Holiday rentals in Calderwood

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Top-rated holiday rentals in Calderwood

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Top guest favourite
A modern gray structure is set against green pastures and distant hills. Large windows reflect natural light and provide views of the surrounding landscape. A wooden deck leads to a lawn area, featuring a firepit and seating, ideal for outdoor relaxation.
Cottage in Gerringong
4.93 out of 5 average rating, 557 reviews

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.

Top guest favourite
An open living area features large windows that invite natural light. A comfortable pink sofa is complemented by a chic coffee table and cozy decor. A modern entertainment unit is mounted on the wall, while a dining table for two enhances the inviting atmosphere.
Guest house in Minnamurra
5.0 out of 5 average rating, 251 reviews

Harvest Moon Guesthouse-Minnamurra

Welcome to HarvestMoon, our stylish guesthouse and couples retreat built with heart and soul. We completed Harvest in January 2022, so this is a new beginning for ourselves and guests-we look forward to welcoming you! The space is sheltered by our majestic lemon-scented ghost gum, which hosts a variety of birdlife, that you can watch from your own private deck. Do so why your bbq is cooking, or unwind in a bubblebath while watching the stars. HarvestMoon was a finalist for 2023 Host of the Year

Top guest favourite
The exterior view of a modern tiny home is showcased, featuring a dark cladding with large glass doors leading to a spacious deck. Outdoor seating with a table is visible, complemented by a wooden railing. A grassy area and a fire pit enhance the rustic charm.
Tiny home in Wongawilli
4.97 out of 5 average rating, 118 reviews

Pondokkie - Tiny Home with Bush Bath

Escape to Pondokkie, a charming retreat nestled in Wongawilli at the base of the escarpment. This tiny home embodies a unique blend of rustic charm and modern comforts, offering a private and romantic getaway. Unwind in a beautiful antique bush bath for the perfect escape. Conveniently located 20min from Wollongong CBD, UOW and pristine beaches of the Illawarra, Pondokkie offers the best of both worlds. Come loose yourself in its cosy embrace, you'll wish you could stay till the cows come home.

Guest favourite
An outdoor terrace is showcased, featuring a 50-year-old pepper tree adorned with soft, glowing lights. Cozy seating areas are arranged on a wooden deck, surrounded by lush greenery, creating a tranquil space for relaxation and enjoyment.
Treehouse in Unanderra
4.95 out of 5 average rating, 177 reviews

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

Top guest favourite
The stone cottage features a rustic facade, constructed from local stone, set against a backdrop of lush green hills. Large windows provide natural light, while a landscaped garden surrounds the entrance, enhancing the tranquil rural environment.
Cottage in Rose Valley
4.92 out of 5 average rating, 176 reviews

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.

Superhost
An exterior view of the accommodation is presented, showcasing a single-story structure with a light-colored metal facade. A gray door and a small window are visible, framed by a green lawn. A covered area with outdoor seating is partially seen in the background.
Guest house in Albion Park
4.84 out of 5 average rating, 179 reviews

Self Contained Backyard Studio Guesthouse

Located in Albion Park, 15 minutes away from Shellharbour and 30 minutes from Wollongong (by car), with Kitchenette and Bathroom amenities - it’s perfect for an out of area worker or short term holiday maker. Located in a quiet area. TV, Netflix and WIFI available. Access to covered BBQ, firepit and outdoor seating area available. Kitchenette includes an Electric Frypan, Microwave Steamer, Toaster, Microwave, Bar Fridge, and Kettle. Fold out sofa suitable for child or small adult.

Superhost
Guest house in Albion Park Rail
4.93 out of 5 average rating, 388 reviews

Studio on Park - Gateway to the South Coast

Escape to a peaceful, private couples retreat featuring a cozy cabin sauna and luxurious outdoor soaking bath. This architect-designed, custom-built studio sits on solid concrete and is just minutes from the beautiful Shellharbour and Kiama beaches, plus the lush Minnamurra Rainforest. Perfect for romantic weekends, anniversary getaways, spa-style escapes, and peaceful South Coast adventures. We don’t allow pets or children under 8. However, newborns are welcome.

Top guest favourite
A couple stands closely together in a lush garden, surrounded by vibrant greenery and decorative stone features. In the background, a charming glass structure with a gabled roof is nestled among the trees, contributing to the serene atmosphere of the setting.
Place to stay in Fitzroy Falls
4.99 out of 5 average rating, 627 reviews

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding & ceremonies We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648

Top guest favourite
A serene landscape is captured, featuring rolling hills blanketed in greenery. Trees are scattered throughout the scene, with a distant view of mountains under a soft, golden light. The foreground presents lush grass and garden beds, enhancing the tranquil rural setting.
Cottage in Dunmore
4.98 out of 5 average rating, 447 reviews

Villabona Cottage

Our Guest House is located at Dunmore Lakes, 1.5hr drive from Sydney, and is ideally a short drive to local beaches and villages, such as The Farm at Killalea, Shellharbour Village, South Beach, Minnamurra Rainforest, Kiama Village which boasts numerous cafe's and Restaurants along the main street. The beautiful town of Berry is also a twenty minute drive away. Jamberoo is a great little village featuring the iconic Jamberoo Pub, and the renowned Action Ski Park.

Top guest favourite
The image features a view of the tiny home's exterior, highlighting a large deck with steps leading down to a grassy area. Lush trees and vegetation surround the property, creating a serene natural setting with sunlight filtering through the foliage.
Tiny home in Figtree
4.99 out of 5 average rating, 111 reviews

Mount Keira Hideaway

Reconnect with nature in this unforgettable designer tiny home. Nestled at the foot of Mount Keira amongst ancient boulders and the escarpment conservation area, you will be minutes from Wollongong's CBD and beaches and within 'coo-ee' of Keira's famous bushwalks and mountain bike tracks. Dogs are welcome, and the tiny home is comfortable for four people - it's the perfect place to relax by the fire, with a bbq and a glass of wine after a day of adventures.

Top guest favourite
A rustic cottage is framed by lush greenery, showcasing weathered wooden siding and a metal roof. Large windows invite natural light, while a small seating area and barbeque are positioned on the front deck. Surrounding gardens feature a variety of ornamental plants.
Cottage in Jamberoo
4.98 out of 5 average rating, 390 reviews

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 .

Guest favourite
A modern retreat is presented with a sleek corrugated exterior, surrounded by lush greenery. A spacious deck extends from the structure, offering outdoor seating and a cozy gathering area, inviting a connection with nature.
Guest house in Jamberoo
4.95 out of 5 average rating, 205 reviews

JACARANDA AT JAMBEROO

Treat yourself to an unforgettable escape. Set in the emerald green countryside just moments from historic Jamberoo, this romantic converted dairy is perfect for couples. Slide open the spacious living areas glass doors and bring the outside in. This relaxed contemporary self contained retreat is tucked into dairy country with a view across a waterlily filled pond, up to the Saddleback escarpment.

Popular amenities for Calderwood holiday rentals

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  4. Shellharbour
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