Villa vacation rentals in Bowral

Design lover’s Estate - sleeps 22

Built in the early 1900s, this impressive, large home equipped with heating, fireplaces, sauna, 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.

Family · Location · Accuracy

Noms Ryokan

Nom’s Ryokan (in Japanese means traditional inn), 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.

Value · Family · Laundry

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.

Location · Family · TV

Amaroo Valley Springs Luxury Stays - Highcliff

Highcliff Luxury Villa. Exceptional Views & Ultimate Comfort. Adults Only. Welcome to Amaroo Valley Springs, an adults-only retreat in the Southern Highlands — the perfect place to relax and unwind whilst enjoying spectacular views and ultimate comfort. Highcliff is a 1-2 bedroom luxury villa for up to 4 guests, featuring king-size beds and offering everything you need for a memorable stay—you may never want to leave... We look forward to welcoming you. See you soon... Andy & Mark

Value · Location · View

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.

Location · Family · Hospitality

Fig View | Luxury Coastal Vineyard Villa

Escape to Crooked River Estate—where vineyard views and rolling landscape meets the Pacific Ocean. Wake up above the vines with the sunrise over the ocean and unwind with a glass of wine as the sun sets over the valley. Fig View is a private villa with its own plunge pool, expansive deck and sweeping views across the vineyard, valley and ocean beyond. Designed for couples, family or small groups, it’s the perfect place to unwind, explore and reconnect.

Location · Family · Nearby

Kaya @ Jingella - EcoLuxe Villa - Kangaroo Valley

Jingella Estate, Kangaroo Valley offers new luxury accommodation with stunning views from every room and a unique off-grid experience on 146 acres incl. private golf course, nature walks & wild swimming in our private creek rock pool. KAYA is a 2 bedroom villa sleeps up to 4 Rate is for one bedroom unless you book for 3-4 King beds unless you ask to split them at booking time Ensuites Covered patio Log fire Firepit Aircon TV Wifi BBQ Towels&linen

Family · Location · Accuracy

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.

Location · Value · Amenities

Kiama Beach Retreat | Big Yard & Movie Lounge

Discover your perfect Kiama getaway! This 3-bedroom coastal retreat is a short stroll to Surf Beach, cafés, and the famous Blowhole. Ideal for families, it features a spacious yard for kids to play, two bunkbeds sleeping four, and a comfy lounge with a large TV for movie nights. Enjoy sunny mornings on the patio, stroll to the showground, or unwind after a beach day in this relaxing coastal haven designed for comfort, connection, and seaside fun.

Family · Location · Backyard

Hampton's" on Henley

Escape to coastal luxury in this elegant Hamptons-style 3-bedroom villa, perfectly positioned in the heart of beautiful Kiama. Just a 5-minute stroll to Kendals and Surf Beach and 10 minutes to cafés, boutiques, restaurants and the famous Kiama coastline. Featuring stylish interiors, spacious living areas and modern comforts, this sophisticated retreat is the perfect base for families, couples or friends seeking a relaxing seaside escape.

Family · Value · Air conditioning

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

Family · Location · Outdoor spaces

Woonona Beach Villa Family & Pet friendly.

Family & Pet friendly Villa 5 min walk to the Beach Close to Panorama House Wedding Venue. Enjoy the Beach, Cafes & Parks while staying in a Modern, Super Clean, Beach Villa Private with FREE Parking onsite Woonona Beach & Rock Pool, Cafes & Park a short 5 min walk 1 min walk to train station with easy access to Airport, City, Uni & Wollongong City Groceries, Post Office, Bottle O, Bakery Newsagent, Fish n Chips 2 min walk

Family · Value · Pets