spread that mixes mid-century neighborhoods, the historic Drayton Hall and Magnolia Plantation, and a growing Avondale dining district that locals fiercely protect from tourist-menu creep. It is not glamorous, and that is precisely its charm for guests who want a real neighborhood at a real price.
The drive to downtown is ten minutes via the connector; the drive to Folly Beach is fifteen. West Ashley is the area's geographic center of gravity, and guests who plan to explore widely — plantations one day, beach the next, downtown dinner every night — find the math works perfectly.
What to do
Magnolia Plantation has been open to visitors since 1870 and its Romantic-style gardens remain among the South's most beautiful. Drayton Hall is the oldest unrestored plantation house in America — no furniture, no staging, just the architecture and the stories of the people who built and maintained it. The West Ashley Greenway offers seven miles of paved trail for biking and running, connecting neighborhoods to the river.
The Avondale strip on Savannah Highway is where locals eat: craft cocktails, ramen, tacos, and a movie theater that serves dinner to your seat.
Staying here
Our West Ashley homes are ideal for value-focused travelers and longer stays. Filter by monthly stays or pet-friendly, or join the guest list and we'll find the right fit.
Reserve · West Ashley · Pool
Book a Charleston, SC Vacation Rental
Join the guest list, tell us what you're dreaming of, and we'll match you to the right home the moment doors open.
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