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Charleston short term rentals
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Best Short term and Weekly rentals in Charleston

Traveler-Approved Family Short-Term Rentals in Charleston

Family trips to Charleston are made simple with urban rentals that keep city attractions within easy walking distance.

Cosy Lenswood Moemoea Cottage, In The Heart Of Adelaide Hills Wine Region - Charleston
9.9 106 reviews
Charleston
10/20 – 10/28
$253/nighttotal: $2024 (8 )

Cosy Lenswood Moemoea Cottage, In The Heart Of Adelaide Hills Wine Region

3 2
apartment , Lenswood
This Lenswood cottage is located in the Adelaide Hills wine country, within walking distance of The Pavilions and Tagai winery, and a short drive from the Heysen Trail and Tour Down Under trails. The 3-bedroom cottage features a spacious living area with an indoor fireplace, a fully equipped kitchen with a dishwasher, a large walk-in shower in the bathroom, and an outdoor firepit for evening gatherings.
Pear House - Nestled In The Hills - Charleston
10 36 reviews
Charleston
10/20 – 10/28
$236/nighttotal: $1888 (8 )

Pear House - Nestled In The Hills

1 2
apartment , Lobethal
This Lobethal home, a short walk from the historic town center and a short drive from the Barossa Valley and Hahndorf, offers easy access to local attractions like the Wool Mill, Melba's Chocolates, and the Bierhaus.
The two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, air conditioning, a fireplace, outdoor BBQ and pizza oven, and a deep clawfoot tub.
"Lobegott" - Luxury 4 Bedroom, Central Location! - Charleston
10 139 reviews
Charleston
08/24 – 08/29
$222/nighttotal: $1110 (5 )

"Lobegott" - Luxury 4 Bedroom, Central Location!

4 2
apartment , Lobethal
"LobeGott" is located in the picturesque town of Lobethal, within walking distance of the town's shops, restaurants, and attractions.
This 4-bedroom, 2-bathroom home comfortably accommodates up to 12 guests and offers a spacious living area, a fully equipped kitchen, a private garden, and a double lock-up garage.
Lobie Haus. (The Lobie Project) - Charleston
10 9 reviews
Charleston
10/20 – 10/28
$792/nighttotal: $6336 (8 )

Lobie Haus. (The Lobie Project)

4 2
apartment , Lobethal
This new apartment in Lobethal is located a short distance from the town center and regional attractions, placing you within easy reach of the Adelaide Hills wine region, local artisan shops, Lobethal Centennial Park, and nearby towns like Hahndorf.
This 4-bedroom, 2-bathroom unit accommodates up to 10 guests and features internet, a kitchen, air conditioning, a swimming pool, and parking, with anticipated completion in late 2025 or early 2026.

Best Charleston lodging with a kitchen

The Flower Room - Charleston
10 8 reviews
Charleston
10/20 – 10/28
$173/nighttotal: $1384 (8 )

The Flower Room

1 2
B&B , Woodside
This Woodside studio apartment is a short walk from Woodside's Main Street, offering easy access to local cafes, pubs, and the Barristers Block winery (a 15-minute stroll via the Amy Gillet walkway).
The 860-square-foot (80 sq m) loft-style unit features a king-size bed, a large bathroom with a dressing room, a fully equipped kitchenette, a 50-inch smart TV, and accommodates two guests; a continental breakfast with locally sourced ingredients is included.
Dorset Cottage Oakbank, In The Heart Of The Adelaide Hills Wine Region. - Charleston
10 7 reviews
Charleston
08/24 – 08/29
$204/nighttotal: $1020 (5 )

Dorset Cottage Oakbank, In The Heart Of The Adelaide Hills Wine Region.

2 2
cottage , Oakbank
This Oakbank cottage, near the Big Rocking Horse and Carrick Hill, offers a peaceful escape in the Adelaide Hills.
The two-bedroom, one-bathroom house sleeps four and features a well-equipped kitchen, proximity to wineries like Johnston Oakbank Cellar Door and Shaw & Smith, and easy access to the SteamRanger Heritage Railway.
Shetland Cottage Woodside, (2 Bedroom Access, 4pp) - Charleston
9.9 107 reviews
Charleston
08/24 – 08/29
$425/nighttotal: $2125 (5 )

Shetland Cottage Woodside, (2 Bedroom Access, 4pp)

3 2
apartment , Woodside
Shetland Cottage, near Woodside, offers a peaceful setting overlooking farmland, a 3-minute walk from the Amy Gillett Bike Path and close to local wineries and farmers' markets.
This restored 1900s three-bedroom house sleeps six adults, features a full kitchen with a fridge and microwave, air conditioning, parking, and internet access; a detached studio is available for rent separately.
Farm Stay, Close To Wineries, Modern, Luxury - Charleston
9.8 71 reviews
Charleston
08/24 – 08/29
$264/nighttotal: $1320 (5 )

Farm Stay, Close To Wineries, Modern, Luxury

1 2
apartment , Mount Torrens
The Old Farm Cottage, a three-bedroom rural retreat, is located in Mount Torrens, South Australia, approximately 19 miles from Adelaide's central business district and near award-winning wineries and a local pub.
This 80-acre cattle farm offers guests a beautifully renovated 1900s cottage featuring a fully equipped kitchen, high-speed Wi-Fi, fireplaces, and ample parking for a comfortable stay for up to six people.

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Best Charleston lodging with laundry available

Yucanta Park Gorgeous Estate Meets Scenic Getaways - Charleston
Charleston
10/20 – 10/28
$317/nighttotal: $2536 (8 )

Yucanta Park Gorgeous Estate Meets Scenic Getaways

6 2
apartment , Birdwood
This 6-bedroom, 1-bathroom rural retreat is located on a working equestrian estate in Birdwood, just minutes from the National Motor Museum and the Adelaide Hills wine region.
This 4310 square foot historic 1925 homestead accommodates up to 10 guests and features a private tennis court, manicured gardens, and comfortable living spaces, including a kitchen with a fridge, microwave, and dishwasher.
Vineview At Lobethal - Charleston
10 1 review
Charleston
10/20 – 10/28
$357/nighttotal: $2856 (8 )

Vineview At Lobethal

4 2
apartment , Lobethal
This 4-bedroom, 2-bathroom house offers an Adelaide Hills escape on 2 private acres, located just a 5-minute drive from Lobethal and under an hour from Adelaide.
This family-friendly accommodation accommodates up to 8 guests and features a full kitchen, air conditioning, a wood-burning stove, a dedicated workspace, exclusive use of gardens with outdoor living spaces including a BBQ and fire pit, and ample parking for up to 8 cars, including caravans.
The Old Farm Cottage, Mount Torrens - Charleston
10 2 reviews
Charleston
10/20 – 10/28
$401/nighttotal: $3208 (8 )

The Old Farm Cottage, Mount Torrens

3 2
apartment , Mount Torrens
This Mount Torrens vacation home sits 1.1 miles from Lobethal Road Winery and within 6 miles of Charleston Conservation Park and the National Motor Museum, offering easy access to local attractions.
This three-bedroom, one-bathroom house sleeps six guests and features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, a private balcony, on-site barbecue grills, and in-house laundry facilities.
Aberdeen Lane Deluxe King Suite - Charleston
10 28 reviews
Charleston
10/20 – 10/28
$215/nighttotal: $1720 (8 )

Aberdeen Lane Deluxe King Suite

1 2
B&B , Woodside
This Woodside bed and breakfast is conveniently located near the Redwood City Caltrain station, offering easy access to both the city and the surrounding Redwood forests.
The one-bedroom suite features a king-sized bed, dual rain head showers, a large bath, and a private outdoor seating area, perfect for couples seeking a relaxing getaway.

Best Charleston lodging with air conditioning

Yucanta Park Gorgeous Estate Meets Scenic Getaways - Charleston
Charleston
10/20 – 10/28
$317/nighttotal: $2536 (8 )

Yucanta Park Gorgeous Estate Meets Scenic Getaways

6 2
apartment , Birdwood
This 6-bedroom, 1-bathroom rural retreat is located on a working equestrian estate in Birdwood, just minutes from the National Motor Museum and the Adelaide Hills wine region.
This 4310 square foot historic 1925 homestead accommodates up to 10 guests and features a private tennis court, manicured gardens, and comfortable living spaces, including a kitchen with a fridge, microwave, and dishwasher.
Lobie Haus. (The Lobie Project) - Charleston
10 9 reviews
Charleston
10/20 – 10/28
$792/nighttotal: $6336 (8 )

Lobie Haus. (The Lobie Project)

4 2
apartment , Lobethal
This new apartment in Lobethal is located a short distance from the town center and regional attractions, placing you within easy reach of the Adelaide Hills wine region, local artisan shops, Lobethal Centennial Park, and nearby towns like Hahndorf.
This 4-bedroom, 2-bathroom unit accommodates up to 10 guests and features internet, a kitchen, air conditioning, a swimming pool, and parking, with anticipated completion in late 2025 or early 2026.
Vinea Vista Hillside Homestead Amid Rural Beauty - Charleston
10 1 review
Charleston
10/20 – 10/28
$258/nighttotal: $2064 (8 )

Vinea Vista Hillside Homestead Amid Rural Beauty

4 2
apartment , Lenswood
This Lenswood vacation rental, located in the Adelaide Hills, is minutes from renowned wineries and a short drive from Udder Delights Cheese Cellar and Cleland Wildlife Park.
This 2,370-square-foot home features four bedrooms, two bathrooms, and can accommodate seven guests, boasting a modern kitchen, two lounges, a terrace, a garden, an outdoor pizza oven, a firepit, and on-site parking for up to six vehicles; highchair and portacot available upon request.
Cosy Lenswood Moemoea Cottage, In The Heart Of Adelaide Hills Wine Region - Charleston
9.9 106 reviews
Charleston
10/20 – 10/28
$253/nighttotal: $2024 (8 )

Cosy Lenswood Moemoea Cottage, In The Heart Of Adelaide Hills Wine Region

3 2
apartment , Lenswood
This Lenswood cottage is located in the Adelaide Hills wine country, within walking distance of The Pavilions and Tagai winery, and a short drive from the Heysen Trail and Tour Down Under trails. The 3-bedroom cottage features a spacious living area with an indoor fireplace, a fully equipped kitchen with a dishwasher, a large walk-in shower in the bathroom, and an outdoor firepit for evening gatherings.
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