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Cottage vacation rentals in Southern Highlands

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Top-rated cottage rentals in Southern Highlands

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Cottage in Burradoo

4.79 out of 5 average rating, 152 reviews

Luxstowe Cottage

Luxstowe House is a historic cottage surrounded by wild, sprawling gardens on acres of land hidden just 5 mins drive from Bowral. Brimming with beautiful artworks and an abundance of books - it's a home you will never want to leave! The sweet country cottage is set at the bottom of a tree-lined drive and below an old barn once used as a sculpture studio and now as a tree nursery. Only 1.5 hours from Sydney, it will transport you to another world so you can relax & recharge on your next getaway.

Sep 5 – 12

R3,205 ZAR per night

Cottage in Exeter

4.97 out of 5 average rating, 132 reviews

The Shack at Bimbimbi in semi rural Exeter.

The Shack at Bimbimbi is well appointed, private, situated on 5 acres, 40 meters from the main house separated by gardens. There is a box fire and heating for chilly nights. A great getaway, close to walks in Morton National Park, Bundanoon, Exeter Village and a short drive to Moss Vale and Bowral. A breakfast hamper is supplied for the first day of a minimum 2 night stay. Free WiFi, Exeter -black spot . Covid vaccination proof is mandatory. We hope you will come and see for yourself.

Sep 10 – 17

R2,386 ZAR per night

Cottage in Woodlands

4.94 out of 5 average rating, 238 reviews

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage away from all other residences. It is entirely private making the perfect place for a weekend or as long as you need to unwind and recharge. Come "hole-up" at The Burrow. “The Burrow” is a hand-built, mud-brick cottage set on 100 beautiful acres in the Southern Highlands of NSW, just 6km’s from the main shopping centre (Woolworths etc) of Mittagong. Settle in and you'll think you’re 1000 miles from anywhere as you are completely surrounded by nature.

Apr 27 – May 4

R2,944 ZAR per night

Cottage in Bundanoon

4.97 out of 5 average rating, 154 reviews

Pear Tree Cottage

Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchen (including washing machine), comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive to Bundanoon town centre. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway leading up to it.

Mar 19 – 26

R2,550 ZAR per night

Cottage in Mittagong

4.99 out of 5 average rating, 252 reviews

Laurel Cottage, Southern Highlands

Experience this private stylish new two bedroom cottage nestled in a spacious park like setting. King and Queen beds, chef's kitchen, and comfy lounges. Relax by the fire with expansive views across rolling pasture to Gibbergunyah Nature Reserve. Located a short drive from Bowral, Berrima, Moss Vale and all the restaurants, shops, wineries with bush walks and bike tracks nearby. Your neighbours will be the local mob of kangaroos or newborn calves in the paddock adjacent to Laurel Cottage.

Jun 15 – 22

R3,962 ZAR per night

Cottage in Exeter

4.96 out of 5 average rating, 305 reviews

Southern Highlands - "Woodbury" Lodge Exeter

Charming new architect designed cottage on 5 picturesque English inspired acres in peaceful village of Exeter with access iconic General Store & Cafe. Fully self contained, gas log fire, air conditioning & boasting private ensuite to each bedroom. Unwind & explore all that the Southern Highlands has to offer, visit wineries, bush walk, dine or just indulge in our wonderful cafe culture. 20 mins drive Bowral, 8 mins drive to Moss Vale and Sutton Forest, 5 mins drive to quaint Bundanoon.

Jul 5 – 12

R3,333 ZAR per night

Cottage in Exeter

4.97 out of 5 average rating, 211 reviews

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

Jul 23 – 30

R5,562 ZAR per night

Cottage in Berrima

4.98 out of 5 average rating, 291 reviews

Ardleigh Cottage in Berrima Village

Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Apr 27 – May 4

R2,580 ZAR per night

Cottage in Burradoo

5.0 out of 5 average rating, 169 reviews

Little Rosewood - Charming Private Cottage Bowral

Whether it's you’re first visit or a return stay at our blissful hideaway in the garden, you’ll always feel as if you’ve stumbled upon something special. Our delightfully appointed cottage is cosy and intimate, with the perfect amount of room for you to steal away by yourself, with the one you love, a girls' get together or with special friends or family. Close to everything the Highlands has to offer, yet quiet and tucked away, it's truly an escape from the city!

Dec 13 – 20

R3,141 ZAR per night

Cottage in Mittagong

4.99 out of 5 average rating, 172 reviews

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

Jul 16 – 23

R3,326 ZAR per night

Cottage in Fitzroy Falls

4.98 out of 5 average rating, 343 reviews

Converted Dairy Fitzroy Falls

The Dairy sits within approximately 9 acres of beautiful ,private gardens on a 29 acre property . The one bedroom cottage is light and bright with a small kitchen, a wood burning fire, reverse cycle airconditioning, ceiling fans and gas heating. There is additional accommodation in the Japanese Studio . NOT suitable for children or pets..20 mins to Bowral and Moss Vale Linen provided. Strictly non smoking property. STRA PID -6648

Oct 19 – 26

R3,012 ZAR per night

Cottage in Sutton Forest

4.89 out of 5 average rating, 468 reviews

Farenden Cottage - studio in rural setting

This quaint little studio is situated on a hobby farm set on the slopes of Sutton Forest just an hour and a half from both Sydney and Canberra. Decorated in a rustic country style this little hideaway has everything you need for a Southern Highlands get away. Wander around the property and enjoy the orchard, dams, chickens, hills and expansive gardens.

Jun 14 – 21

R1,549 ZAR per night

Vacation rentals for every style

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Popular amenities for Southern Highlands cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Golspie

4.93 out of 5 average rating, 241 reviews

Eldorado - Sweet sunsets in the hot tub!

Nov 22 – 29

R2,604 ZAR per night

Cottage in Picton

4.99 out of 5 average rating, 168 reviews

The Cottage -Picton - Luxury Country Stay

Jan 12 – 19

R5,355 ZAR per night

Cottage in Currarong

4.9 out of 5 average rating, 113 reviews

Anchored Currarong - Luxurious Couples Retreat

Nov 29 – Dec 6

R3,189 ZAR per night

Cottage in Sutton Forest

4.96 out of 5 average rating, 90 reviews

120 acre Farm stay in Sutton Forest

Sep 16 – 23

R3,641 ZAR per night

Cottage in Bundanoon

4.83 out of 5 average rating, 35 reviews

Historic Corinda Cottage, quaint and inviting.

Jan 10 – 17

R4,158 ZAR per night

Cottage in Kangaroo Valley

4.92 out of 5 average rating, 91 reviews

Dilly Dally Cottage in peaceful Kangaroo Valley.

Mar 24 – 31

R5,242 ZAR per night

Cottage in Far Meadow

4.84 out of 5 average rating, 19 reviews

The Byres - by Latitude South Coast

Sep 14 – 21

R6,067 ZAR per night

Cottage in Berry

5.0 out of 5 average rating, 18 reviews

Queenberry: Hot Tub, Walk To Town, Close To Beach!

Apr 29 – May 6

R7,681 ZAR per night

Pet-friendly cottage rentals

Cottage in Mittagong

4.89 out of 5 average rating, 130 reviews

Coppin Cottage Highland Retreat

Apr 12 – 19

R2,501 ZAR per night

Cottage in Werai

4.95 out of 5 average rating, 243 reviews

Mungo Lodge, pet friendly and accessible

Nov 13 – 20

R3,765 ZAR per night

Cottage in Culburra Beach

4.85 out of 5 average rating, 135 reviews

Warrain Cottage

Sep 1 – 8

R1,993 ZAR per night

Cottage in Fitzroy Falls

4.91 out of 5 average rating, 187 reviews

Twin Oaks Cottage - Fitzroy Falls NSW

Mar 27 – Apr 3

R3,323 ZAR per night

Cottage in Meroo Meadow

4.96 out of 5 average rating, 145 reviews

New Atlas at Silvermist South Coast

Jun 14 – 21

R4,212 ZAR per night

Cottage in Kangaroo Valley

4.99 out of 5 average rating, 283 reviews

The Stables @ Kookaburra House

Jun 23 – 28

R5,635 ZAR per night

Cottage in Broughton Vale

4.91 out of 5 average rating, 183 reviews

Hillcrest Cottage @ Berry

Jul 5 – 12

R3,551 ZAR per night

Cottage in Bowral

4.89 out of 5 average rating, 330 reviews

The Hidden Door Bowral Cottage - The❤️of Bowral

Jan 1 – 8

R5,689 ZAR per night

Private cottage rentals

Cottage in Kangaroo Valley

4.99 out of 5 average rating, 488 reviews

The Old Bakery - Kangaroo Valley

Jul 22 – 29

R3,263 ZAR per night

Cottage in Gerringong

4.93 out of 5 average rating, 384 reviews

Infinity on Willowvale

Nov 5 – 12

R3,838 ZAR per night

Cottage in Broughton

4.96 out of 5 average rating, 113 reviews

Wilderberry Cottage, Berry, NSW

Aug 9 – 16

R5,451 ZAR per night

Cottage in Berrima

4.98 out of 5 average rating, 221 reviews

"The Birdsnest Cottage" Berrima

May 21 – 28

R3,708 ZAR per night

Cottage in Sutton Forest

4.91 out of 5 average rating, 226 reviews

Cottage @ The Old Daffodil Farm

Jul 5 – 12

R3,632 ZAR per night

Cottage in Bowral

4.95 out of 5 average rating, 152 reviews

★ Sleeps 8 Bowral ★

Jul 27 – Aug 3

R3,787 ZAR per night

Cottage in Kangaroo Valley

4.98 out of 5 average rating, 430 reviews

The Tailor's Cottage, Kangaroo Valley

Jan 17 – 24

R3,815 ZAR per night

Cottage in Orangeville

4.96 out of 5 average rating, 499 reviews

Cumnock Cottage

Aug 19 – 26

R1,778 ZAR per night

Destinations to explore