Vacation rentals in Orient Point

Shelter at Gerroa

Feel the instant relaxation while taking in sweeping coastal views from this stylish living space, just 90 mins south of Sydney and a 700m walk to Seven Mile Beach. Open the bifolds to feel the ocean breeze and extend the space out to an expansive deck. Or get cosy by the fireplace in colder months. With breakfast servery and outdoor lounge area, you’ll be spoilt for places to gather. Your pootch can run wild in the grassy, fully fenced yard, and enjoy time at the region’s dog friendly beaches.

Infinity on Willowvale

Gorgeous boutique stay in Gerringong. Custom-built for a couple, Infinity on Willowvale has a king-size bed, bath for two, private firepit, and a huge deck to take in the views and sunsets. Everything is designed for relaxation. Infinity is set among the rolling green hills on the idyllic Willowvale Road, which boasts dairy farms and the stunning Crooked River Winery. Ten minutes to Kiama and Berry on the NSW South Coast. Just 5 minutes from the beach, you'll feel a million miles from anywhere.

Escape to the Vines

'Escape to the Vines' quaint tiny house on a breathtaking 75 acres that is Mountain Ridge Winery. Situated a short drive from the boutique towns of Berry, Gerringong and Kiama. There are plenty of sights to be seen, shops to be visited and places to be explored. Enjoy a relaxing stay nestled amongst the vines and surrounded by the exquisite views of Coolangatta, Berry, Saddleback and Cambewarra Mountains. Just a short drive from some of the best beaches and bushwalks on the NSW South Coast.

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.

Pepper Tree Passive House

Awards & Acknowledgements - Sustainable Architecture Award 2022 from the Institute of Architects - Energy Efficiency Award 22/23 from Grand Designs - People’s Choice Award 22/23 from Grand Designs - People's Choice Award 2022 Habitus House of the Year - Single Dwelling Sustainability Award 2022 - Best of the Best Sustainability Award 2022 - Excellence In Sustainability 2022 Master Builders Association NSW - National Sustainability Residential Building Award 2022 Master Builders Australia

Creek side Tiny House in a sub-tropical rainforest

Located creekside in a rainforest our Escape Pod (tiny house) is in one of the most beautiful locations the region has to offer. You will feel your worries ebb away while you listen to the natural surrounds, or your fave tunes. What you get up to during the day is totally up to you, go hiking, explore the local beaches, shops, cafés and eateries or simply sit by the fire with a good book and be alone with your thoughts! Your off-grid venture awaits – This is not your normal hotel stay!!

Unique cottage on beautiful farm close to beaches

This gorgeous Stone cottage has been built from the local stone collected from the surrounding land. Built with recycled timbers and antique building materials it looks like it has been there for more than a century. It has just been fully renovated and has all new appliances. The bathrooms have floor heating to keep you cosy in winter. Enjoy beautiful views across our secluded little valley from your private balcony or the outside eating area. Close to beaches, Gerringong and Kiama.

Tawillah Milton Luxury Retreat for Couples

Tawillah is an exclusive accommodation for one couple with a king size bed. It has commanding views of Milton countryside and the nearby Budawang Ranges. The space features high quality finishes throughout. The generous bathroom has a stone bath, separate double shower and underfloor heating. Outside there is a large deck with sun lounges, fire pit and outdoor shower. This beautiful accommodation is just 2 minutes drive to Milton town and 5 min to Mollymook beach.

@BurraBeachHouse Culburra Beach near Jervis Bay

Come Relax! Accommodation for 7 with Culburra Surf Beach at the end of the street & short drive to the white sands of Jervis Bay! Proximity to many beautiful south coast event venues. King, Queen, Triple rooms, air conditioning, full kitchen, purified water, dishwasher, washer, dryer, 55’ smart TV, unlimited NBN/WiFi/Netflix. BBQ & firepit with extensive private undercover entertaining areas. Outdoor freshwater still bath hot tub/shower. Child and pet safe yard.

'Kameruka' Rainforest loft, stunning views

Kameruka, perfectly positioned on private property to take in rainforest and views to the south following the coastline past Jervis Bay. Purpose built in 2019 our generously proportioned loft studio with quality fixtures and fittings has been styled with couples in mind. Kameruka is located 10 minutes from Queen Street Berry, a 20 minute drive to Seven Mile Beach and just a 15 minute stunning country drive in the other direction to the town of Kangaroo Valley.

A Barefoot Beach House Absolute Waterfront Bay

Relax and unwind in our contemporary coastal Hamptons home . A luxurious, light filled space offering tranquility+luxury+amenity+garden+absolute waterfront sunsets. Positioned in a quiet cul de sac St. just 10min stroll to the glorious golden sand beaches & clear blue ocean surrounds of Culburra Beach. A classic south coast surf mecca, the region includes access to Jervis Bay; marine reserves+wineries+oyster farms+relaxing stunning coastal walks.

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.