Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

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

Guest favorite

Cottage in Charleston

4.97 out of 5 average rating, 212 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.

Jul 22 – 29

G$27,351 GYD per night
Guest favorite

Guesthouse in Woodside

4.96 out of 5 average rating, 187 reviews

ADEL HILLS ESCAPE Clean•Cosy•Relax•Bikes•Netflix

'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. Covid Cancel Friendly

Oct 10 – 17

G$27,915 GYD per night
Guest favorite

Farm stay in Barossa Valley

4.92 out of 5 average rating, 466 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.

Sep 21 – 28

G$28,187 GYD per night

Popular amenities for Charleston vacation rentals

Other great vacation rentals in Charleston

Guest favorite

Guesthouse in Upper Hermitage

4.97 out of 5 average rating, 119 reviews

The Dairy

Mar 27 – Apr 3

G$15,256 GYD per night
Guest favorite

Guesthouse in Forest Range

4.95 out of 5 average rating, 191 reviews

Wyndbourne Park B&B

Jun 12 – 19

G$31,224 GYD per night
Guest favorite

Farm stay in Humbug Scrub

4.93 out of 5 average rating, 115 reviews

HILLS GETAWAY escape to Adelaide Hills and Barossa

Jul 24 – 31

G$20,347 GYD per night
Guest favorite

Tiny home in Ironbank

4.99 out of 5 average rating, 526 reviews

Bandicoot Springs

Sep 12 – 19

G$21,795 GYD per night
Guest favorite

Cottage in Aldgate

4.94 out of 5 average rating, 124 reviews

STONE GATE - Stylish Adelaide Hills Retreat

Sep 4 – 11

G$27,983 GYD per night
Guest favorite

Guesthouse in Lower Hermitage

4.9 out of 5 average rating, 174 reviews

Linlithgow Lodge at Lower Hermitage

Sep 4 – 11

G$14,667 GYD per night
Guest favorite

Cabin in Lobethal

5.0 out of 5 average rating, 95 reviews

The House on Soul Hill - Boutique Curated Escape

Jan 5 – 12

G$43,412 GYD per night
Guest favorite

Cottage in Lobethal

5.0 out of 5 average rating, 49 reviews

Nahren Haus walking distance to Main Street

Dec 13 – 20

G$39,541 GYD per night
Guest favorite

Cottage in Mount Torrens

4.92 out of 5 average rating, 48 reviews

Arukah - Rustic 1 Bed idyllic country cottage.

Sep 26 – Oct 3

G$37,259 GYD per night
Guest favorite

Guesthouse in Birdwood

4.95 out of 5 average rating, 62 reviews

Stables on Eight

Dec 30 – Jan 6

G$27,647 GYD per night
Guest favorite

Home in Lobethal

4.9 out of 5 average rating, 92 reviews

Old Brickworks- a quaint & eclectic 2 bedroom stay

Nov 17 – 24

G$28,049 GYD per night
Guest favorite

Home in Lobethal

5.0 out of 5 average rating, 53 reviews

“LobeGott” Luxury 4 bedroom, central location

Mar 4 – 11

G$37,896 GYD per night

Destinations to explore