Holiday houses in Southern Highlands

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Top-rated holiday rentals in Southern Highlands

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Guest favourite

Guesthouse in Bowral

4.97 out of 5 average rating, 145 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.

9 – 16 June

$1,859 AUD total

Guest favourite

Place to stay in Fitzroy Falls

4.99 out of 5 average rating, 508 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

12 – 19 June

$1,598 AUD total

Guest favourite

Guesthouse in Sutton Forest

4.97 out of 5 average rating, 102 reviews

Kate’s Cottage with spectacular countryside views

A self-contained studio cottage, adjacent to the main homestead with district and country landscape views. The 20-acre property includes treelined walks and a sweeping drystone ha-ha and feature drystone walls. There are numerous places of interest in the surrounding towns and villages. Moss Vale is 6.3kms and Sutton Forest village is 5.6kms. The award-winning Southern Highlands Winery is a 30-minute walk along a beautiful country road. Relax and enjoy this unique and tranquil country getaway.

12 – 19 Oct

$1,189 AUD total

Guest favourite

Cottage in Woodlands

4.94 out of 5 average rating, 236 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.

5 – 12 Aug

$1,687 AUD total

Guest favourite

Cottage in Bundanoon

4.98 out of 5 average rating, 147 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.

25 July – 1 Aug

$1,598 AUD total

Guest favourite

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.

16 – 23 Aug

$2,055 AUD total

Guest favourite

Cottage in Berrima

4.98 out of 5 average rating, 287 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.

11 – 18 Mar

$1,478 AUD total

Guest favourite

Cottage in Mittagong

4.99 out of 5 average rating, 171 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!

6 – 13 Sept

$2,036 AUD total

Guest favourite

Farm stay in Robertson

4.98 out of 5 average rating, 450 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.

17 – 24 July

$2,039 AUD total

Guest favourite

Apartment in Berrima

4.95 out of 5 average rating, 442 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.

16 – 23 Feb

$1,100 AUD total

Guest favourite

Guest suite in Moss Vale

4.97 out of 5 average rating, 256 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.

15 – 22 Nov

$1,169 AUD total

Guest favourite

Cottage in Jamberoo

4.99 out of 5 average rating, 257 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.

19 – 26 Dec

$1,456 AUD total