Vacation rentals in Southern Highlands

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Top-rated vacation rentals in Southern Highlands

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Guest favorite

Chalet in Sutton Forest

4.96 out of 5 average rating, 123 reviews

Unique'Danglestone' Couples Hideaway in the Forest

Awe inspiring views surrounded by nature. Nestled in the lush greenery of a private forest this modern architecturally designed cabin is luxury at its best. With the warmth of the heated floor & indoor gas fire you will be toasty warm all year round. Sutton Forest is very near several vineyards and villages. An ideal location to escape the city. PETS allowed but please disclose when booking- Max 2 people only (not suitable for infants) KANGAROOS lingering MASSAGE available nearby (plse ask)

Top guest favorite

Farm stay in Moss Vale

4.99 out of 5 average rating, 197 reviews

Luxury Country Escape at Colyersdale Cottage

Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Top guest favorite

Cottage in Mittagong

4.99 out of 5 average rating, 300 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.

Top guest favorite

Cabin in Exeter

5 out of 5 average rating, 106 reviews

Tiny Cabin Exeter Outdoor Bath and Horse Property

@littleburrow_cabinandcottage Enjoy a relaxing couples retreat at this stylish tiny house. Set on 6 peaceful acres of a boutique equestrian property near the charming village of Exeter. Surrounded by small farms experience the peace of the countryside while still being only a short drive to the popular towns and destinations of the Southern Highlands. This tranquil area is especially quiet at night when guests can enjoy the deck, firepit and outdoor bath while gazing at the stars above

Top guest favorite

Cottage in Exeter

4.97 out of 5 average rating, 268 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.

Top guest favorite

Home in Kangaroo Valley

4.99 out of 5 average rating, 124 reviews

Rosewood Cottage - on a working regenerative farm

Renovated 2 bedroom 1930s Cottage, perched on the gentle slopes of a lush 120 acre working regenerative farm, where happy sheep and cows graze on chemical-free pasture. Relaxing, family-friendly, off-grid, with breathtaking views of the beautiful Kangaroo Valley escarpment. Only 4kms from the charming Kangaroo Valley Village and 20min from historic Berry and its nearby beaches. Rosewood Cottage will offer you a comfortable and cosy stay with everything you need for a short getaway.

Guest favorite

Guesthouse in Burradoo

4.93 out of 5 average rating, 352 reviews

The Stables at Long Paddock

The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.

Top guest favorite

Cottage in Berrima

4.98 out of 5 average rating, 386 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.

Top guest favorite

Cottage in Mittagong

5 out of 5 average rating, 262 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!

Top guest favorite

Cottage in Fitzroy Falls

4.98 out of 5 average rating, 391 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

Superhost

Tiny home in Exeter

4.84 out of 5 average rating, 153 reviews

Southern Highlands Vineyard Cabin by Outpost

Welcome to our premium country cabin nestled within the picturesque wineries of the Southern Highlands! Set amongst the vines of Exeter Vineyard & Cellar Door, our cosy, private retreat offers a unique experience where you can unwind, sip local wines, and bask in the breath-taking beauty of the Australian countryside. Please Note: We offer a discounted nightly rate for mid-week bookings (Sun-Thurs).

Superhost

Tiny home in Moss Vale

4.89 out of 5 average rating, 372 reviews

Hideout 1.0 - Luxury Tiny Home

NOTE- Please check our profile for more available tiny homes on the property. The first of its kind in the Southern Highlands. Hideout is an exclusive luxury tiny home in an idyllic farm setting. This tiny home is set on a beautiful dam of a working horse farm, situated on over 150 acres. Guests are able to interact as much or as little as they like with the surroundings.