Vacation rentals in Calderwood

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Top-rated vacation rentals in Calderwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A light-filled living space is framed by an archway, featuring soft white sofas adorned with decorative pillows. A wooden side table and a dark wooden dresser provide contrasting warmth, while a window allows natural light and greenery to brighten the room.
Home in Jamberoo
4.96 out of 5 average rating, 204 reviews

Best Kiama stay with sauna as seen Aust Traveller

With the iconic seaside town of Kiama just 3 minutes drive, Dales Run is the perfect retreat to get away, reconnect, relax & restore. With a superb high outlook, water views to the East & country views to the West, you will feel on top of the world - enjoy the best of both worlds. Come back from an ocean swim in summer for an outdoor shower or enjoy a drink by the fireplace in winter. A wellness room hosts a three person infrared sauna & daybed for you to relax and unwind. Lots for you to enjoy!

Guest favorite
The charming heritage cottage features natural stone walls and a classic roof design. A spacious front porch offers seating with views of the landscaped gardens. Surrounding greenery and mountains provide a serene backdrop, enhancing the outdoors with vibrant flowers and foliage.
Home in Stream Hill
4.98 out of 5 average rating, 172 reviews

Romantic 1890s Abode - Special Event Accommodation

Take a step back in time in the beautifully appointed, Stane Dyke Homestead. The venue has been tastefully decorated, paying homage to the period it was built & having all the mod cons to make your stay cozy and relaxing. The venue makes an ideal abode for wedding accommodation, that special event, or just to escape reality for a time and get lost in those old world vibes. The evergreen gardens are great for a stroll, photography or even some yard games that are on hand. Or simply just be!

Top guest favorite
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, 546 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 favorite
A Hampton’s style cottage is showcased, surrounded by lush green landscaping. The white exterior features a dark roof and a stone fireplace. A spacious veranda runs along the front, providing shaded areas for relaxation amid the scenic countryside.
Farm stay in Moss Vale
5 out of 5 average rating, 227 reviews

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.

Guest favorite
A modern eco-house is showcased, featuring a striking angular design with a contrasting black and natural wood exterior. The structure is surrounded by lush greenery, enhancing its connection to nature. A large window offers views of the vibrant landscape.
Treehouse in Unanderra
4.95 out of 5 average rating, 173 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

Guest favorite
A well-lit bedroom features a spacious bed adorned with neutral bedding, complemented by green plants. Large windows provide scenic views of the surrounding nature, allowing natural light to fill the room. A loft space is accessible via a ladder, offering additional sleeping arrangements.
Home in Mount Kembla
4.98 out of 5 average rating, 358 reviews

'The Bower' Stylish garden bungalow Mount Kembla

'The Bower' is located in lush gardens in the historic village of Mt Kembla. This stylish bungalow is the perfect relaxing retreat or home base to explore the Illawarra and South Coast. Walk to the Historic Mount Kembla Hotel for dinner and a drink or explore the many bush walks located in and around the area. Wake up amongst the trees and end your evenings relaxing on the large deck or around the fire pit. Only fifteen minutes away from Wollongong CBD or beautiful beaches of the area.

Superhost
A serene indoor scene features two guests engaged in a game of chess on a bed adorned with neutral-toned linens. Large windows frame views of the lush rainforest outside, allowing natural light to brighten the wooden interior.
Tiny home in Foxground
4.85 out of 5 average rating, 454 reviews

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!!

Top guest favorite
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, 170 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.

Top guest favorite
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, 381 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 favorite
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.
Guesthouse in Jamberoo
4.95 out of 5 average rating, 204 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.

Guest favorite
An aerial view of Spiral House showcases its unique octagonal design, featuring a blue metal roof and large windows that blend harmoniously with the surrounding lush greenery. The setting offers expansive views of the distant mountains and valleys.
Farm stay in Robertson
4.97 out of 5 average rating, 582 reviews

Spiral House – Mountain Hideaway for Two

Spiral House at CloudFarm is a beautifully designed round house made for two—a romantic, private hideaway perched on the highest point of the Illawarra escarpment. Completely surrounded by forest and sky, it’s made for slowing down and remembering what matters. Wake to mountain-to-sea views, soak in the open-air tub, and let the quiet—broken only by birdsong—do its work.

Guest favorite
A stone patio offers seating with two wicker chairs. A fire pit, surrounded by natural stone, is positioned at the center. Lush greenery and flowering plants frame the space, while a pathway leads to the entrance of the grey house beyond.
Home in Kiama
4.93 out of 5 average rating, 549 reviews

Beachside, Garden Loft

Idyllic semi-detached loft, with award winning garden. Comfortable bedrooms with high vaulted ceilings and seamless finishes. Concertina doors open to a large deck. It's situated in a quiet, leafy street with readily available parking and private access. On-site hosts are available with local recommendations. Relax, recharge, and find yourself in this quiet oasis.

Popular amenities for Calderwood vacation rentals

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  2. Australia
  3. New South Wales
  4. Shellharbour
  5. Calderwood