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.

%{current} / %{total}1 / 1
Top Guest favourite
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, 148 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 favourite
Home in Uraidla
4.98 out of 5 average rating, 124 reviews

The Other House

Picturesque bluestone cottage surrounded by vineyards with hills views over Piccadilly valley. Peace and quiet in a rural setting but just 25 minutes from the centre of Adelaide. Minutes away from the towns of Stirling and Uraidla and the best of the Adelaide Hills cellar doors. Fully equipped kitchen/dining area, air-conditioning, wood burning fire in the colder months, TV, main bathroom with shower and 3/4 bath and 2 separate toilets, laundry, spacious outdoor BBQ area, carport, linen supplied

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
4.98 out of 5 average rating, 283 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 spacious bedroom features a queen-size bed with colorful cushions and a soft blanket. An adjoining lounge area includes a cozy sofa and kitchenette. Bright wall art complements the neutral decor, while natural light filters through curtains, creating a calm ambiance.
Guest suite in Uraidla
4.93 out of 5 average rating, 174 reviews

The Heart of Uraidla - walk to the pub!

Keep it simple at this peaceful and centrally located place. Take advantage of what Uraidla and it’s surrounding area has to offer by staying in the village centre. We are 3 minutes walk to the Uraidla Hotel & Republic Bakery and 10 minutes walk to Summerhill. We can provide meals delivered to your door. Please check the in-house dining menu in the Dining Area photo set for the menu & photos. Winery tours are available 7 days a week. Ask me for details if you’re interested in booking a tour.

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, 238 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, 140 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 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, 114 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
A living area is displayed with two leather sofas facing a coffee table at the center, atop a decorative area rug. A large television is mounted on a white console, complemented by a vase of flowers on the table. Framed pictures adorn the walls.
Home in Lobethal
4.98 out of 5 average rating, 106 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
A charming brick building is framed by lush greenery and blooming yellow flowers. A serene pond reflects the surrounding trees, creating a peaceful atmosphere. The property’s natural beauty enhances the tranquil retreat feel.
Apartment in Kuitpo
4.99 out of 5 average rating, 354 reviews

Chesterdale

Chesterdale is in the heart of Kuitpo forest on 32 acres, surrounded by 8,900 acres of pine plantations and native forests. Perfect for walking and riding, the Heysen and Kidman trails are accessible through our back gate. Famous McLaren Vale and Adelaide Hills wineries are nearby. While the guest suite is attached to the main house, it is quite separate and totally private. A 50 minute drive from Adelaide’s CBD and a 20 minute drive from southern beaches, it is perfect for a weekend escape.

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, 134 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.

Top Guest favourite
A bright kitchen area features a farmhouse-style sink beneath an open window, allowing natural light to flood the space. White cabinetry and a minimalist countertop complement the handcrafted stone walls, while fresh flowers and fruits add a touch of homeliness.
Cottage in Aldgate
4.94 out of 5 average rating, 240 reviews

Stone Gate Cottage. Charm meets modern.

Stone gate cottage is a 1960's built stone cottage which has been newly renovated in a neutral colour pallete to enhance the natural charm and character of the handcrafted stone work. Designed and fitted with new pieces throughout each room. Features include - free wifi - smart TV with Amazon Prime - full kitchen - breakfast to cook yourself - espresso coffee machine - wood fireplace - ducted heating and cooling The main bedroom consists of a queen bed, The second bedroom has a double.

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, 586 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.

Popular amenities for Charleston holiday rentals