Vacation rentals in Southern Highlands

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Top-rated vacation rentals in Southern Highlands

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Guest favorite

Guesthouse in Bowral

4.97 out of 5 average rating, 142 reviews

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

Sep 27 – Oct 4

€ 147 per night

Guest favorite

Place to stay in Fitzroy Falls

4.99 out of 5 average rating, 507 reviews

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding ceremonies or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

Aug 24 – 31

€ 138 per night

Guest favorite

Cottage in Woodlands

4.94 out of 5 average rating, 235 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.

Dec 13 – 20

€ 146 per night

Guest favorite

Cottage in Bundanoon

4.98 out of 5 average rating, 145 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 6 – 13

€ 126 per night

Guest favorite

Cottage in Exeter

4.96 out of 5 average rating, 303 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 10 – 17

€ 178 per night

Guest favorite

Cottage in Berrima

4.98 out of 5 average rating, 285 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.

Mar 5 – 12

€ 128 per night

Guest favorite

Guest suite in Mittagong

5.0 out of 5 average rating, 113 reviews

Little Ronnie's Cottage

Newly refurbished studio set in our lovely tiered private garden on the slope of Mt Alexander. Views to the Mittagong Ranges and a very quiet and peaceful location. Easy 15 min walk to many food and drink venues. A/C (heat/cool), wood burner, ceiling fan, double glazed windows. Queen bed, bathroom with heated floor, heated towel rail and a well equipped kitchenette with basic breakfast provisions including tea and coffee. Private, peaceful & perfect for couples.

Jul 28 – Aug 4

€ 111 per night

Guest favorite

Cottage in Mittagong

4.99 out of 5 average rating, 170 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!

Aug 18 – 25

€ 178 per night

Guest favorite

Farm stay in Robertson

4.98 out of 5 average rating, 448 reviews

Spiral House - Luxury Couples Retreat

The Spiral House at Cloudfarm should be on every couples "bucket list". This unique miniature home is perched on the highest point of the Illawarra escarpment, in a totally private and idyllic location immersed in nature. Wake up to breathtaking views towards the escarpment and ocean; Relax in the open air bathtub, take in the night sky and twinkling lights on the coast ; go for a stroll on our 33 acre property. Relax, rejuvenate, reconnect.

Jun 26 – Jul 3

€ 176 per night

Guest favorite

Apartment in Berrima

4.95 out of 5 average rating, 438 reviews

Magpie Haven Berrima

Magpie Haven is a north facing independent studio with king size bed, in a separate pod of our architect designed, contemporary home. We are on 1.5 acres overlooking the Wingecarribee River, the village of Berrima and beyond. It is 1 km into Berrima where you will find cafes, restaurants and specialty shops and close to Bendooley Estate and other wedding venues.

Jun 16 – 23

€ 95 per night

Guest favorite

Guest suite in Moss Vale

4.97 out of 5 average rating, 255 reviews

Orchard Cottage & Gardens

Orchard Cottage, set in beautiful private gardens in a quiet and exclusive street just 2 mins drive to Moss Vale CBD. It is part of an historic former farmhouse dating from 1917 and originally part of the 1000 acre Throsby Park Homestead, which can be viewed from the garden. The accommodation is extremely comfortable, warm in the winter, cool in the summer.

Nov 27 – Dec 4

€ 101 per night

Guest favorite

Cottage in Jamberoo

4.99 out of 5 average rating, 256 reviews

Falls Cottage, in the rainforest at Jamberoo

Falls Cottage was built by a Jamberoo local in the 1980s and has grown in charm and character with every passing year. We have lovingly restored it with a country cottage kitchen, hand crafted interior finishes, a comfortable mezzanine bedroom and a deck and barbeque area to maximise guests’ enjoyment of the beautiful rainforest surrounds.

Jul 28 – Aug 4

€ 130 per night