Holiday Rentals in Southern Highlands

1218 available vacation rental offers

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Southern Highlands holiday rentals
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Best Holiday rentals and Airbnb offers in Southern Highlands

Best family friendly Southern Highlands holiday rentals

Among the 1218 accommodations in Southern Highlands, here are the 4 best family friendly rentals

Canyonleigh Retreat - Southern Highlands
9.6 318 reviews
Southern Highlands
11/07 – 16/07
£114/nightTotal: £570 (5 )

Canyonleigh Retreat

1 2
farm , Canyonleigh
Canyonleigh Retreat is a farm stay situated just 39 kilometres from Fitzroy Falls, 42 kilometres from Twin Falls Lookout, and 45 kilometres from Belmore Falls, offering a peaceful escape amidst the stunning natural beauty of the region. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The farm stay features comfortable accommodation with a private balcony and garden views. Guests can enjoy modern amenities, free Wi-Fi, parking, and access to cycling and hiking trails in the surrounding area.
Cottage @ The Old Daffodil Farm - Southern Highlands
9.7 290 reviews
Southern Highlands
03/07 – 05/07
£166/nightTotal: £332 (2 )

Cottage @ The Old Daffodil Farm

1 2
apartment , Sutton Forest
This Sutton Forest holiday cottage, situated near a working horticultural farm approximately 1.5-2 hours' drive (around 150-200 km) from both Sydney and Canberra, offers a peaceful rural retreat amongst daffodils in springtime.
The two-bedroom, one-bathroom property boasts a spacious open-plan living area including a den and small office, a north-facing timber deck, and a fully equipped kitchen with dishwasher and Nespresso machine; it comfortably sleeps four guests and is close to Sutton Forest's attractions.
Cooinda - Southern Highlands
9.0 62 reviews
Southern Highlands
27/12 – 01/01
£538/nightTotal: £2690 (5 )

Cooinda

5 7
house , Kangaloon
Cooinda is a spacious holiday home located in Kangaloon, just 12 miles from Fitzroy Falls and 15 miles from Belmore Falls, offering a peaceful escape in the picturesque Southern Highlands. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This five-bedroom property comfortably accommodates up to 14 guests, making it ideal for families or groups of friends. Enjoy modern amenities such as free Wi-Fi, private parking, a fully equipped kitchen, a cosy fireplace, and a private patio with barbecue facilities.
That Pink House!  Pets Welcome - Southern Highlands
8.7 40 reviews
Southern Highlands
11/07 – 16/07
£223/nightTotal: £1115 (5 )

That Pink House! Pets Welcome

3 2
apartment , Bowral
That Pink House is located in Bowral, a short drive from Fitzroy Falls and Belmore Falls, making it ideal for exploring the natural beauty of the Southern Highlands. The property has received excellent ratings for location, cleanliness, and overall experience.
This three-bedroom house comfortably accommodates up to six guests. It features a fully equipped kitchen, a private patio and balcony, air conditioning, free Wi-Fi, and parking, ensuring a comfortable and enjoyable stay.

Best Southern Highlands holiday rentals with a balcony

Maple Rose, Bowral, Southern Highlands - Southern Highlands
9.8 7 reviews
Southern Highlands
03/07 – 05/07
£403/nightTotal: £806 (2 )

Maple Rose, Bowral, Southern Highlands

4 5
apartment , Bowral
Maple Rose is situated in East Bowral, just 4 kilometres from the town centre and a short drive from attractions like Centennial Vineyards (8km), Bendooley Estate (12km), and Berrima (13km), making it a convenient base for exploring the Southern Highlands. This property has received excellent guest ratings, making it a popular choice for travellers.
This single-storey dwelling comfortably accommodates 8 guests in its multiple living areas, perfect for families or groups of friends. Guests can enjoy a fully equipped kitchen, a spacious lounge area with a TV, a separate sitting area, a beautiful dining table, a large covered outdoor area with a dining table, a gas BBQ, and an outdoor lounge, as well as a washing machine and dryer, central heating and air conditioning, and complimentary Wi-Fi.
Spacious & Sun-filled Highlands Retreat - Southern Highlands
Southern Highlands
27/12 – 01/01
£308/nightTotal: £1540 (5 )

Spacious & Sun-filled Highlands Retreat

1 7
house , Moss Vale
This Highlands retreat is located in Moss Vale, offering a peaceful escape within easy reach of local attractions.
This one-bedroom cottage accommodates up to 15 guests and features a fully equipped kitchen, air conditioning, free WiFi, and private parking, with a garden and balcony for enjoying the surroundings.
Time2reflect - The Most Relaxing Bowral Getaway! - Southern Highlands
8.9 11 reviews
Southern Highlands
27/12 – 01/01
£266/nightTotal: £1330 (5 )

Time2reflect - The Most Relaxing Bowral Getaway!

4 2
house , Bowral
Time2Reflect, a four-bedroom Bowral house, is situated approximately 21-31km from Fitzroy Falls, Twin Falls Lookout, and Robertson Heritage Railway Station, offering easy access to these popular attractions.
This self-catering property sleeps nine guests, boasts two bathrooms, free on-site parking, and is ideal for families or couples seeking a peaceful escape near the Southern Highlands' scenic beauty; bachelor/hen parties are prohibited.
The Alice, Mittagong - Southern Highlands
9.1 56 reviews
Southern Highlands
11/07 – 16/07
£272/nightTotal: £1360 (5 )

The Alice, Mittagong

3 2
house , Mittagong
The Alice is a recently renovated holiday home in Mittagong, situated just 27 kilometres from Fitzroy Falls and 32 kilometres from Belmore Falls, offering easy access to stunning natural beauty. The property consistently receives excellent ratings for location, cleanliness, and user experience.
The three-bedroom house spans 80 square metres and comfortably accommodates up to six guests. The Alice provides a range of amenities including a well-equipped kitchen, air conditioning, a terrace or balcony, a garden, free Wi-Fi, free private parking, and laundry facilities, ensuring a comfortable and enjoyable stay.

Frequently asked questions about holiday rentals in Southern Highlands

  • What are the must-see sights in the Southern Highlands, Australia?

    For iconic views, head to Mount Gibraltar for panoramic vistas. The historic towns of Bowral and Mittagong offer charming architecture and boutique shopping. Fitzroy Falls offers stunning waterfall views and walking trails. For something different, visit the charming village of Bundanoon.
  • What are the best Airbnb and holiday rentals in Southern Highlands?

    Alpha Cottage - Mittagong Escape, Woodland Retreat - Guest Studio and Belle In Bowral are the most popular Airbnb and holiday rentals in Southern Highlands among travellers.

  • Are there unique natural phenomena in the Southern Highlands, Australia?

    The Southern Highlands boasts diverse landscapes. Fitzroy Falls is a spectacular example of natural beauty. The region's rolling hills and numerous waterfalls create a unique environment. Exploring the various walking trails reveals hidden gems and diverse flora and fauna.
  • What are the most popular Airbnbs in Southern Highlands?

    Among the Airbnbs in Southern Highlands, Woodland Retreat - Guest Studio, Alpha Cottage - Mittagong Escape and Stately Bowral Designer Home are the most popular ones.

  • What essentials should you bring along for a trip to the Southern Highlands, Australia?

    Pack comfortable walking shoes, as there are many trails to explore. Layers of clothing are essential, as the weather can change quickly. Don't forget sunscreen, a hat, and insect repellent, especially during warmer months. A camera is a must to capture the stunning scenery.
  • What are the best holiday rentals with a pool in Southern Highlands?

    Golfview Lodge, The Robertson Hotel and Milton Park Country House Hotel & Spa are the best holiday rentals with a pool in Southern Highlands.

  • What famous events or festivals are happening in the Southern Highlands, Australia?

    The region hosts various smaller events throughout the year. Check local event listings for details. The Highlands' agricultural shows are popular, often featuring local produce and crafts. Specific dates vary annually.
  • What are the best rentals for families and kids in Southern Highlands?

    The best rentals for families and kids in Southern Highlands are Woodland Retreat - Guest Studio, Belle In Bowral and Briars Country Lodge.

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in the Southern Highlands, Australia?

    A daily budget of $200-$400 AUD per person is a reasonable estimate, depending on your accommodation choices and activities. This includes mid-range accommodation, meals, local transport, and entry fees to attractions. Budget travellers could manage on less, while luxury travellers would spend more.
  • What are the best rentals or Airbnbs with a jacuzzi in Southern Highlands?

  • Where can you find the best restaurants serving local dishes in the Southern Highlands, Australia, and what are the must-try specialties?

    Bowral and Mittagong have many excellent restaurants. Look for restaurants featuring local produce, such as the many restaurants in Bowral's main street. Must-try dishes often include local wines paired with seasonal produce, like lamb or game.
  • What are some less-famous attractions in the Southern Highlands, Australia that are worth a visit?

    Explore the charming town of Exeter, known for its quaint atmosphere and historical buildings. The Bradman Museum in Bowral is a must for cricket fans. For a peaceful escape, visit Centennial Vineyards for wine tasting and stunning views.
  • What are the best activities for engaging with locals and understanding their culture in the Southern Highlands, Australia?

    Visiting local farmers' markets is a great way to interact with the community and sample regional produce. Attending smaller local events or festivals offers opportunities to meet residents. Chatting with staff at local businesses provides insights into the area's character.
  • What unique natural landscapes and terrain features can travellers explore in the Southern Highlands, Australia?

    The Southern Highlands offers a diverse range of landscapes: rolling hills, sandstone cliffs, waterfalls (like Fitzroy Falls), and lush forests. Exploring the numerous walking trails reveals hidden valleys and stunning viewpoints.
  • How many days are ideal for a visit to the Southern Highlands, Australia, and what are some itinerary suggestions?

    Three to four days allows for a good exploration. A possible itinerary could include a day exploring Bowral and Mittagong, a day hiking at Fitzroy Falls, and a day visiting smaller towns and vineyards. Adjust the itinerary based on your interests.

Nearby regions

Best Southern Highlands holiday rentals with a sauna

Highlands On Alice - Southern Highlands
10 1 review
Southern Highlands
11/07 – 16/07
£288/nightTotal: £1440 (5 )

Highlands On Alice

4 2
house , Bowral
Highlands on Alice is a comfortable house located in Bowral, just a short drive from the Bradman Museum & International Cricket Hall of Fame and Bowral Golf Club. The surrounding area is a beautiful mix of historic architecture and stunning natural landscapes.
The property has four bedrooms, making it ideal for families or groups of up to eight guests. It comes with a fully equipped kitchen, washing machine, and a flat-screen TV, as well as air conditioning, free Wi-Fi, and a private entrance.
Serene Bush Cottage With An Outdoor Spa - Southern Highlands
10 8 reviews
Southern Highlands
27/12 – 01/01
£261/nightTotal: £1305 (5 )

Serene Bush Cottage With An Outdoor Spa

1 2
house , Canyonleigh
This property is situated within Bundaleer Estate in Canyonleigh, Southern Highlands, approximately 320 kilometres from Sydney, 160 kilometres from Wollongong, and 240 kilometres from Canberra.
This private two-bedroom cottage accommodates up to four guests and offers 80 hectares of landscape featuring horse paddocks, native bushland, six-person outdoor heated spa, indoor fireplace, multiple dams, walking paths, and outdoor fire pit and BBQ facilities.
Fairfax Pavilion Bowral - Southern Highlands
10 18 reviews
Southern Highlands
27/12 – 01/01
£708/nightTotal: £3540 (5 )

Fairfax Pavilion Bowral

1 7
apartment , Bowral
This four-bedroom, three-bathroom detached house in Retford Park, Bowral, is located just 3 kilometres from the town centre and adjacent to Retford Park House and Ngununggula Art Gallery.
This stylish, pet-friendly designer home accommodates up to eight guests and features bespoke luxury with an expansive entertainers' space including an Italian pergola, firepit, and sauna, alongside a gourmet kitchen with Smeg appliances and a butler's pantry.
The Pavilion @ The Vale Penrose - Southern Highlands
10 4 reviews
Southern Highlands
24/06 – 26/06
£366/nightTotal: £732 (2 )

The Pavilion @ The Vale Penrose

1 2
apartment , Penrose
This design-led studio apartment, offering accommodation for two guests, is situated on five acres of rolling countryside near Penrose, approximately 280 kilometres from Sydney and Canberra, within the Southern Highlands.
The Pavilion provides a private, pet-friendly retreat featuring a fully equipped kitchen with premium European appliances, a spa-like bathroom with a private sauna, and an outdoor courtyard with a hot tub, all set within an expansive 1,800 square metre enclosed garden with access to farm animals.

Best Southern Highlands holiday rentals with a fireplace

Purple Zebra Bowral - Southern Highlands
8.5 18 reviews
Southern Highlands
24/06 – 26/06
£220/nightTotal: £440 (2 )

Purple Zebra Bowral

3 2
house , Bowral
This Bowral guesthouse, centrally located, offers easy access to Fitzroy Falls (24km), Belmore Falls (27km), Twin Falls Lookout (29km), and Robertson Heritage Railway Station (26km).
The three-bedroom property sleeps six, boasting a fully equipped kitchen with dishwasher, a spa, free Wi-Fi, private parking, and a fireplace; enjoy on-site wellness packages or explore nearby waterfalls.
The Secret Garden - Burradoo - Southern Highlands
10 5 reviews
Southern Highlands
01/07 – 31/07
£458/nightTotal: £13740 (30 )

The Secret Garden - Burradoo

1 2
apartment , Burradoo
This luxurious Burradoo retreat, a 4-bedroom, 3-bathroom house sleeping 10, is situated on a one-acre garden, just 8km from Bowral's shops and restaurants.
The property boasts a spacious deck, open log fires, a fully equipped kitchen including a microwave and dishwasher, air conditioning, parking, and is ideal for groups or celebrations.
Habitat Merrigang, Bowral - Southern Highlands
9.7 66 reviews
Southern Highlands
03/07 – 05/07
£271/nightTotal: £542 (2 )

Habitat Merrigang, Bowral

3 5
apartment , Bowral
This apartment is a 15-minute walk from the centre of Bowral, situated on a peaceful tree-lined street. It has excellent user, location and cleanliness ratings.
The property is a spacious three-bedroom apartment that comfortably sleeps seven guests. It has a fully equipped kitchen, a large garden, off-street parking for three cars, and is within easy reach of shops, restaurants and walking trails.
Canary Cottage - Southern Highlands
9.5 78 reviews
Southern Highlands
27/12 – 01/01
£321/nightTotal: £1605 (5 )

Canary Cottage

3 2
house , Bowral
Canary Cottage is located in Bowral, a charming town with easy access to the beautiful Fitzroy Falls, Belmore Falls, and Twin Falls Lookout, all within a short drive. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
Canary Cottage offers 3 bedrooms, comfortably accommodating up to 6 guests. The property boasts modern amenities, including a fully equipped kitchen with a dishwasher and oven, free Wi-Fi, and a washing machine, ensuring a comfortable stay for families or groups of friends.
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