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.

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Top Guest favourite
A spacious covered verandah features a large polished concrete table surrounded by comfortable seating. Lush greenery and panoramic views of rolling hills are visible in the background, providing a serene setting for relaxation.
Cabin in Kangaroo Valley
4.98 out of 5 average rating, 153 reviews

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.

Guest favourite
A private pool is set within a landscaped yard, offering clear views of the ocean. Wooden decking surrounds the pool, with lounge chairs positioned nearby. Lush greenery and coastal vegetation create a serene backdrop against the sparkling blue water and gentle waves in the distance.
Guesthouse in Kiama Downs
4.93 out of 5 average rating, 281 reviews

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.

Guest favourite
A large stone outdoor bath is set against a backdrop of rustic wooden shutters. Soothing candles are placed nearby, and a natural wooden stool adds to the serene atmosphere. Soft lighting enhances the inviting space for relaxation amid nature.
Home in Kangaroo Valley
4.88 out of 5 average rating, 348 reviews

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.

Top Guest favourite
Tiny home in Callala Beach
4.97 out of 5 average rating, 133 reviews

Little Alby - Luxe Tiny Home

Little Alby is our luxe Tiny Home located in Callala Beach, the heart of Jervis Bay. Privately nestled amongst a stunning bush outlook and only steps to the beach. Watch the stars twinkle through the above bed skylight and let the sound of the waves lul you into a deep sleep. Our guests will indulge in luxurious linens and products from an array of premium brands including a special collaboration with Lurline Co, ensuring an exceptional and aesthetic experience.

Top Guest favourite
An ornate black metal gate stands open, framed by stone pillars. Beyond the gate, a gravel driveway leads toward a charming building surrounded by well-kept gardens. A friendly Newfoundland dog is visible at the gate, providing a welcoming presence.
Guesthouse in Bowral
4.92 out of 5 average rating, 161 reviews

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

Top Guest favourite
A charming cabin is surrounded by greenery and colorful plants, set against a clear blue sky. The structure features a covered porch with large windows inviting natural light into the interior, creating a serene and peaceful environment.
Cabin in Kangaroo Valley
4.82 out of 5 average rating, 684 reviews

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 permitted.

Guest favourite
A custom-built cabin is partially visible among tall Australian Scribbly Gums. A wooden deck features a chair, inviting relaxation in a serene outdoor setting. A fire pit surrounded by logs is located nearby, adding to the rustic ambiance.
Farm stay in Penrose
4.88 out of 5 average rating, 126 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.

Top Guest favourite
A modern swimming pool is seen with clear blue water, surrounded by a stone deck. Comfortable outdoor seating is positioned nearby, offering views of the lush green landscape and trees beyond, enhancing relaxation in a serene outdoor setting.
Home in Bundanoon
4.91 out of 5 average rating, 151 reviews

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.

Top Guest favourite
A spacious outdoor area features lush green grass and a private plunge pool. Countryside views showcase rolling hills under a clear blue sky, with a timber deck nearby. The glass fencing ensures a safe and tranquil environment for relaxation.
Cottage in Meroo Meadow
4.94 out of 5 average rating, 192 reviews

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.

Top Guest favourite
An aerial view captures a spacious property surrounded by green fields. The structure features a modern design, with a clear driveway leading to the entrance. A pool is visible in the backyard, complemented by mature trees and landscaped areas.
Cottage in Moss Vale
4.97 out of 5 average rating, 102 reviews

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.

Top Guest favourite
A charming cottage is set amidst lush greenery, featuring a covered porch with outdoor seating. Large windows allow for ample natural light, and a welcoming front door is framed by plants. The serene landscape includes distant views of the hills.
Cabin in Kangaroo Valley
4.96 out of 5 average rating, 444 reviews

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.

Top Guest favourite
A serene landscape features a grassy pathway lined by trees, leading toward a soft horizon. A subtle rainbow arcs across the sky, offering a gentle splash of color against the backdrop of cloudy skies.
Guest suite in Berrima
4.95 out of 5 average rating, 389 reviews

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

When is the best time to visit Bowral?

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Avg. price$510 AUD$529 AUD$528 AUD$504 AUD$528 AUD$531 AUD$589 AUD$514 AUD$537 AUD$563 AUD$706 AUD$788 AUD
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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 $184 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Bowral holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Bowral rentals

  • 4.8 Average rating

    Bowral stays are highly rated by guests—averaging 4.8 out of 5!