Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

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Guest favorite

Farm stay in Barossa Valley

4.92 out of 5 average rating, 497 reviews

Barossa Valley Gundaroo - we offer 1 night stays

Gundaroo retreat is located on the fringe of the Barossa Valley and set on 50 acres of picturesque land with rolling farmland, trees and hills. Perfect for a romantic getaway or a girls weekend away. The cottage is set in a scenic location and provides a pleasing blend of rustic charm with modern conveniences. It has 2 bedrooms with queen size beds, a cosy wood fire and a lovely deck to relax and enjoy your morning coffee. We provide breakfast provisions for the first day of milk and cereal.

Guest favorite

Cottage in Charleston

4.98 out of 5 average rating, 240 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.

Guest favorite

Cottage in Hay Valley

4.94 out of 5 average rating, 224 reviews

rustic cottage farmstay, fireplace, pool and sauna

Located in the Golden Triangle of the Adelaide Hills, our farm is ideal as your base for exploring wineries, or simply enjoying a relaxed getaway away from the city. The Shepherd’s Cottage was built in the late 1800s, we’ve kept the humble rustic nature of the cottage alive, an homage to simpler days, but now featuring modern conveniences. This three bedroom cottage can accommodate groups, but is charming enough for just a couple to enjoy a cosy night away, curled up in front of the indoor fire.

Guest favorite

Farm stay in Dawesley

4.97 out of 5 average rating, 253 reviews

Carlisle Alpaca Farm Stay

Carlisle Lodge is an alpaca stud situated in the Adelaide Hills abundant in bird and native wildlife. Guest will enjoy stunning rural views with easy access to cellar doors and restaurants. The unit is self contained isolated from the main residents with only Bernard & Sue on the property. You will enjoy over 80 acres of free space filled with fresh county air, great walks along the creek down to the Dawesley ruins while meeting the friendly alpacas. "Great place to escape the crazy 2020 year"

Guest favorite

Guesthouse in Woodside

4.97 out of 5 average rating, 209 reviews

Adelaide Hills Escape B&B-Cosy•Clean•Relax•Enjoy

'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.

Guest favorite

Guest suite in Birdwood

4.95 out of 5 average rating, 111 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 favorite

Home in Lobethal

4.99 out of 5 average rating, 122 reviews

1965 Lobethal | Cosy, on the Main st.

Behind the orange door is stylish Danish influenced mid century design of the 1960's. Explore the Adelaide Hills. Walk to the Lobethal Bierhaus & Fabrik, take a short drive to premium cellar doors, bike & bush trails. Keep cosy in winter with our wood combustion heater. A nostalgic experience with all the contemporary facilities of quality accommodation. [note:no WiFi] We provide delicious breakfast provisions and bookings of 3+nights include a bottle of local wine. Come be our guests.

Guest favorite

Cabin in Birdwood

4.92 out of 5 average rating, 219 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.

Guest favorite

Place to stay in Hahndorf

5 out of 5 average rating, 458 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.

Guest favorite

Cottage in Nairne

4.85 out of 5 average rating, 140 reviews

Rodale Park

A beautiful farm, in a recently renovated self contained cottage with kitchen, bathroom, laundry, split level lounge/dinning & separate sun room. Only 10 mins from Mt Barker and Hahndorf. Visit the many amazing wineries that SA has to offer; Lot 100, Bird in Hand, Nepenthe, The Lane and Shaw & Smith. This accommodation offers a peaceful stay on a picturesque horse property, with beautiful views in all directions. Only 30 mins to the CBD, and 45 mins from Adelaide Airport.

Guest favorite

Cottage in Lenswood

4.94 out of 5 average rating, 511 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

Farm stay in Dawesley

4.91 out of 5 average rating, 161 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.