Best Holiday rentals and Airbnb offers in Charleston
10 2 reviews
Charleston
20/10 – 28/10
SG$515/nightTotal: SG$4120 (8 )
The Old Farm Cottage, Mount Torrens
3 2
apartment , Mount Torrens
This Mount Torrens holiday home is situated 1.8km from the Lobethal Road Winery and within 9.6km of Charleston Conservation Park and the National Motor Museum, offering a peaceful rural retreat. The three-bedroom property sleeps six guests and includes a full kitchen with dishwasher, a balcony, garden with barbecue, fireplace, and parking; enjoy nearby walking trails and wine tasting.
9.8 166 reviews
Charleston
24/08 – 29/08
SG$193/nightTotal: SG$965 (5 )
Old Brickworks- A Quaint & Eclectic 2 Bedroom Stay
1 2
house , Lobethal
Old Brickworks is a self-catering cottage located in the Adelaide Hills, just 2 kilometres from the centre of Lobethal, and situated on an 18-acre property with three historic brick kilns. The cottage has been awarded excellent ratings for location, cleanliness, and user experience. The cottage, which was once the original mechanic's shed for the Onkaparinga Brick Works, sleeps up to four guests in two bedrooms and one bathroom. Enjoy the fire pit, veggie patches, giant Jenga, and a Baby Weber Q for outdoor cooking, as well as the company of the owner's friendly dog, Dora, and the chickens.
10 152 reviews
Charleston
20/10 – 28/10
SG$275/nightTotal: SG$2200 (8 )
Manna Vale Farm
1 2
house , Woodside
This private studio apartment, located 6km from Woodside in the Adelaide Hills, offers stunning lake views and access to a private island, with nearby acclaimed wineries such as Bird in Hand and Petaluma. The self-contained unit sleeps two, features a fully equipped kitchen including a fridge, freezer and microwave, reverse-cycle air conditioning, and a queen-sized Posturepedic bed, plus access to lake, paddocks and a viewing platform overlooking the Onkaparinga Valley and Mt Lofty Ranges.
9.8 1039 reviews
Charleston
20/10 – 28/10
SG$253/nightTotal: SG$2024 (8 )
Hahndorf Oak Tree Cottages
1 2
studio , Hahndorf
Hahndorf Oak Tree Cottages are situated just 250 metres from the centre of Hahndorf, a short walk from the Hahndorf Academy Regional Arts & Heritage Centre, shops, cafes, and restaurants. This self-catering studio offers a comfortable and well-equipped stay for two guests, with a private patio, LCD TV, DVD player, kitchenette, and access to shared laundry facilities.
10 29 reviews
Charleston
20/10 – 28/10
SG$476/nightTotal: SG$3808 (8 )
Lucipark
1 2
gîte , Harrogate
Luci Park farmhouse, an 1880s loft-style property in the Adelaide Hills, Australia, offers a tranquil setting overlooking a dam, a short drive (under 10km) from wineries such as Bird in Hand, Artwines, and Simon Tolley Wines. This three-bedroom, one-bathroom self-catering property sleeps six, featuring an open-plan living area, air conditioning, parking, internet access, and pet-friendly accommodation, providing a farm stay experience near Harrogate.
10 22 reviews
Charleston
20/10 – 28/10
SG$215/nightTotal: SG$1720 (8 )
Peace And Serenity In The Hills Close To Wineries
1 2
apartment , Forest Range
This one-bedroom apartment is located in Forest Range, Adelaide, just 15 kilometres from Mount Lofty Botanic Garden and 17 kilometres from Hahndorf Hill Winery. The apartment is highly rated, receiving excellent reviews from previous guests. This comfortable dwelling can accommodate up to two guests and offers a fully equipped kitchen, a cosy fireplace, and a comfortable living area. The apartment provides complimentary Wi-Fi, linens, and toiletries, as well as a convenient location for exploring the local wineries and natural attractions.
This recently renovated detached house in Oakbank offers a peaceful escape, located away from the town's immediate activity. This family-friendly property accommodates up to 14 guests with 4 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a private swimming pool, a garden, and complimentary high-speed WiFi and parking.
10 36 reviews
Charleston
20/10 – 28/10
SG$304/nightTotal: SG$2432 (8 )
Pear House - Nestled In The Hills
1 2
apartment , Lobethal
This Lobethal house, a short walk from the heritage town centre and a short drive (approximately 20-30 km) from the Barossa Valley and Hahndorf, offers outstanding views. The two-bedroom property sleeps four, boasting a fully equipped kitchen with dishwasher, air conditioning, a fireplace, BBQ, pizza oven, deck, and a deep claw-foot bath; nearby attractions include the Lobethal Wool Mill, Melba's Chocolates, and the Bierhaus.
10 1 review
Charleston
20/10 – 28/10
SG$451/nightTotal: SG$3608 (8 )
Casa Santorini - Entertainer's Paradise In The Hills
3 2
house , Bridgewater
Casa Santorini, a three-bedroom holiday home, is situated in the Bridgewater hills, approximately 26 kilometres from Adelaide Airport. This 268 square metre property boasts a fully equipped kitchen, a jacuzzi, private parking, and accommodates up to 10 guests, offering a garden and outdoor fireplace.
9.8 10 reviews
Charleston
24/08 – 29/08
SG$944/nightTotal: SG$4720 (5 )
Moda Haus. (The Lobie Project)
4 2
apartment , Lobethal
This luxury lodge in the Adelaide Hills offers vineyard vistas and is a short drive from Lobethal town centre. This four-bedroom lodge accommodates ten guests, featuring air conditioning, a kitchen, Wi-Fi, a swimming pool, and parking, with an opening expected in early 2026.
10 293 reviews
Charleston
24/08 – 29/08
SG$229/nightTotal: SG$1145 (5 )
Romantic Getaway At Cockatoo Cottage
1 2
apartment , Charleston
Cockatoo Cottage is a self-contained studio located in Charleston, Adelaide Hills, a 10-minute walk from attractions such as Melba's Chocolate Factory and Woodside Cheese Wrights. The studio features a private driveway, self check-in, a coffee pod machine, a garden and a welcome breakfast pack for guests, making it ideal for a relaxing getaway.
Best family friendly Charleston holiday rentals
Among the 4 accommodations in Charleston, here are the 4 best family friendly rentals
9.9 57 reviews
Charleston
20/10 – 28/10
SG$1025/nightTotal: SG$8200 (8 )
Botanique House Secret Gardens On 35 Acres
4 2
gîte , Oakbank
This charming gîte is located just a few kilometres from the renowned wineries of the Adelaide Hills, and a short drive from local pubs and Oakbank itself. The property consistently receives excellent ratings for its location, cleanliness, and overall guest experience. The gîte provides accommodation for up to eight guests in four bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a private garden, and a barbecue.
10 10 reviews
Charleston
20/10 – 28/10
SG$1018/nightTotal: SG$8144 (8 )
Lobie Haus. (The Lobie Project)
4 2
apartment , Lobethal
This four-bedroom, two-bathroom dwelling, accommodating up to ten guests, is located in Lobethal, a short distance from the town's central area and local attractions, offering anticipated availability in late 2025 or early 2026. Guests can enjoy amenities including internet, air conditioning, a kitchen, swimming pool, and parking, with easy access to Lobethal's wineries, breweries, artisan shops, galleries, and scenic walking and cycling trails in the Adelaide Hills, as well as being a comfortable base for the annual Lobethal Lights festival.
9.7 22 reviews
Charleston
24/08 – 29/08
SG$155/nightTotal: SG$775 (5 )
Mount Charles Charming Guest Suite (Pet Friendly).
1 2
gîte , Charleston
This charming gîte is situated in a peaceful rural setting near Charleston, approximately 5 kilometres from the Amy Gillett Bike Track and a short drive from renowned wineries such as Bird in Hand, Barristers Block and Andersons Hill. The one-bedroom self-catering property sleeps up to two guests and features a private courtyard with barbecue facilities, a shared pool and complimentary breakfast provisions.
10 1 review
Charleston
20/10 – 28/10
SG$331/nightTotal: SG$2648 (8 )
Vinea Vista Hillside Homestead Amid Rural Beauty
4 2
apartment , Lenswood
This Lenswood holiday home, situated in the Adelaide Hills, is minutes from renowned wineries and a short drive (approximately 20-30 km) from attractions such as the Udder Delights Cheese Cellar and Cleland Wildlife Park. The 220 square metre property boasts four bedrooms sleeping up to seven guests, two bathrooms, a modern kitchen with a dishwasher and espresso machine, plus outdoor features including a pizza oven and firepit; highchair and portacot available on request.
Best Charleston holiday rentals with parking
Charleston
20/10 – 28/10
SG$450/nightTotal: SG$3600 (8 )
Yucanta Park - Gorgeous Estate Meets Scenic Getaways
5 2
house , Birdwood
This Birdwood estate is located 13.4 kilometres from the Big Rocking Horse and within 48.3 kilometres of the Bicentennial Conservatory, Ayers House Museum, and Adelaide Botanic Garden. This spacious 5-bedroom property offers accommodation for 14 guests with a floor area of 400 square metres, featuring a fully equipped kitchen, garden, on-site parking, and complimentary WiFi.
10 7 reviews
Charleston
24/08 – 29/08
SG$263/nightTotal: SG$1315 (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 retreat in the Adelaide Hills. Sleeping four guests in two bedrooms and one bathroom, this self-catering holiday home provides easy access to local wineries such as Johnston Oakbank Cellar Door and Shaw & Smith Winery, as well as Udder Delights Cheese Cellar and the SteamRanger Heritage Railway.
9.0 2 reviews
Charleston
20/10 – 28/10
SG$11495/nightTotal: SG$91960 (8 )
Yokomokko House
3 2
house , Bridgewater
Yokomokko House is a detached property located in Bridgewater, approximately 21 kilometres from Victoria Square and Ayers House Museum, and 23 kilometres from Adelaide Botanic Garden and Beehive Corner Building. This holiday home offers 110 square metres of living space for up to 7 guests, featuring 3 bedrooms, a kitchenette with a microwave oven, air conditioning, free WiFi, and private parking.
9.9 14 reviews
Charleston
20/10 – 28/10
SG$637/nightTotal: SG$5096 (8 )
Farm Stay Picturesque Views
3 2
house , Balhannah
Farm Stay Picturesque Views is a three-bedroom house situated in Balhannah, approximately 27 kilometres from Adelaide city centre, offering easy access to attractions such as the Adelaide Botanic Garden, Ayers House, and Rundle Mall. This 400 square metre property sleeps eight guests and boasts a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and free Wi-Fi; additional amenities include a fireplace, washing machine, and outdoor seating.
Frequently asked questions about holiday rentals in Charleston
What amenities are commonly available in vacation rentals in Charleston?
Vacation rentals in Charleston are usually well-equipped. You'll typically find things like a kitchen, laundry facilities, and a comfortable living area. Many rentals also have a backyard with a barbecue, which is perfect for enjoying the outdoors.
What are the best Airbnb and vacation rentals in Charleston?
What time of year is best to rent a vacation rental Charleston?
The best time to visit Charleston is during the spring or autumn months, when the weather is mild and the crowds are smaller. If you're looking for a more active holiday, summer is a good option, as there are plenty of opportunities for outdoor activities.
This Adelaide Hills rural retreat is situated in Mount Torrens, just 9.3 kilometres from the Big Rocking Horse and 45 kilometres from Beehive Corner Building. The property has received excellent ratings for location, cleanliness and overall user experience. This five-bedroom villa offers 590 square metres of living space. Guests can enjoy a private pool, an outdoor fireplace, a well-equipped kitchen, a billiards table, an indoor play area, laundry service, and a coffee shop on-site.
9.2 2090 reviews
Charleston
20/10 – 28/10
SG$315/nightTotal: SG$2520 (8 )
Discovery Parks - Hahndorf
1 2
resort , Hahndorf
Discovery Parks - Hahndorf is located in the picturesque Adelaide Hills town of Hahndorf, just 16 miles from Adelaide Airport. The resort consistently receives excellent ratings for its location, cleanliness and overall experience. This family-friendly resort offers spacious accommodation with private bathrooms and air conditioning. Guests can enjoy a range of amenities, including a swimming pool, restaurant, bar, fitness centre, spa, and a children's playground.
9.6 36 reviews
Charleston
20/10 – 28/10
SG$490/nightTotal: SG$3920 (8 )
Pickers Hut - A Country Style Featured Dream Stay
2 2
house , Basket Range
Pickers Hut is located in Basket Range, just 18 kilometres from both the Bicentennial Conservatory and Ayers House Museum, offering a peaceful setting in the Adelaide Hills region. The property has received excellent ratings for cleanliness, location, and user experience. This two-bedroom house spans 80 square metres and comfortably accommodates up to four guests. It features a well-equipped kitchen, a relaxing bathroom with a bath, a cosy fireplace, and a terrace with mountain views, perfect for enjoying meals outdoors.
Charleston
20/10 – 28/10
SG$272/nightTotal: SG$2176 (8 )
Boutique Luxury Villa In Hahndorf For 3 Or 4
1 2
house , Hahndorf
This detached villa is located in Hahndorf, 25 kilometres from Victoria Square, Ayers House Museum, and Rundle Mall. This 55 square metre property offers accommodation for up to seven guests, featuring one bedroom, one bathroom, air conditioning, a kitchen, a balcony, and complimentary private parking with free WiFi.
Best pet friendly Charleston holiday rentals
Among the 4 accommodations in Charleston, here are the 4 best pet friendly rentals
8.9 193 reviews
Charleston
20/10 – 28/10
SG$363/nightTotal: SG$2904 (8 )
Cabn Hahndorf
1 2
house , Hahndorf
CABN Hahndorf is located in the village of Hahndorf, South Australia, just 27 kilometres from Adelaide Airport and 27 kilometres from Victoria Square and Ayers House Museum. This self-catering property offers one bedroom, one bathroom, a garden, a terrace and a sauna, as well as private parking and air conditioning.
9.9 106 reviews
Charleston
20/10 – 28/10
SG$325/nightTotal: SG$2600 (8 )
Cosy Lenswood Moemoea Cottage, In The Heart Of Adelaide Hills Wine Region
3 2
apartment , Lenswood
This three-bedroom cottage is situated in Lenswood, Adelaide Hills, within a short 2-kilometre walk of Tagai Winery and The Pavilions, and a 15-minute drive from the historic village of Hahndorf. The cottage boasts a cosy living area with an indoor fireplace, a spacious garden, and a firepit for outdoor gatherings, perfect for families or groups of up to six guests.
9.8 25 reviews
Charleston
24/08 – 29/08
SG$195/nightTotal: SG$975 (5 )
Adelaide Hills Farm Stay, Sleeps 10
3 2
gîte , Mount Torrens
Cyan Farm, a three-bedroom self-catering house near Mount Torrens, South Australia, offers seclusion on 80 acres of farmland a short drive from Adelaide. This rural retreat sleeps six, boasting a fully equipped kitchen with dishwasher, internet access, ample parking, and features abundant wildlife viewing opportunities including kangaroos, alongside farm animals.
10 11 reviews
Charleston
24/08 – 29/08
SG$270/nightTotal: SG$1350 (5 )
Your Home Among The Gum Trees
2 2
apartment , Woodside
This two-bedroom apartment in Woodside, Adelaide Hills, is located on a quiet suburban street, 5 minutes from local amenities and 48 kilometres from Adelaide city, offering peaceful garden views and proximity to the Amy Gillet bike track and Laratinga Wetlands. The accommodation, suitable for four guests, features air conditioning, Wi-Fi, a fully equipped kitchen, a private patio, and a fully enclosed garden, with pets permitted subject to negotiation, and two parking spaces available for guests.