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Best Short term and Weekly rentals in Charleston
10 8 reviews
Charleston
08/24 – 08/29
$202/nighttotal: $1010 (5 )
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.
10 29 reviews
Charleston
08/24 – 08/29
$184/nighttotal: $920 (5 )
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.
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.
9.8 28 reviews
Charleston
08/24 – 08/29
$225/nighttotal: $1125 (5 )
Charming Cottage In The Heart Of Lobethal, Adelaide Hills
2 2
B&B , Lobethal
This Lobethal guesthouse is centrally located, offering easy walking access to local shops and restaurants while maintaining a peaceful country setting near the National Motor Museum and Platform 1 Heritage Farm Railway. This two-bedroom, one-bathroom inn sleeps four guests and features a kitchen equipped with a refrigerator, microwave, and dishwasher, plus air conditioning.
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.
9.9 350 reviews
Charleston
10/20 – 10/28
$171/nighttotal: $1368 (8 )
Adelaide Hills Escape
1 2
B&B , Woodside
Adelaide Hills Escape is a bed and breakfast located in Woodside, South Australia, just 12 miles from the Big Rocking Horse and 23 miles from Victoria Square. The 710 square foot house offers a peaceful setting with a garden, patio, and sun terrace, as well as a fully equipped kitchen, two bedrooms, and a bathroom with a walk-in shower.
9.8 74 reviews
Charleston
10/20 – 10/28
$425/nighttotal: $3400 (8 )
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.
9.9 17 reviews
Charleston
08/24 – 08/29
$349/nighttotal: $1745 (5 )
Adelaide Hills Escape - Brindabella
1 2
apartment , Mount Torrens
This Airbnb in Mount Torrens, Adelaide Hills, offers breathtaking views and easy access to nearby Adelaide Hills wineries and attractions. This four-bedroom, two-bathroom house sleeps ten guests and features a full kitchen, air conditioning, parking, and internet; currently undergoing renovations, it will open this winter.
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.
10 11 reviews
Charleston
08/24 – 08/29
$210/nighttotal: $1050 (5 )
Your Home Among The Gum Trees
2 2
apartment , Woodside
This 2-bedroom, 1-bathroom rental home in Woodside is located on a quiet suburban street, 30 miles from Adelaide city and just 5 minutes from Woodside's shops, pubs, cafes, and markets, with most Adelaide Hills wineries and distilleries within a 10-15 minute drive. This pet-friendly house accommodates up to 4 guests with two queen beds, a fully equipped kitchen with a dishwasher, a 55-inch TV, Wi-Fi, Netflix, air conditioning, heating, a fully enclosed backyard, and parking for two cars.
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.
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.
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.
8.9 193 reviews
Charleston
10/20 – 10/28
$282/nighttotal: $2256 (8 )
Cabn Hahndorf
1 2
house , Hahndorf
CABN Hahndorf is located in the village of Hahndorf, South Australia, just 17 miles from Adelaide's Victoria Square and Ayers House Museum. This one-bedroom, one-bathroom house offers a private and air-conditioned space with a kitchenette, garden, and parking, perfect for a family getaway or a romantic escape.
This Oakbank cottage, near Big Rocking Horse and Carrick Hill, provides easy access to Adelaide Hills attractions like Udder Delights Cheese Cellar and the SteamRanger Heritage Railway. This two-bedroom, one-bathroom house sleeps four, featuring a fully equipped kitchen with dishwasher, in-unit laundry, and smart TVs; a private garden completes this comfortable getaway.
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.
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.
Best Charleston lodging with a kitchen
10 89 reviews
Charleston
08/24 – 08/29
$231/nighttotal: $1155 (5 )
Hedgerow Cottage, Lobethal, Adelaide Hills
2 2
apartment , Lobethal
This Lobethal cottage, in the Adelaide Hills, is centrally located within walking distance of shops and amenities. The two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen with dishwasher, a garden with creek access, reverse cycle air conditioning, a wood-burning fireplace, and outdoor gas BBQ.
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.
9.7 33 reviews
Charleston
08/24 – 08/29
$161/nighttotal: $805 (5 )
Tiny Farm Stay
1 2
cabin , Vallée de Kenton
This modern Tiny House is located on an 80-acre working cattle farm in the Adelaide Hills, offering rural views and a secluded experience approximately 0.25 miles from the main road. This accommodation features 1 bedroom and 1 bathroom, with a guest capacity of 2, and includes a kitchen and air conditioning, providing an immersive nature experience with convenient access to local cafes, wineries, and tourist destinations.
10 293 reviews
Charleston
08/24 – 08/29
$178/nighttotal: $890 (5 )
Romantic Getaway At Cockatoo Cottage
1 2
apartment , Charleston
Cockatoo Cottage, a private studio in Charleston, South Australia's Adelaide Hills, is a 10-minute walk from the Charleston pub and near Melba's Chocolates factory and Woodside Cheese Wrights, with the Amy Gillett Bike Trail a short 5-minute walk away. This self-contained cottage offers guests a private garden, free Wi-Fi, a kitchenette with a refrigerator, and sleeps two, featuring a wood heater (seasonal) and reverse-cycle air conditioning for year-round comfort; a welcome breakfast pack and coffee maker are provided.
Frequently Asked Questions about short term rentals in Charleston
What kind of weather can travelers expect in Charleston?
Charleston has a warm, temperate climate. Summers are hot and humid, with average temperatures in the 80s, while winters are mild and sunny, with average temperatures in the 60s. You'll want to pack for sunshine and bring a light jacket for the evenings.
What are the best short term rentals in Charleston?
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.
Charleston
10/20 – 10/28
$711/nighttotal: $5688 (8 )
Magnificent Historic Homestead
5 2
apartment , Birdwood
This Birdwood vacation home is conveniently located within 6 miles of Cromer Conservation Park, the National Motor Museum, and Mount Pleasant Pound, and within 9 miles of Wiljani Conservation Park and the Big Rocking Horse. This 5-bedroom, 2-bathroom house sleeps 10 guests and offers in-house laundry, Wi-Fi, a fireplace, and is pet-friendly.
Best Charleston lodging with air conditioning
10 3 reviews
Charleston
10/20 – 10/28
$403/nighttotal: $3224 (8 )
Woodside House
1 2
apartment , Woodside
This 4-bedroom, 2-bathroom house rental in Woodside, South Australia, is located a short walk from local cafes, bakeries, shops, and pubs, and is approximately 45 miles from Adelaide. This spacious accommodation for up to 8 guests features multiple living areas, a chef's kitchen, a large outdoor entertaining space with a fire pit, and is near the Amy Gillett walking trail and local wineries.