
Holiday rentals with a pool in Bowral
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bowral
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Nostalgia Retreat- Panoramic Views
Take in the extraordinary views from our comfortable one bedroom cabin adjoining the stunning Kangaroo Valley Golf Course. Nostalgia Retreat has a new queen size bed with quality bed linen ,wall mounted TV and claw foot bath.There is a separate shower, Air conditioning ,Foxtel and parking for two cars wifi Swimming pool ,tennis courts and restaurant are available for guests enjoyment . Kangaroos and wombats are on your doorstep . 5 Mins drive from KV village,cafes ,shops and historic bridge.

Romantic hideaway at HAMPDEN HOUSE
This magnificent country home provides a blessed setting for an unforgettable Kangaroo Valley experience .The comforts of modern country living with all the charm of yesteryear .Your own private POOL,sun dried linen wood fire ,treats of French bubbly and locally handmade chocolates await you .WiFi,coffee machine ,three acres of gardens and lawns,RIVER FRONTAGE .Hampden House is only a 10 min stroll or bike ride to the village and get remains a peaceful little world of its own. PID-STRA-589

Uninterrupted ocean view, private & quiet. Relax.
One of the only listings to have a pool in Kiama Downs. Pet-friendly, large space for 2 people with a kitchenette, fridge, combined dining, and living area with a bedroom with a queen bed. Inclusions on your stay are a coffee maker with coffee pods and teas, kettle, washing machine, microwave, cooktop, flat-screen TV, wi-fi, and Netflix. The pool is yours to use (not shared) with direct access to Jones Beach. No more than 2 medium sized dogs please. Please note unit is lower floor of house.

The Treehouse Kangaroo Valley on Kangaroo River
The Treehouse offers picturesque Glamping perched over Kangaroo River in the Heart of Kangaroo Valley. It has a beautiful large stone outdoor bath to soak in set amongst the canopy of the gum trees. The Treehouse Kangaroo Valley sleeps up to 4 adults(2 couples) or really close friends & is an ADULTS ONLY retreat. We offer great value as we use Airbnb Smart Market Pricing. PETS: considered on application only. Enquire PRIOR TO BOOKING for our T and C to see if your pet qualifies.

Highlands getaway
A completely self contained cottage surrounded by beautiful gardens. There is a pool on the property which guests may use. The cottage is in a beautiful leafy suburb of Bowral containing interesting shops , walks, cycling tracks. There are numerous places of interest in the surrounding towns and villages . There is also a fully self contained 2 bedroom aprt(1 queen bed and 1 single bed) on the property . See listing Luxurious Hideaway in BOWRAL airbnb.com./rooms/17128739

Wake up to the ocean at LegaSea
LegaSea is a self contained Guest House overlooking the historic Shellharbour boat harbour and coastline. Guests will feel as though they are levitating directly over the glistening waters of the calm harbour and can observe the activity of the nearby village from a comfortable, luxurious space. Village cafes and amenities are a short stroll away, and the beach or famous cowries surf break is at your doorstep. Find us on Instagram @Legasea_shellharbour

Arafel Park - Luxury Bowral Estate
Arafel Park is a stunningly renovated original Southern Highlands 1930's estate. Proudly sitting on 2 acres of cold climate gardens, the property features a main residence and a separate servants cottage. The main house has 4 bedrooms (2 of them are adjoining) that holds 1 King bed and 3 queens. The cottage has 2 bedrooms with one King and one Queen bed. The lounge room of cottage has a daybed and a trundle or porta-cot that can be setup on request.

ARUNA Estate off-grid cabins
ARUNA Cabins provide the ultimate off-grid experience. Nestled amongst the Australian Scribbly Gums, it offers a bush view, down to the River. If you want to get as far as possible from the bustling world, the ARUNA cabin is for you. Custom built for their bush location, our cabins provide a stylish and snug escape. They are completely off grid so you can ensure your total freedom from the everyday.

Kalamunda Estate with Pool, Fire Pit & BBQ Deck
Kalamunda Estate is a spacious retreat set on 5 acres, just 3 km from Bundanoon. Perfect for large groups, it features a pool, a large outdoor BBQ deck with stunning bushland views, and a games room. The 5-bedroom house accommodates up to 11 guests, making it ideal for family gatherings or friends' get-togethers. With a vast garden, there’s plenty of room for kids to play and enjoy the outdoors.

Mercer Cottage at Silvermist Farm South Coast
Mercer Cottage at Silvermist — a light-filled, contemporary retreat with vaulted ceilings, designer touches, and sweeping mountain views. Relax on the sun deck, dine outdoors, take a dip in your private plunge pool, and unwind by the fire pit. Perfectly located between Berry’s boutique cafés and the golden sands of Seven Mile & Gerroa Beaches.

The Annexe at Beatrice Park, Bowral
Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Travelers Nestled within the heritage-listed gardens of Beatrice Park, The Annexe offers a private retreat ideal for a weekend escape or an extended stay. Whether you're here for leisure or business, you’ll find The Annexe a tranquil and comfortable home away from home.

Martha's Villa - panoramic, peaceful location
Please note, as Martha’s is advertised across multiple platforms and is able to be booked directly by searching for Martha’s Kangaroo Valley, your booking is not confirmed until you receive a booking confirmation from Airbnb. Treat yourself to an unforgettable, ambient escape with breathtaking views at all times of the day.
Popular amenities for Bowral rentals with a pool
House rentals with a pool

Austi coastal home views and pool

Vineyard Vista

Home On The Hill

Rea Rea Lodge | Couples Pavilion Retreat Option

Jones Beach Retreat - Pool, close to beach & cafes

Cuttaway Cottage

ALINDA FARM HOUSE! From farm to beach in 5 minutes

BEACH OASIS family home with pool at the Beach
Apartment rentals with a pool

The Pacific View Studio Penthouse Suite

Absolute Beach front accommodation.

Golf View Villa Bowral

"Orana" to The 'Gong

Coastal Rainforest Retreat
Other holiday rentals with a pool

The Nines

Little Birdie Cabin #46

3 BR Newly Renovated Private Farmhouse

Farm stay at Melaleuca cottage

The Canopy - Crooked River Estate

Marina Retreat Salty Kisses @ The Ancora

Poolside Guesthouse

Contemporary country 89 acre farm home with pool
When is the best time to visit Bowral?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $465 SGD | $483 SGD | $481 SGD | $459 SGD | $481 SGD | $484 SGD | $537 SGD | $469 SGD | $489 SGD | $243 SGD | $471 SGD | $514 SGD |
| Avg. temp | 22°C | 22°C | 20°C | 18°C | 15°C | 12°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C |
Quick stats about holiday rentals with a pool in Bowral

Total holiday rentals
Explore 20 holiday rentals in Bowral

Nightly prices starting at
Bowral holiday rentals start at $167 SGD per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Bowral holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bowral rentals

4.8 Average rating
Bowral stays are highly rated by guests – averaging 4.8 out of 5!
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- Wollongong Beach
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- South Beach
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