Vacation rentals in Hill Top

Pavilions Garden Cottages - Olaf and Tilia

Inside the private Pavilion gardens you will find two separate cottages - Olaf and Tilia. They are ‘tiny houses’ – small but perfect with every amenity and fully self-contained. Olaf is nestled in the garden, surrounded by trees and flowers. Tilia, at the top of the drive, enjoys a rural view up the hill with sheep, cows and the odd kangaroo jumping by. Both have outside fire pits for marshmallow toasting on brisk Highlands nights. We are 5 mins drive from both Mittagong and Bowral main streets.

Razor Ridge Retreat-Tiny House- Pet Friendly-Views

PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

Basil's Folly

Hi I'm Basil. I live with my donkey family on a beautiful property in Exeter. Come and stay in a lovely private barn beside my paddock. It has 2 queen beds, a spacious & warm living area, with a kitchenette and a stylish bathroom. Escape the stresses of the modern world & enjoy the view over the pond. Curl up on the couch in front of the wood fire. Explore the delights of the Southern Highlands-cafes, restaurants, lovely drives and walks. We are only 10mins from beautiful Morton National Park.

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.

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.

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.

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

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Farmhouse studio @ The Barn Stormhill sleeps 2

Chill by a cozy fire in winter or stargaze at night. Our Farm Pool Studio . Luxury is like entering a serene haven where indulgence meets tranquility. Nestled outside of Picton NSW. Just 1 hour from Sydney, it invites you to wake up to stunning sunrises in a comfy king-sized bed, savour breakfast from local produce, stroll through the orchard, immerse yourself in wildlife , soak in a bath, lazy by your private 17 mtr infinity pool. Its your time to breathe deeply & relax

The Carriage House at Welby Park Manor

The Carriage House at the historic homestead, Welby Park Manor has been lovingly restored and renovated. Oozing with character and charm, the Carriage House is self-contained, private, dog-friendly and fully fenced. On-site parking is available, wood is supplied for the slow-combustion fireplace and outdoor fire pit. you will be welcomed with drinks on arrival. Need extra accommodation? please look up The Chapel, (on the same property), on Airbnb.

Falls Cottage, in the rainforest at Jamberoo

Falls Cottage was built by a Jamberoo local in the 1980s and has grown in charm and character with every passing year. We have lovingly restored it with a country cottage kitchen, hand crafted interior finishes, a comfortable mezzanine bedroom and a deck and barbeque area to maximise guests’ enjoyment of the beautiful rainforest surrounds. We now have an EV charging station on the property . Type 2 , up to 22 KW an hr. Costs apply .

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.