
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.

2 BR apartment with billiards room, pool & spa
A quiet relaxing getaway close to Wollongong, ocean, lake & mountains. Inside: Almost an entire house fitted with quality inclusions (NB: Apartment attached to house in which I live). There are 2 bedrooms, a sitting & a billiards room, laundry, full kitchen & bathroom (AC, cable TV, highspeed internet) Outside: Enjoy dining next to your private spa on the veranda or by the pool. Close to transport, shops, lake, beaches, National Parks, Jambaroo Action Park, Kiama Blowhole, Nan Tien Temple

Breathe again, Cabin cuteness, entire cottage
This is a little piece of heaven, a moment for some tranquillity nestled within the Kangaroo Valley Golf Retreat located on the Golf Course. A short stroll to the pool. Volleyball. court all walking distance. 2 new tennis courts Walking distance to volleyball court, Giant chess set Badminton court & Swimming pool. Dive in. Quality inclusions. We are 4km from town. Single nite stays please bring own linen, we will supply all towels doonas, blankets, bath mat flannels etc. Queen bed.

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.

Garden Hill Spa Retreat: Sandstone Spa Cottage
The 20-acre Garden Hill estate consists of the main residence flanked on the eastern end by the cosy Magnolia Sandstone Spa Cottage and on the western end by The Connoisseur’s Cottage. The property nestles at the foot of the Cambewarra Mountain, 15 minutes away from picturesque Kangaroo Valley and fashionable Berry in the south coast of New South Wales. Savour the indoor spa bath, wood-burning stove, indoor swimming pool, tennis court and gourmet kitchen/rose gardens.

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.

Exclusive Mt Hay Retreat, Berry
Multi Award winning, family owned and operated Mt Hay Retreat is unique, private and ultra exclusive. A boutique escape that is simply second to none. With only a handful of individual residences, each luxury suite is filled with natural light and has been designed as your own private escape. Please note that we are unable to welcome guests aged under 18 years or pets of any kind.

New Mercer cottage at Silvermist
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.

Spacious Unit on Horse Property
Self-contained,attached,modern,spacious, 1 bedroom unit with kitchen on picturesque horse property. Dam, chicken coop, vegetable garden, use of inground pool and BBQ.10min to historic Berrima, 15 to Bowral & Mittagong. Close to Vineyards and Horse Trials. 2hrs to Canberra, 1.5hrs to Sydney Airport. 1.15hrs to SIEC.
Popular amenities for Bowral rentals with a pool
House rentals with a pool

Austi coastal home views and pool

Vineyard Vista

Rea Rea Lodge | Couples Pavilion Retreat Option

Sutton House Southern Highlands

Jones Beach Retreat - Pool, close to beach & cafes

Cuttaway Cottage

ALINDA FARM HOUSE! From farm to beach in 5 minutes

3 BR Newly Renovated Private Farmhouse
Condo 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 TREE HOUSE" Bush Cabin 12

Little Birdie Cabin #46

Jimmy’s Cabin - Kangaroos, Kookaburras, sleeps 4!

Farm stay at Melaleuca cottage

Jasper Valley House - Rural Luxury @ Berry

Berry cottage with pool, views & games room.

Seventh Heaven

Contemporary country 89 acre farm home with pool
Quick stats about holiday rentals with a pool in Bowral
Total rentals
20 properties
Nightly prices starting at
$209 NZD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Sydney Holiday rentals
- Blue Mountains Holiday rentals
- Sydney Harbour Holiday rentals
- Gippsland Holiday rentals
- Hunter valley Holiday rentals
- South Coast Holiday rentals
- Bondi Beach Holiday rentals
- Canberra Holiday rentals
- Mid North Coast Holiday rentals
- Wollongong City Council Holiday rentals
- Manly Holiday rentals
- Jindabyne Holiday rentals
- Rentals with a washing machine and dryer Bowral
- Rentals with a fireplace Bowral
- Private suite rentals Bowral
- Pet-friendly rentals Bowral
- Rentals with breakfast Bowral
- Rentals with an EV charger Bowral
- Rentals with outdoor seating Bowral
- Rentals with a fire pit Bowral
- Villa rentals Bowral
- Apartment rentals Bowral
- Guesthouse rentals Bowral
- Beachfront rentals Bowral
- Rentals with a patio Bowral
- Cabin rentals Bowral
- House rentals Bowral
- Cottage rentals Bowral
- Family-friendly rentals Bowral
- Rentals with pools New South Wales
- Rentals with pools Australia
- Wollongong Beach
- Werri Beach
- Bulli Beach
- South Beach
- Austinmer Beach
- Coledale Beach
- Wombarra Beach
- Windang Beach
- Warilla Beach
- Minnamurra Beach
- Bombo Beach
- Sea Cliff Bridge
- Jamberoo Action Park
- Towradgi Beach
- Bowral Golf Club
- Scarborough Beach
- Corrimal Beach
- Jones Beach
- Kendalls Beach
- Red Sands beach
- Sharkies Beach
- Kiama Surf Beach
- Goulburn Golf Club
- Shellharbour South Beach