Vacation rentals in Calderwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Calderwood

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

1 of 1 pages1 / 1

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, 216 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!

FamilyLocationAir conditioning

Top guest favorite

A bright living area features a cozy seating arrangement, including a chair, small table, and sofa, with a gas fireplace enhancing the space. Floor-to-ceiling bifold doors provide unobstructed views of the ocean and a well-maintained outdoor deck, welcoming natural light.

Guest suite in Gerroa

4.99 out of 5 average rating, 120 reviews

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.

FamilyLocationBreakfast

Top guest favorite

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.

Guesthouse in Minnamurra

5.0 out of 5 average rating, 256 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

FamilyValueLayout

Top guest favorite

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

4.98 out of 5 average rating, 125 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.

FamilyLocationOutdoor spaces

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

4.92 out of 5 average rating, 571 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.

ValueLocationTV

Top guest favorite

A serene landscape captures a sunset behind silhouetted trees and distant hills. The open field is framed by wooden fencing, with dry grass covering the ground. Soft hues of orange and yellow are visible in the sky as daylight fades.

Guest suite in Yallah

4.94 out of 5 average rating, 549 reviews

Yallah Hideaway

Yallah Hideaway is a detached guesthouse on acreage. Access to beaches, golf courses, Wollongong, Illawarra and Southern Highlands. Easy access from rail and Illawarra Airport the rental is also close to highway for road access. Photos show this is a two room establishment with galley kitchen - bedroom - dining area and bathroom. Privacy and seclusion is guaranteed with ample off street parking. Tradies more than welcome. We do not normally provide for family pets as there are no fences.

LocationFamilyAir conditioning

Guest favorite

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, 188 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

LocationFamilyBeach

Top guest favorite

A cozy fire pit area surrounded by lush greenery provides a private outdoor space. Rustic seating made from wood and simple structures frame the scene, inviting relaxation. The backdrop features a stylish bungalow elevated among trees, emphasizing the serene natural environment.

Home in Mount Kembla

4.98 out of 5 average rating, 367 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.

FamilyValueAccuracy

Guest favorite

Guest suite in Robertson

4.97 out of 5 average rating, 543 reviews

Cloud Pad – Mountain Retreat at CloudFarm

Welcome to Cloudfarm Cloudfarm is a unique 33-acre sanctuary perched at the highest point of the Illawarra escarpment, offering breathtaking, ever-changing views — where the sky feels close enough to touch. A world away, yet just 7 minutes from Robertson and 25 minutes from Bowral and Moss Vale, it’s the perfect base for a romantic escape or a slow meander through the Southern Highlands — with its cool-climate vineyards, farm gate produce, misty trails, and a touch of chic country charm.

ValueFamilyTV

Top guest favorite

Farm stay in Dunmore

4.99 out of 5 average rating, 856 reviews

Roy's Run Farm Stay.

The comfortable one bedroom cottage is located on our 450 acre working cattle property. We are close to the seaside towns of Shellharbour and Kiama. You can enjoy the beaches and then come home and just sit and gaze at the views of the farm. We have many animals for you to get close to if you desire and an abundance of bird life on the property. The cottage has a comfortable veranda for you to relax and watch the horses and cattle graze. A country experience just 2 hrs drive from Sydney.

FamilyLocationView

Guest favorite

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.

Guesthouse in Albion Park

4.84 out of 5 average rating, 182 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.

FamilyValueNearby

Superhost

Guesthouse in Albion Park Rail

4.92 out of 5 average rating, 394 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.

ValueFamilyDecor