
Vacation rentals with a pool in Bowral
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Bowral

Total vacation rentals
Explore 20 vacation rentals in Bowral

Nightly prices starting at
Bowral vacation rentals start at G$29,282 GYD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Bowral vacation rentals include wi-fi 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!
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.

Farm stay at Melaleuca cottage
Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.

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

"Seacliff" - Cliff Top Beach House
"Seacliff Otford" is just 60mins from Sydney CBD yet feels a million miles away. The house is on 2 acres, perched on the top of a hill, enjoying panoramic ocean views. Living areas face north enjoying all year sun . The lounge includes a log fire. There is a separate TV room, 4 double bedrooms, 2 bathrooms. The property includes a heated swimming pool (in summer) with large deck, lawned areas and a tennis court. STRICTLY 8 PEOPLE MAXIMUM, NO PARTIES, BUCKS WEEKENDS OR FUNCTIONS.

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. *Cosy internal fireplace. *Large outdoor deck overlooking Kangaroo River. *The Treehouse Kangaroo Valley sleeps up to 4 adults(2 couples) or really close friends & is an ADULTS ONLY *PETS: on application only. Enquire PRIOR TO BOOKING for our T and C to see if your pet qualifies.

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

The Annexe at Beatrice Park, Bowral
Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Traveller’s ASK ABOUT OUR SPECIALS 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. Don’t BELIEVE US - Read our reviews

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.

Moss Vale 2 Bed Cottage
Kick back and relax in the beautiful Southern Highlands in your private newly refurbished cottage set in our lovely acre of land. Conveniently located for all the historic villages and vineyards that this area has to offer. Unwind with a spa at the end of the day, or simply enjoy a glass of local wine in front of the fire.

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

Private 4 bedroom home with pool

Spacious, stylish & FUN close to beach & pool

Island break beach-house: Beachfront + POOL + SPA

Wollemi House - in forest and waterways with pool

Farm Escape - Spacious Cottage in Kangaroo Valley

Kiama Saddleback Mt 4 B/R Home 1 Acre Pool

The Heads House
Condo rentals with a pool

The Pacific View Studio Penthouse Suite

"Orana" to The 'Gong

Coastal Rainforest Retreat - cosy & warm!

Golf View Villa Bowral
Other vacation rentals with a pool

Studio Retreat & Pool close to Beach min 1 night

Sant Feliu - A French-Inspired Country Estate

Garden Hill Wellness Retreat: Spa/Pool/Tennis

Little Alby - Luxe Tiny Home

Uninterrupted ocean view, private & quiet. Relax.

Award-Winning Tree Canopy Retreat

Seventh Heaven

Whale Watch Kiama – Private Poolside Escape
When is the best time to visit Bowral?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$124,449 GYD | G$120,266 GYD | G$125,286 GYD | G$74,670 GYD | G$78,225 GYD | G$78,644 GYD | G$87,219 GYD | G$76,134 GYD | G$79,480 GYD | G$83,454 GYD | G$104,579 GYD | G$116,710 GYD |
| 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 |
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- Rentals with pools Wingecarribee Shire Council
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- Wollongong Beach
- Coledale Beach
- Bulli Beach
- Windang Beach
- Austinmer Beach
- Warilla Beach
- Wombarra Beach
- Jamberoo Action Park
- Garie Beach
- Sea Cliff Bridge
- Killalea Beach
- Towradgi Beach
- Bombo Beach
- Wattamolla Beach
- Jones Beach
- Kangaroo Valley Golf And Country Retreat
- Merribee
- Ocean Farm
- Mt Keira Lookout
- Fo Guang Shan Nan Tien Temple
- Minnamurra Rainforest Centre
- Sandon Point
- Shoalhaven Zoo
- WIN Sports & Entertainment Centres





