Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

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Top guest favorite
A stylish living area showcases mid-century furniture, including a grey sofa with decorative cushions and a soft throw. A wooden bookcase and a lamp create a warm atmosphere. In the background, a dining area is visible, leading to a kitchen featuring vintage storage cabinets.
Home in Lobethal
4.99 out of 5 average rating, 143 reviews

1965 Lobethal | Cosy, on the Main st.

The 1965 house has been styled with Danish influenced 1960's mid century design. Explore the Adelaide Hills. Enjoy That's Enrico Pizzeria next door, with Lobethal Bierhaus & Fabrik Arts; premium cellar doors; bike & bush trails all nearby. Keep cosy in winter with our wood combustion heater. A nostalgic experience with all the contemporary facilities of quality accommodation. [note:no WiFi] Generous breakfast provisions. Bookings of 3+nights incl a bottle of wine. Come be our guests.

Top guest favorite
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 favorite
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 favorite
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.

Top guest favorite
A cozy living area is illuminated by natural light filtering through large windows, framed by lush greenery outside. Plush sofas with earth-toned cushions complement a traditional rug, while a wooden table features decorative plants and books, enhancing the inviting atmosphere.
Farm stay in Mylor
4.97 out of 5 average rating, 294 reviews

Mylor Getaway: Scenic Adelaide Hills Cottage

Welcome to Mylor Farm in the scenic Adelaide Hills, a perfect family retreat. Our cozy stone cottage features a warm fireplace, three beautifully furnished bedrooms, and a relaxing bathroom with tub. Explore our extensive gardens, fruit orchard, and delightful secret tree fort. Revel in the serene presence of local wildlife, including koalas and our kangaroo sanctuary. Just a short 25-minute drive from Adelaide, Mylor Farm combines rustic charm with the convenience of nearby city attractions.

Guest favorite
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 favorite
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.

Top guest favorite
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, 564 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 favorite
Guesthouse in Woodside
5 out of 5 average rating, 112 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 favorite
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, 577 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.

Guest favorite
The peaceful bedroom is highlighted by exposed stone walls, soft sheer curtains, and a fireplace framed by a rustic mantle. A mirror reflects the room's warm lighting, creating a serene ambiance. A cozy seating area is visible, adding to the overall tranquility of the space.
Farm stay in Dawesley
4.91 out of 5 average rating, 185 reviews

Dawesley Cottage at The Brae

Come and get away from the city in to this country retreat. Experience the beauty and quiet of this Stone Cottage. Originally built as one of the first buildings of the small township of Dawesley - it served as the office to an Old Copper smelter. Rich with culture and history it is now a quiet retreat for you to recharge your batteries. Only a 20 Minute drive to Hahndorf & Woodside it has endless opportunities for beautiful lunches and lazy afternoons.

Top guest favorite
Three friendly alpacas are seen in a grassy area enclosed by a wooden fence. Colorful rose bushes bloom in the background, offering a vibrant contrast to the lush greenery. The surrounding landscape features gentle hills typical of the Adelaide Hills region.
Farm stay in Dawesley
4.98 out of 5 average rating, 283 reviews

Carlisle Alpaca Farm Stay Veranda Retreat

Carlisle Alpacas is situated on an 80 acres farm in the Adelaide Hills abundant in bird and native wildlife. There are two BnB the Veranda Retreat and the new Cottage Escape with rural views with easy access to cellar doors and restaurants. The Veranda Retreat is isolated from the main residents and is self contained free space filled with fresh county air, great walks along the creek down to the Dawesley ruins while meeting the friendly alpacas.

Popular amenities for Charleston vacation rentals