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Charleston vacation rentals
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Best Vacation rentals and Airbnb offers in Charleston

Our Favorite Family-Friendly Vacation Rentals in Charleston

These family-friendly vacation rentals in Charleston offer spacious layouts and easy access to top city attractions.

Hedgerow Cottage, Lobethal, Adelaide Hills - Charleston
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.
Lucipark - Charleston
10 29 reviews
Charleston
10/20 – 10/28
$370/nighttotal: $2960 (8 )

Lucipark

1 2
gîte , Harrogate
Luci Park farmhouse, an 1880s loft-style rental in the Adelaide Hills, Australia, is a short drive from Bird in Hand, Artwines, and Simon Tolley wineries, not near Harrogate.
This three-bedroom, one-bathroom house sleeps six, offering a spacious open-plan layout, Wi-Fi, air conditioning, parking, and a pet-friendly environment with tranquil dam views.
Lobie Haus. (The Lobie Project) - Charleston
10 9 reviews
Charleston
08/24 – 08/29
$735/nighttotal: $3675 (5 )

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.

Best Charleston vacation rentals with parking

Post Office Cottage Oakbank, Adelaide Hills Wine Region, Pikes Historic Brewery - Charleston
9.8 9 reviews
Charleston
08/24 – 08/29
$180/nighttotal: $900 (5 )

Post Office Cottage Oakbank, Adelaide Hills Wine Region, Pikes Historic Brewery

2 2
cottage , Oakbank
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.
Yokomokko House - Charleston
9.0 2 reviews
Charleston
10/20 – 10/28
$8942/nighttotal: $71536 (8 )

Yokomokko House

3 2
house , Bridgewater
This Yokomokko House is located in Bridgewater, 13 miles from Victoria Square and Ayers House Museum.
This 1180 square foot vacation home offers 3 bedrooms, 1 bathroom, and can accommodate up to 7 guests, featuring air conditioning, free WiFi, a microwave oven, and private parking.
Adelaide Hills 4 Bed Home Near Hahndorf Mt Barker - Charleston
8.0 1 review
Charleston
10/20 – 10/28
$243/nighttotal: $1944 (8 )

Adelaide Hills 4 Bed Home Near Hahndorf Mt Barker

4 2
house , Nairne
This four-bedroom house rental in Nairne, Adelaide Hills, South Australia is located approximately 18 miles from the Big Rocking Horse and 24 miles from Adelaide's city center.
The 3,140-square-foot home features a spacious layout accommodating up to nine guests, a fully equipped kitchen with modern appliances, a private patio and garden, and free Wi-Fi.
Discovery Parks - Hahndorf - Charleston
9.2 2090 reviews
Charleston
10/20 – 10/28
$245/nighttotal: $1960 (8 )

Discovery Parks - Hahndorf

1 2
resort , Hahndorf
Discovery Parks - Hahndorf is located in the charming town of Hahndorf, just 16 miles from Adelaide Airport, offering easy access to the Adelaide Hills' scenic beauty. This resort has earned excellent ratings for its location, cleanliness, and overall experience.
The resort features spacious rooms with modern amenities and a range of facilities perfect for families and individuals. Enjoy the outdoor pool, explore the expansive grounds, or relax at the bistro and bar, all while being close to Hahndorf's attractions and scenic hiking trails.

Frequently Asked Questions about vacation rentals in Charleston

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Find the Best Vacation Rentals with Balconies in Charleston

Enjoy a Charleston vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Boutique Luxury Villa In Hahndorf For 3 Or 4 - Charleston
Charleston
10/20 – 10/28
$212/nighttotal: $1696 (8 )

Boutique Luxury Villa In Hahndorf For 3 Or 4

1 2
house , Hahndorf
This Hahndorf villa offers a peaceful retreat located 15.5 miles from Victoria Square, Ayers House Museum, and Rundle Mall, with Adelaide Botanic Garden 16.2 miles away.
This 590 sq ft house accommodates up to 7 guests with 1 bedroom, 1 bathroom, a full kitchen, air conditioning, a private balcony, free WiFi, and complimentary parking.
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.
Pickers Hut - A Country Style Featured Dream Stay - Charleston
9.6 36 reviews
Charleston
10/20 – 10/28
$381/nighttotal: $3048 (8 )

Pickers Hut - A Country Style Featured Dream Stay

2 2
house , Basket Range
Pickers Hut is a vacation home located in Basket Range, just 11 miles from both the Bicentennial Conservatory and Ayers House Museum, offering a peaceful escape in a quiet, scenic district. The home has received high ratings, with guests praising its cleanliness, location, and overall experience.
This 2-bedroom, 1-bathroom home has 860 square feet of space and can comfortably accommodate up to 4 guests. The house includes a well-equipped kitchen, a terrace with mountain views, a garden, and free parking.
47 Woolshed Road - Adelaide Hills Rural Retreat - Charleston
9.9 74 reviews
Charleston
08/24 – 08/29
$839/nighttotal: $4195 (5 )

47 Woolshed Road - Adelaide Hills Rural Retreat

5 2
house , Mount Torrens
This 5-bedroom villa, located at 47 Woolshed Road in the Adelaide Hills' Mount Torrens, is a 5.8-mile drive from the Big Rocking Horse and 27 miles from Adelaide city attractions like Ayers House Museum.
The 6,350-square-foot property features a private pool with mountain views, a well-equipped kitchen, free Wi-Fi, private parking, an outdoor fireplace, and on-site amenities including a coffee shop, billiards table, and indoor play area.

Top Dog-Friendly Vacation Rentals in Charleston

Stay in a pet-friendly vacation rental in Charleston situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

Magnificent Historic Homestead - Charleston
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.
Moda Haus. (The Lobie Project) - Charleston
9.8 10 reviews
Charleston
08/24 – 08/29
$735/nighttotal: $3675 (5 )

Moda Haus. (The Lobie Project)

4 2
apartment , Lobethal
This luxury vacation rental in Lobethal, Australia, offers vineyard views and is within easy reach of the Adelaide Hills wine region's wineries and cellar doors, as well as Lobethal's shops and cafes.
This 4-bedroom, 2-bathroom apartment accommodates up to 10 guests and features air conditioning, internet, a kitchen, a swimming pool, and parking, with opening scheduled for early 2026.
Mount Charles Charming Guest Suite (Pet Friendly). - Charleston
9.7 22 reviews
Charleston
08/24 – 08/29
$120/nighttotal: $600 (5 )

Mount Charles Charming Guest Suite (Pet Friendly).

1 2
gîte , Charleston
This Charleston-area cottage, near the Amy Gillett Bike Trail and renowned wineries like Bird in Hand, Barristers Block, and Anderson Hill, offers a tranquil farm setting attached to a historic (1848) country home in the Adelaide Hills.
The one-bedroom, one-bathroom rental includes a private ensuite, compact living area with a fireplace, outdoor barbecue, and shared access to a pool; it sleeps two guests and provides breakfast provisions.
Cabn Hahndorf - Charleston
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.
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