Upper Kangaroo Valley rentals with pool

We found 112 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore Upper Kangaroo Valley rentals with pools

Premier Host

'THE CASA' - Inspiring Kangaroo Valley Retreat

Sleeps 20 · 6 bedrooms · 4 bathrooms

Premier Host

Isthmus on North Kiama Drive - On the beach, swimming pool, quiet location, close to the river

Sleeps 9 · 4 bedrooms · 3 bathrooms

Top rated rentals with pools - Upper Kangaroo Valley

Premier Host

Peaceful well appointed Country Retreat - great for a bunch of 60 old women :)

The house is very well appointed and so thoughtfully presented for entertaining. We used all the spaces - even a quick ice bath in the pool was not as bad as we thought. wonderfully appointed kitchen and plenty of dining spaces, very comfortable beds with high quality linen and a fire pit :) And that view over the valley.

Cath I.

Stayed Apr 2025

Lovely Getaway

Ease of communication with property manager/owners. Clean, exactly what was described. Very tranquil. Close to town. Teenage girls loved the pool.Geoffrey and Penny were lovely, we will be be back for another relaxing getaway.

Sonya A.

Stayed Jan 2025

Premier Host

Beautiful stay amongst nature

Property simply beautiful and so considered. Beds super comfortable, top spec amenities and beautiful natural light throughout. Location, interiors, styling, garden and grounds - all stunning. We are planning our next stay early next year, we loved it so much.

Fiona B.

Stayed Nov 2024

Premier Host

Family celebration

Moondance is a magnificent property, perfect for our family get together… As we’re based in Sydney and far south coast and shoalhaven, this was the ideal location. The property has a wonderful layout of bedrooms all with ensuite and multiple living areas which meant we could all do our own thing yet still be together. The pool and outside entertaining area with pizza oven and barbecue were the focal point. Well equipped kitchen and all appliances and pantry staples. Even down to birthday candles and picnic plates! Fantastic…thoroughly recommended

Jenny D.

Stayed Nov 2024

Premier Host

Amazing views, perfect property for large family group

Stunning views, huge well equiped home perfect for a large family group. We had a fabulous weekend for hubby’s 60th with our four adult kids and their partners. Plenty of room for everyone especially the oversized living area and 10 seating dining table.

Kersty Z.

Stayed Aug 2024

Premier Host

Lovely

Beautiful property, loved the chickens and goats. Not too far from town. Plenty of space to kick a ball around and play with the kids.

Tania A.

Stayed Aug 2024

Premier Host

Beautiful and relaxing stay

We stayed here to celebrate our 25th wedding anniversary with our sons their partners our grandson and the three dogs. A beautiful property that the photos in the listing don’t to it justice. It is a beautiful house in a beautiful spot.

Kim H.

Stayed July 2024

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Frequently asked questions

How much does it cost to stay in a holiday rental with a pool in Upper Kangaroo Valley?

Where you stay, what time of year you travel and your trip length will determine how much you pay for a holiday rental with a pool in Upper Kangaroo Valley. Key in your travel details on Stayz, then book the ideal one for you and get ready to make a splash.

When is the best time to book a holiday rental with a pool in Upper Kangaroo Valley?

November is when most Stayz guests book a holiday rental with a pool in Upper Kangaroo Valley, which is located in Illawarra. On average, the temperature ranges from 13ºC to 24ºC during this time of year.

What holiday rentals with a pool in Upper Kangaroo Valley have nice views?

From splashing around to poolside cocktail parties, a holiday rental with a pool promises endless hours of fun by the water. Add some amazing views and you won't want your getaway to end. Try our easy-to-use filters to tailor your search for an Upper Kangaroo Valley stay that has all the amenities you want and vistas that inspire wonder.

Are there holiday rentals with a private pool in Upper Kangaroo Valley?

In Upper Kangaroo Valley, you won't find any holiday rentals with a private pool, but we do have some incredible escapes we know you'll love. From standard amenities like living rooms to premium perks like hot tubs, our accommodation come with a variety of features to cater to every budget and preference. And the best thing? You and whoever you're holidaying with will get the entire place all to yourselves.

What are the top things to do in Upper Kangaroo Valley?

It's no surprise why many families love Upper Kangaroo Valley, with top attractions like Jamberoo Action Park, Illawarra Fly Treetop Walk and Kangaroo Valley Golf Club to explore. Check out this destination's wonders together and then return to the cosy comforts of your holiday home rental.

Why should I book my holiday rental with a pool with Stayz?

Booking a holiday rental with a pool with Stayz means you'll have the whole place to yourselves — your own private space to have a splashing good time without any interruptions from other people. Not only that, our flexible payment and cancellation policies allow you to change your plans if required.