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Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

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Top guest favourite
The entryway features a rustic brick arch adorned with soft curtains, leading into a welcoming interior. A wooden dining table sits invitingly with a decorative centerpiece. The space is complemented by a cozy seating area visible in the background, enhanced by warm lighting.
Cottage in Charleston
4.97 out of 5 average rating, 274 reviews

Romantic Getaway at Cockatoo Cottage

Cockatoo Cottage -has a rustic charm, private, fully serviced & nestled within the beautiful Adelaide Hills region. Your own driveway, self check-in including a welcome breakfast pack. Enjoy the coffee pod machine Wifi, Wood heater plus air con for your use. Charleston is surrounded by some of the finest wineries/distilleries. Melba's Choc factory, Woodside Cheese Wrights & Charleston pub 10 min walk from your Cottage. Visit 'Cedars' - studio & home of painter-Hans Heysen located at Hahndorf.

Top guest favourite
A grassy landscape punctuated by tall, thin plants with spiky tops is featured, showcasing an open field with trees in the background. The scene reflects a serene rural atmosphere in a prominent wine region.
Guesthouse in Woodside
4.97 out of 5 average rating, 232 reviews

Adelaide Hills Escape B&B - 'home away from home'

'ADELAIDE HILLS ESCAPE' is a popular & spotlessly clean guesthouse in the beautiful country town of Woodside. Central location near all wineries & 2 mins to ‘Bird in Hand’. Perfect base to visit Hahndorf. Enjoy modern decor with comforts of home. Popular wedding/event accommodation. New 65" Smart TV with unlimited Netflix. Ideal for couples, families & tourists. Late check out when available. Experience a little bit of country near the city. *Book Fast - Popular Listing. Enjoy the serenity.

Top guest favourite
A welcoming garden area features stone pathway lined with lush greenery and potted plants. The outdoor space is complemented by a covered porch, offering seating arrangements. Nearby, a broad, well-maintained path leads to the quiet street, providing access to the surrounding area.
Guest suite in Birdwood
4.94 out of 5 average rating, 135 reviews

Micham Cottage - Private Apartment - Birdwood

Modern country cottage apartment. A private space, perfect for a romantic getaway. Close to walking trails /bike tracks, Heysen Trail, Mt Crawford Dressage, Mt Pleasant Show Grounds. Short walk to Birdwood shops and Motor Museum. Ideal location to explore Adelaide Hills and Barossa Valley regions. Full apartment including one bedroom with Queen bed and sofa bed in the living space. Enjoy your own bathroom, kitchenette, electric BBQ Grill, pod coffee machine and light breakfast provisions.

Guest favourite
The historic stone exterior of the Mill is highlighted by autumn foliage, with large windows revealing the loft's character. The surrounding area is adorned with fallen leaves, framing the building in natural beauty. A gravel driveway leads to the entrance, inviting guests to explore.
Loft in Gumeracha
4.94 out of 5 average rating, 133 reviews

Hills Romance Randells Mill Loft 1 spa and fire

Historic Randells Mill c1848 A romantic stone Loft apartment, all self contained within the Mill. Listed in Good Weekend’s 52 Weekends Away for 2022 The lovely old Mill has had a busy industrial past but is now a peaceful escape, just perfect for that special getaway. Your apartment includes a King size bed, your own kitchen, full bathroom with a spa for two and cosy fire. There is also a covered courtyard area with a BBQ for outdoor relaxation. Only a stroll to cellar door, pub and cafe.

Guest favourite
The exterior of the Old Brickworks displays a rustic structure with a corrugated metal roof. The entrance is framed by large windows, leading to an overgrown area. Behind, remnants of the historic brick kilns rise, showcasing weathered bricks and chimneys against a clear blue sky.
Guesthouse in Lobethal
4.91 out of 5 average rating, 145 reviews

Old Brickworks- a quaint & eclectic 2 bedroom stay

Old Brickworks is based in the heart of the Adelaide Hills, just a 2 minute drive out of Lobethal town centre. An eclectic, cosy and unique accomodation offers 2 beds (sleeps 4), with a small kitchenette and lounge/dining area. It was once a old mechanic shed, which stands alongside the 3 brick Onkaparinga Brick Works kilns. The bathroom is via a undercover breezeway but separate to the main dwelling. We have a beautiful outdoor space with a BBQ and veggie patches for you to explore.

Guest favourite
A bright studio space features a spacious bed with crisp white linens, complemented by a small wooden table and chairs. Natural light floods through large sliding doors, revealing views of the surrounding garden and native trees. A ceiling fan offers an additional cooling option.
Guest suite in Mount Barker
4.87 out of 5 average rating, 156 reviews

Gardenview Suite Mt Barker

Welcome to Garden-View Guest Suite, a self-contained suite within our family home. This space offers comfort and privacy, making it an ideal budget-friendly option for solo travellers, couples, work placements and family visits * Private En-Suite Bathroom: Spacious and stocked with fresh towels and toiletries. * Basic Kitchenette: Includes a mini-fridge, microwave, kettle, toaster, and essential kitchenware. * Private Entrance: Dedicated access at the back of the house for your privacy

Top guest favourite
A spacious living area features exposed timber beams and mudbrick walls, with a comfortable sofa and an entertainment unit positioned across from a dining table. Natural light filters through the sheer curtains, highlighting a warm ambiance. A small wood heater stands near the seating area.
Cabin in Birdwood
4.93 out of 5 average rating, 251 reviews

Tesses Retreat at Birdwood

Located on the Torrens Valley Scenic Drive, Tesses Retreat at Birdwood is the perfect place from which you can explore the Adelaide Hills and Barrossa Valley. Visit the iconic Birdwood Motor Museum, local wineries, lunch locally or just relax in the native garden setting at Tesses Retreat. This one bedroom mudbrick retreat is set on over 600 sqm block which is all yours to enjoy during your stay. Breakfast supplies are provided. Complimentary bottle of local wine for 2 or more nights.

Top guest favourite
A cozy living area showcases a modern couch adorned with green pillows, positioned near a warm fireplace. A black metal coffee table complements a woven basket filled with firewood. The space is enhanced by soft lighting and architectural details such as an arched doorway.
Place to stay in Hahndorf
5 out of 5 average rating, 563 reviews

Under the Oaks, Hahndorf, Adelaide Hills

Under the Oaks is a beautifully converted 1858 church just for couples. Situated in Hahndorf in the stunning Adelaide Hills, just 15 minutes up the freeway, nestled under historic oak trees and within walking distance to the vibrant main street. Amble the historic village and discover the array of shops, wineries, restaurants, galleries and cafes. Luxuriously appointed, it is the perfect space for couples to relax between exploring all the Adelaide Hills and surrounds has to offer.

Top guest favourite
Guesthouse in Woodside
5 out of 5 average rating, 111 reviews

Manna vale farm

Welcome to Manna Vale Farm, a tranquil retreat in the heart of the Adelaide Hills, just a scenic 40-minute drive from Adelaide. Located within 6 kilometers of Woodside and minutes away from renowned wineries and restaurants such as Bird in Hand, Barristers Block, Petaluma, and Lobethal Road. Our beautiful studio apartment is positioned away from the main residence ensuring privacy at all times. The studio overlooks a beautiful lake with its own island accessible via a bridge.

Guest favourite
A view of the garden is framed by large glass doors, showcasing lush greenery and native flowers. A shaded gazebo is visible, providing a peaceful spot amidst the natural surroundings. Light filters through the leaves, creating a serene atmosphere within the studio.
Guest suite in Aldgate
4.93 out of 5 average rating, 452 reviews

Bush Garden Studio Apartment

This lovely Studio Apartment is perfect for couples looking for a mini-break, or for those wanting to hang around a little longer. Suitable for vacation or business stays, you will feel at home. Expect a visit from an array of beautiful native birds, possums and koalas. Surrounded by nearby restaurants, cafes, tourist attractions, wineries and quirky shops, you are spoilt for choice. Please note: Not suitable for people with mobility issues. More info below.

Guest favourite
A claw-foot bath is positioned outdoors, offering a scenic view of lush greenery and gentle hills. Sunlight casts a warm glow over the area, highlighting potted plants and a wooden deck. A person relaxes in the bath, holding a mug.
Cottage in Lenswood
4.94 out of 5 average rating, 576 reviews

Ode to the Orchard • outdoor bath, stunning views

A cosy, curated cottage with a rustic vibe, Ode to the Orchard is surrounded by the Adelaide Hills’ finest wineries and sits high on 16 acres. It is one of the original stone homes of the area and enjoys stunning 360 degree views of picturesque Lenswood. There is no better place to relax: soak in the gorgeous claw-foot bath looking out to the stars, enjoy that glass of local red by the fire, or try out our apple crumble recipe in the vintage wood-fired Aga.

Top guest favourite
An exterior view of a modern cabin showcases a dark wood façade with large glass windows. A covered deck with a dining table and chairs offers a space to enjoy the surrounding landscape. Lush greenery and hills are visible in the background under a partly cloudy sky.
Cabin in Hahndorf
4.99 out of 5 average rating, 145 reviews

Hideaway

Welcome to Hideaway, one of two charming cabins nestled on a hillside and surrounded by mature gum trees. Set on a 40-acre working farm, our retreat offers breathtaking views and a peaceful escape from the everyday. Located just a short drive from the iconic Hahndorf Main Street, Hideaway combines rustic charm with modern comforts, providing the perfect getaway in the picturesque Adelaide Hills. Check us out: @windsorcabins

Popular amenities for Charleston vacation rentals