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Holiday houses in Charleston

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Charleston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in Charleston
4.98 out of 5 average rating, 296 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
An outdoor courtyard features a cozy fire pit surrounded by seating, creating a warm gathering space. String lights hang above, illuminating the area, while a small tree and lush green plants add a touch of nature to the contemporary setting.
Guesthouse in Woodside
4.97 out of 5 average rating, 243 reviews

Country Guesthouse in Adelaide Hills-Cosy & Clean

ADELAIDE HILLS ESCAPE is a relaxing, private guesthouse in beautiful Woodside. Ideal place to simply 'switch off'. Close to Hahndorf, Central to wineries (2 mins to 'Bird in Hand'). Modern, comfy & spotlessly clean, with thoughtful touches. *check out our amazing guest reviews. Country living, with a friendly welcome to match. Late check-out when possible. Fast Wi-fi, 65" Smart TV with unlimited Netflix. *Popular Air BnB listing-often booked out. Unwind, recharge & enjoy the serenity.

Guest favourite
The spacious interior features natural wood flooring and rustic wooden furniture. Soft lighting hangs from the ceiling, creating a cozy ambiance. Large windows allow natural light to flow in, revealing views of the outdoors and enhancing the inviting atmosphere.
Tiny home in Crafers West
4.92 out of 5 average rating, 517 reviews

Tiny home overlooking the sea nestled in the hills

This beautiful shipping container tiny home is wonderful for people who love nature, animals and walking in the bush. This rustic tiny home is architecturally designed and constructed almost entirely of recycled materials gathered from house demolitions. Situated in an amazing location overlooking large lawns and a pond with sea views only 20mins from the cbd. We would love to share our quirky home with you. We also rent space for parties and weddings at a higher cost per night. Just ask

Top Guest favourite
A modern cottage studio features a striking design with a mix of stone and sleek black materials. Large glass windows offer a view of the surrounding greenery, while a wooden deck is furnished with two chairs, inviting relaxation in the outdoor space.
Guesthouse in Woodside
4.98 out of 5 average rating, 133 reviews

"The Nook" Studio Guesthouse

Welcome to The Nook, your cozy retreat nestled in the serene Adelaide Hills. This modern cottage studio is the perfect haven for those seeking tranquility and comfort amidst natures embrace. With its sleek design and thoughtful amenities, The Nook offers a seamless blend of contemporary living and rustic charm. Whether you are sipping wine on the private patio, exploring the nearby vineyards or simply unwinding by the fireplace, come experience the beauty of the Adelaide Hills in our Oasis

Top Guest favourite
Home in Lobethal
4.98 out of 5 average rating, 114 reviews

“LobeGott” Luxury 4 bedroom, central location

Located just a short walk from all that Lobethal has to offer, “LobeGott” meaning Praise God is appropriately named being situated in the Valley of Praise, “Lobethal”! The home has been renovated in May 2022 including brand new bathrooms, floors and much more. Perfect for larger groups with a pool table and a 12 seat dining table. There is also plenty of entertainment with a 75 inch TV, electric baby grand piano, board games, books to read and a backyard with lawn and a view over the valley.

Top Guest favourite
An inviting outdoor spa tub, surrounded by greenery, is seen with gentle bubbles rising. A person is partially visible, relaxing in the warm water, emphasizing the serene atmosphere. The enclosure offers privacy while enjoying the natural surroundings.
Farm stay in Carey Gully
4.98 out of 5 average rating, 120 reviews

Koolyangarra Cottage Outdoor Spa Adelaide Hills

You will love the charm, history and indulgence of this bright, spacious and serene cottage. Be spoilt in the luxury of all the cottages treats, trinkets, artwork and furniture. Enjoy a peaceful night sleep in the beautifully Antique English decorated cottage, unwind with a champagne in the outdoor spa under the stars and enjoy some time with our lovely horses. Nestled in the hub of the Adelaide Hills winery district, historic Hahndorf village and 5 minutes from Stirling. Be spoilt!

Top Guest favourite
An open plan living space features wooden flooring and high ceilings. A cozy fireplace is surrounded by comfortable seating. Three pendant lights hang above a dining table, and a television occupies one corner next to a greenery accent piece. A sleek kitchen area is visible in the foreground.
Place to stay in Hahndorf
5 out of 5 average rating, 607 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
4.99 out of 5 average rating, 152 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.

Top 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
4.95 out of 5 average rating, 614 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
A rustic cabin is set against a backdrop of lush greenery, featuring a spacious deck with a seating area. The exterior showcases a combination of timber and metal cladding, complemented by large windows that provide natural light and a connection to the surrounding landscape.
Cabin in Hahndorf
4.98 out of 5 average rating, 212 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

Top Guest favourite
Tiny home in Aldinga
4.96 out of 5 average rating, 514 reviews

Coach Light Cabin Luxury Cabin Escape Outdoor Bath

Slip away from the noise and into something slower. Tucked away in the heart of South Australian wine country, Coach Light Cabin is a thoughtfully designed luxury tiny home created for rest, reconnection, and indulgence. Whether you're soaking under the stars, sipping local wine by the fire, or waking to soft morning light and birdsong—this is your space to unwind. Perfect for couples, solo escapes, or a quiet reset.

Top Guest favourite
Cabin in Lobethal
5 out of 5 average rating, 169 reviews

The House on Soul Hill - Boutique Curated Escape

Nestled amongst the gums with expansive views across the hills, our boutique 30sqm cabin is custom designed as a luxury self-contained getaway for 2 people, with everything you need to explore our wonderful Adelaide Hills region including a gourmet breakfast box full of local produce. Whether it’s a romantic getaway or just because, we have carefully curated a space where you can relax, unwind and reconnect.

Popular amenities for Charleston holiday rentals