Villa vacation rentals in Southern Highlands

Find and book unique villas on Airbnb

Top-rated villa rentals in Southern Highlands

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Guest favourite

Villa in Stanwell Park

4.95 out of 5 average rating, 188 reviews

Noms Ryokan

Nom’s Ryokan (in Japanese means traditional house), is a private semi-detached 2 storey villa nestled between an awe-inspiring escarpment and a stunning beach in Stanwell Park. Located 150m from the beach or Baird Park, 600m to the local cafes with access to the iconic Grand Pacific Walk right on your doorstep (about a 4km walk to the Sea Cliff Bridge). Enjoy a coastal escape, connect with nature, treat yourself to local tastes, adventure with plenty of activities in the region or simply relax.

Aug. 11 – 18

$165 CAD per night

Guest favourite

Villa in Kangaroo Valley

5.0 out of 5 average rating, 46 reviews

So @ Jingella - EcoLuxe Villa - Kangaroo Valley

Jingella Estate, Kangaroo Valley offers brand new luxury accommodation with stunning views from every room and a unique sustainable EcoLuxe off-grid experience on 146 acres incl. nature walks & wild swimming in our private creek rock pool. KAYA is a 2 bedroom villa sleeps up to 4 2nd bedroom locked unless book for more than 2 King bed can be split into 2 singles on request when booking Change to checkin/out times. Pls ask Ensuites Covered patio Log fire Firepit Aircon TV Wifi BBQ Towels&linen

Oct. 4 – 11

$490 CAD per night

Guest favourite

Villa in Bowral

4.94 out of 5 average rating, 390 reviews

The Hidden Door Bowral Villa -the❤️of Old Bowral

Our architect designed Villa is a flat 3 minute walk to the heart of Old Bowral with 2 bedrooms featuring new Super King Bed and new King Bed that can be split into Two Single Beds. Perfect for golfing weekends, wedding guests, girls' weekends, romantic weekends, families and business travellers etc. We are also Pet Friendly. For larger groups, we have 3 properties which are only a couple of minutes walk from the heart of Old Bowral that can accommodate up to 14 people as detailed below.

Dec. 17 – 24

$457 CAD per night

Superhost

Villa in Vincentia

4.83 out of 5 average rating, 149 reviews

Bali Bungalow- Jervis Bay

The Bali Bungalow is a contemporary, three bedroom beachside property, ideal for small families or couples. Ideally situated along the pristine waters of Collingwood Beach in the sort after NSW South Coast town of Jervis Bay, with easy beach access and access to the Vincentia to Huskisson cycle path. This unique, Balinese inspired, bungalow combines the pleasures of beach, leisure and comfort with the iconic Hyams Beach, Booderee National Park and bustling Huskisson only moments away.

Mar. 16 – 23

$405 CAD per night

Superhost

Villa in Kangaroo Valley

5.0 out of 5 average rating, 7 reviews

Banksia at barranca KV - Luxury Villa

Banksia is a 2 bedroom + 2 bathroom villa that sleeps up to 4 guests. It has been beautifully designed for your enjoyment and comfort and to compliment the landscape and reflect its natural beauty. barranca Kangaroo Valley is an exclusive retreat offering luxury accommodation. Set on 1,000 acres in a rural paradise framed by an amazing amphitheatre of sandstone escarpments that enclose a lush river valley, rich and diverse with wildlife and glorious temperate rain forests.

Nov. 26 – Dec. 3

$549 CAD per night

Guest favourite

Villa in Moss Vale

4.96 out of 5 average rating, 28 reviews

Large, designer home sleeps up to 22

Built in the early 1900s, this impressive, large home equipped with a natural pool, outdoor entertaining, electric car charger & kitchen garden located in Moss Vale is ideal for large groups due to its multifaceted layout. Consisting of two seperate houses with their own kitchen and bathroom/s, the property also has a fully equipped cabin overlooking the park with bunk room for kids where pets can be accommodated and is just two minutes drive into the town of Moss Vale.

Jan. 19 – 26

$1,225 CAD per night

Guest favourite

Villa in Berry

4.95 out of 5 average rating, 20 reviews

Wattamolla Lodge

Our lodges offer a private, self-contained getaway in the midst of the beautiful countryside, just 10 minutes drive from historic Berry village. Each lodge has been thoughtfully positioned in a secluded spot within the stunning grounds of The Drawing Rooms of Berry, nestled on Woodhill Mountain and close to the famous Drawing Room Rocks bushwalk. Each lodge offers 2 bedrooms, 2 bathrooms, a kitchen, dining and living area, along with a mini laundry.

Jun. 13 – 20

$394 CAD per night

Superhost

Villa in Bowral

4.89 out of 5 average rating, 19 reviews

Milton Park Villa 6 - Rural Retreat

Ask for a special offer for MORE than a 2 day stays in off peak season Overlooking the lush green pastures of the Milton Park Estate are the privately owned country villas. Guests of the villas are able to enjoy the grounds and some of the amenities of the estate such as the gardens, the restaurant, and the recently opened Day Spa. Villa 6 has soaring cathedral ceilings that give the property a charming open plan country feel.

Feb. 13 – 20

$677 CAD per night

Guest favourite

Villa in Berrima

4.92 out of 5 average rating, 24 reviews

Casa Rose, Tuscan Inspired Country Retreat

Welcome to our charming Tuscan-style family home in the picturesque town of Berrima. With three spacious bedrooms, our home can comfortably accommodate up to 8 guests, making it the perfect retreat for families or groups of friends. The warm, rustic decor and homely touches will make you feel right at home. Our home sits on a half-acre block of land, offering plenty of space for outdoor activities and relaxation.

Apr. 23 – 30

$700 CAD per night

Guest favourite

Villa in Barrack Point

4.77 out of 5 average rating, 100 reviews

Lazy Dayz Shellharbour 99m to Beach

Built in 2016, this as new 2 bedroom self contained unit is in a fantastic location 100 metres to the beach. Kitchen has fridge, microwave and cooking facilities. 5 min walk to ever popular Little Lake and also Warilla Bowling Club plus a lazy 15 min stroll along the beach to vibrant Shellharbour Village. Free wifi plus NETFLIX -Lazy Dayz Shellharbour is just a perfect beachside spot for a short or extended stay

Sep. 21 – 28

$171 CAD per night

Superhost

Villa in Thirlmere

4.88 out of 5 average rating, 203 reviews

Cosy 2 Bedroom Studio Apartment Quiet Location

2 Bedroom Self Contained Villa with All the comforts of home including Foxtel Gas Heating and Wifi Just a small Stroll to the Main Street of Thirlmere including Shops and Cafes Seperate Kitchen , Lounge and Laundry areas and bathroom with bathtub and shower Key Distances Jamberoo Action Park 1 hour Wollongong Beaches 35 mins Bowral 30 Mins Lake Burragorang 25 mins Penrith 50 mins City /Airport 1 Hour

Dec. 7 – 14

$175 CAD per night

Guest favourite

Villa in Penrose

4.9 out of 5 average rating, 21 reviews

ARUNA Estate Luxury Farm Villa

ARUNA Estate is a rural retreat, offering an escape from the everyday, just 90 minutes out of Sydney or Canberra. We have 4 Villas on the property, as well as 2 off-grid cabins, and offer a taste of the highlands with a generous hamper of local wine and produce. We run sheep and boast a 4-acre ‘no till regenerative’ garden, with local small-scale farmers, Two Birds Farm.

Sep. 1 – 8

$517 CAD per night