Holiday houses in Calderwood

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Top-rated holiday rentals in Calderwood

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Guest favourite
Tiny home in Razorback
4.99 out of 5 average rating, 282 reviews

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.

Guest favourite
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, 199 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!

Top Guest favourite
The exterior of the self-contained cottage is showcased, featuring a brick facade and a pathway leading to the entrance. Lush greenery surrounds the entrance, with potted plants and a variety of shrubs adding to the serene appeal. Bright sunlight enhances the inviting atmosphere.
Guesthouse in Jamberoo
4.93 out of 5 average rating, 242 reviews

Cosy self-contained cottage in rural village.

We have just finished refurbishing this self-contained cottage. It is located in a quiet cul-de-sac, in the centre of a rural village so is very quiet. Walking distance to local cafes, supermarket, parks, pub, post office, parks, golf course, tennis courts. It is completely self contained with a kitchen, bathroom, bedroom/loungeroom with TV/DVD, air conditioning, ceiling fan. Northerly aspect so drenched in sun but fully insulated to keep you cosy on chilly nights. Off street car parking.

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, 537 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
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, 534 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.

Top Guest favourite
A large outdoor deck offers a panoramic view of rolling green hills dotted with cattle. In the distance, palm trees sway against a vibrant sunset sky, creating an inviting and peaceful countryside atmosphere.
Cabin in Jerrara
4.96 out of 5 average rating, 141 reviews

"The Shedio" On Saddleback

"The Shedio" @ Tarananga sits peacefully on an acre, surrounded by farmland. Just 3 minutes from Kiama it's the perfect place to unwind with 270⁰ views. The spacious interior and 16m wrap around private deck spills onto a large lawn. With handcrafted timber finishes, views from the sea to Saddleback Mountain, an outdoor setting with Weber bbq, fire pit, full kitchen and laundry included. It's your home away from home. The ultimate indoor/outdoor "connected to the country" experience awaits.

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, 169 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

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, 449 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 favourite
Farm stay in Dunmore
4.99 out of 5 average rating, 825 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.

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, 376 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 bright and airy living space features a comfortable sofa adorned with various patterned cushions. Large windows illuminate the room, providing views of the surrounding greenery. A wooden dining table accommodates seating for six, while modern chairs add a touch of elegance.
Farm stay in Jamberoo
4.94 out of 5 average rating, 281 reviews

Jamberoo Valley Farm Cottage w/ Hot Tub

Escape to Jamberoo Valley Farm Cottage, nestled among lush pastures with stunning mountain views. Relax in your private hot tub, unwind by the firepit under the stars, and enjoy a peaceful countryside retreat. Perfect for romantic escapes, family getaways, or friends’ retreats, this stylish cottage sleeps up to five guests. Dates not available? Check our other cottages: Dairy, Ocean View & Tiny Home.

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.
Guesthouse in Jamberoo
4.96 out of 5 average rating, 202 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

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