Vacation 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, 129 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 framed by lush greenery, including tall palms and leafy shrubs. The inviting blue water of the pool is visible in the background, creating a serene environment surrounded by vibrant landscaping.
Apartment in Dapto
4.96 out of 5 average rating, 256 reviews

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

Top guest favourite
Two wooden lounge chairs are positioned on a grassy area, providing a view of the expansive landscape. Rolling hills and a gentle river can be seen in the distance, framed by lush trees and colorful foliage under a clear blue sky.
Home in Kangaroo Valley
4.98 out of 5 average rating, 118 reviews

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

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
4.81 out of 5 average rating, 646 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 please bring own linen, we will supply all towels doonas, blankets, bath mat flannels etc. Queen bed.

Top guest favourite
A charming cottage is nestled amidst lush greenery, with a covered porch featuring climbing plants. The surrounding garden includes well-maintained paths and flowerbeds, enhancing the natural tranquility of the outdoor space. A rustic archway leads into the garden, adding to the inviting atmosphere.
Tiny homes in Burradoo
4.92 out of 5 average rating, 167 reviews

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

Top guest favourite
Tiny homes in Callala Beach
4.97 out of 5 average rating, 115 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.

Superhost
The image captures Arafel Park's landscaped entrance, featuring a gravel pathway flanked by lush greenery and flowering plants. The restored estate is visible on the right, with large windows reflecting the surrounding nature, while trees provide shade on the left.
Home in Burradoo
4.89 out of 5 average rating, 313 reviews

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.

Superhost
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, 121 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.

Guest favourite
A light-filled window seat offers views of the lush green landscape and distant mountains. The outdoor area includes a pool and sun deck, visible beyond the expansive yard. The soft upholstery invites relaxation while enjoying the serene surroundings.
Cottage in Meroo Meadow
4.94 out of 5 average rating, 173 reviews

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.

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, 154 reviews

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.

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, 425 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, 378 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

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 $182 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Bowral vacation 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!