Best Holiday rentals and Airbnb offers in Charleston
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 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.
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.
10 1 review
Charleston
24/08 – 29/08
SG$515/nighttotal: SG$2575 (5 )
Vineview At Lobethal
4 2
apartment , Lobethal
This family-friendly apartment in Lobethal offers exclusive use of 2 acres of private gardens, situated just a 5-minute drive from the town's amenities and within an hour's drive of Adelaide. This comfortable 4-bedroom house sleeps up to 8 guests and features a wood-burning stove, a fire pit, extensive outdoor living spaces, and opportunities for wildlife spotting, making it ideal for exploring the Adelaide Hills' wineries and breweries.
10 29 reviews
Charleston
24/08 – 29/08
SG$530/nighttotal: SG$2650 (5 )
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 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.
9.9 74 reviews
Charleston
24/08 – 29/08
SG$1079/nighttotal: SG$5395 (5 )
47 Woolshed Road - Adelaide Hills Rural Retreat
5 2
house , Mount Torrens
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.
Charleston
20/10 – 28/10
SG$408/nighttotal: SG$3264 (8 )
Yucanta Park Gorgeous Estate Meets Scenic Getaways
6 2
apartment , Birdwood
This 1925 homestead, a unique rural retreat in Birdwood, is set within a working equestrian estate and offers easy access to the National Motor Museum, located just a few minutes away. This spacious 400 square meter country house provides accommodation for up to 10 guests across six bedrooms and features a private tennis court, air conditioning, and a garden, with a wood fire in the second living area for added comfort.
9.9 57 reviews
Charleston
24/08 – 29/08
SG$1102/nighttotal: SG$5510 (5 )
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 9 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.
9.8 164 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.
9.2 20 reviews
Charleston
20/10 – 28/10
SG$653/nighttotal: SG$5224 (8 )
Pavilions At Lenswood
1 2
house , Lenswood
The Pavilions at Lenswood is a peaceful retreat located 22.5 kilometres from the Big Rocking Horse, with the Bicentennial Conservatory and Ayers House Museum both 25.7 kilometres away. This charming property offers a tranquil escape in the Lenswood countryside, perfect for those seeking a relaxing getaway. This house features a fully equipped kitchen, air conditioning, and a private hot tub. Enjoy a continental breakfast, relax in the garden, or explore the surrounding area with hiking trails nearby.
Best family friendly Charleston holiday rentals
Among the 4 accommodations in Charleston, here are the 4 best family friendly rentals
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.
10 139 reviews
Charleston
24/08 – 29/08
SG$285/nighttotal: SG$1425 (5 )
"Lobegott" - Luxury 4 Bedroom, Central Location!
4 2
apartment , Lobethal
LobeGott is situated in the picturesque Lobethal Valley, a short walk from the town centre and its attractions. The apartment has received excellent ratings for cleanliness, location and user experience. This spacious four-bedroom property with two bathrooms can comfortably accommodate up to 12 guests. Enjoy modern amenities including a fully equipped kitchen, air conditioning, a large garden, a pool table, a 75-inch TV, and a double lock-up garage.
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.
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.
Best Charleston holiday rentals with parking
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.
Charleston
20/10 – 28/10
SG$401/nighttotal: SG$3208 (8 )
Hillside Retreat Near Hahndorf & Mount Barker
1 2
house , Nairne
Hillside Retreat is a detached house in Nairne, located 27 kilometres from Big Rocking Horse and 40 kilometres from Victoria Square and Ayers House Museum. This residence offers 320 square metres of living space for up to 9 guests, featuring two bathrooms, air conditioning, a fully equipped kitchen with a dishwasher, and complimentary on-site parking and WiFi, with opportunities for cycling nearby.
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.
10 2 reviews
Charleston
24/08 – 29/08
SG$359/nighttotal: SG$1795 (5 )
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.
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 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.
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.
Best pet friendly Charleston holiday rentals
Among the 4 accommodations in Charleston, here are the 4 best pet friendly rentals
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.
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.
9.8 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.
Charleston
20/10 – 28/10
SG$914/nighttotal: SG$7312 (8 )
Magnificent Historic Homestead
5 2
apartment , Birdwood
This five-bedroom Birdwood house, sleeping up to ten guests, is conveniently located within 9.6km of Cromer Conservation Park, the National Motor Museum, and Mount Pleasant Pound, and within 14.5km of Wiljani Conservation Park and the Big Rocking Horse. The property offers two bathrooms, on-site laundry facilities, a cosy fireplace, and internet access; pets are welcome.