Charleston Short term rentals

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

Best family friendly Charleston Short term rentals

Among the 4 accommodations in Charleston, here are the 4 best family friendly rentals

Vinea Vista Hillside Homestead Amid Rural Beauty - Charleston
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.
Lobie Haus. (The Lobie Project) - Charleston
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.
Hallmark Farm Boutique Equine - Charleston
9.7 81 reviews
Charleston
24/08 – 29/08
SG$395/nighttotal: SG$1975 (5 )

Hallmark Farm Boutique Equine

1 2
apartment , Woodside
This B&B is located in the Adelaide Hills wine region, just 1 kilometre from Woodside's main street and within 6 kilometres of numerous wineries including Bird in Hand, Petaluma, and Hahndorf Hill.
This pet-friendly guesthouse offers three bedrooms, a private bathroom with heated floors, a private living room, and a private driveway and entrance, perfect for families or groups of up to seven people.
Dorset Cottage Oakbank, In The Heart Of The Adelaide Hills Wine Region. - Charleston
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.

Best Charleston short term rentals with a kitchen

Vineview At Lobethal - Charleston
10 1 review
Charleston
20/10 – 28/10
SG$459/nighttotal: SG$3672 (8 )

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.
Randell's Mill - Adelaide Hills - Romantic Loft Stays - Charleston
9.4 74 reviews
Charleston
24/08 – 29/08
SG$215/nighttotal: SG$1075 (5 )

Randell's Mill - Adelaide Hills - Romantic Loft Stays

1 2
B&B , Gumeracha
Randell's Mill - Adelaide Hills - Romantic Loft Stays is located in Gumeracha, a charming town in the Adelaide Hills, just 8 kilometres from the Big Rocking Horse and 35 kilometres from the Bicentennial Conservatory. This B&B has received excellent ratings for its location, cleanliness, and overall experience.
Each loft offers a private entrance, ensuring privacy and a romantic ambiance. The loft features a fully equipped kitchen, a private terrace with garden views, and luxury amenities such as bathrobes and a private bathroom with a bath. Guests can also enjoy a range of activities, including access to a spa, a garden, and parking.
The Flower Room - Charleston
10 8 reviews
Charleston
24/08 – 29/08
SG$260/nighttotal: SG$1300 (5 )

The Flower Room

1 2
B&B , Woodside
This Woodside studio apartment is a short walk from the town's Main Street, cafes, and pubs, and a 0.93 km stroll from Barristers Block winery via the Amy Gillet walkway.
The 80 sq m loft-style apartment sleeps two, boasting a king-size bed, a dressing room, a modern bathroom with matte black fixtures, a fully equipped kitchen including a dishwasher and Nespresso machine, and a 50-inch smart TV with Sony soundbar; a complimentary continental breakfast with local produce is provided.
Yucanta Park Gorgeous Estate Meets Scenic Getaways - Charleston
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.

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Best Charleston short term rentals with laundry available

Adelaide Hills Escape - Charleston
9.9 350 reviews
Charleston
20/10 – 28/10
SG$219/nighttotal: SG$1752 (8 )

Adelaide Hills Escape

1 2
B&B , Woodside
Adelaide Hills Escape is a charming bed and breakfast situated in Woodside, just 12 miles from Big Rocking Horse and 23 miles from Victoria Square, offering a peaceful escape in the picturesque Adelaide Hills. It consistently receives excellent ratings for location, cleanliness, and overall experience.
The guest house spans 66 square metres and comfortably accommodates up to 5 guests. It boasts a range of amenities including a fully equipped kitchen, a private garden, a terrace, a fitness centre, and a jacuzzi, perfect for a relaxing and enjoyable stay.
Farm Stay, Close To Wineries, Modern, Luxury - Charleston
9.8 71 reviews
Charleston
20/10 – 28/10
SG$547/nighttotal: SG$4376 (8 )

Farm Stay, Close To Wineries, Modern, Luxury

1 2
apartment , Mount Torrens
The Old Farm Cottage is a beautifully renovated 1900s property situated in Mount Torrens, a picturesque district approximately 30km from Adelaide's city centre, close to award-winning wineries and a local pub.
This three-bedroom, one-bathroom rural retreat sleeps six guests and boasts a fully equipped kitchen with dishwasher, high-speed Wi-Fi, indoor and outdoor fireplaces, and ample parking; enjoy stunning views of rolling hills from its spacious living areas on this 80-acre cattle farm.
Cosy Lenswood Moemoea Cottage, In The Heart Of Adelaide Hills Wine Region - Charleston
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.
Magnificent Historic Homestead - Charleston
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.

Best Charleston short term rentals with air conditioning

Woodside House - Charleston
10 3 reviews
Charleston
20/10 – 28/10
SG$518/nighttotal: SG$4144 (8 )

Woodside House

1 2
apartment , Woodside
This Woodside flat offers convenient access to local amenities, including cafés, bakeries, shops, and pubs, and is situated a short walk from the Amy Gillett walking trail and 45 kilometers from Adelaide.
This four-bedroom, two-bathroom property accommodates up to eight guests and features two living areas, a chef's kitchen, a large undercover outdoor space, and a fire pit within its garden.
The Old Farm Cottage, Mount Torrens - 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.
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