Vacation rentals in Wingecarribee Shire Council

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Top-rated vacation rentals in Wingecarribee Shire Council

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Guest favorite

Guesthouse in Bowral

4.97 out of 5 average rating, 147 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.

Aug 24 – 31

R2,889 ZAR per night

Guest favorite

Guesthouse in Sutton Forest

4.97 out of 5 average rating, 103 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.

Aug 31 – Sep 7

R2,002 ZAR per night

Guest favorite

Cottage in Woodlands

4.94 out of 5 average rating, 237 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 25 – May 2

R2,938 ZAR per night

Guest favorite

Guest suite in Bowral

4.97 out of 5 average rating, 571 reviews

29 on Shepherd

29 On Shepherd is a comfortable, cosy cottage within easy walking distance to the centre of Bowral. Accomodation comprises 2 bedrooms with overhead fans and reverse cycle air-conditioning - dining with small kitchenette - microwave, toaster, kettle, Nespresso coffee machine with tea, coffee, milk, cereal and a water bottle for each guest provided. Living room with gas fire and overhead fan - full bathroom + separate powder room. An enclosed north facing verandah looks over a pretty garden.

Apr 11 – 18

R3,041 ZAR per night

Guest favorite

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.

Nov 11 – 18

R2,545 ZAR per night

Guest favorite

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.

Jan 26 – Feb 2

R2,575 ZAR per night

Guest favorite

Guest suite in Mittagong

5.0 out of 5 average rating, 116 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.

Aug 11 – 18

R2,304 ZAR per night

Guest favorite

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!

Sep 21 – 28

R3,343 ZAR per night

Guest favorite

Home in Berrima

4.94 out of 5 average rating, 159 reviews

'Rosevilla' at Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

Feb 4 – 11

R2,898 ZAR per night

Guest favorite

Home in Moss Vale

4.92 out of 5 average rating, 237 reviews

2 Bedroom Newly Renovated Cottage

Newly renovated 2-bedroom cottage situated in the heart of Moss Vale, Southern Highlands. Offering two bedrooms, including one queen & one double, cosy living area, separate designated work space/snug, newly renovated kitchen and laundry space. Outside you will find a large deck showcasing an outdoor entertainment area with a four person spa, fire pit and barbeque.

Sep 4 – 11

R2,955 ZAR per night

Guest favorite

Apartment in Berrima

4.95 out of 5 average rating, 445 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.

Jul 18 – 25

R1,829 ZAR per night

Guest favorite

Guest suite in Moss Vale

4.97 out of 5 average rating, 258 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.

Dec 24 – 31

R2,036 ZAR per night