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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Guest favorite

A quaint cabin is framed by an overhanging porch, showcasing a large polished concrete table with seating. Surrounding greenery includes vibrant plants and flowers, while the entry is accentuated by large windows offering views of the exterior landscape.

Cabin in Kangaroo Valley

4.97 out of 5 average rating, 119 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 favorite

A private pool is set in a tranquil outdoor space, framed by lush greenery. A brick home with large windows is partially visible in the background, providing a serene atmosphere. Bright sunlight reflects off the water, creating a welcoming scene for relaxation.

Apartment in Dapto

4.96 out of 5 average rating, 252 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

Guest favorite

A serene outdoor area features a stone wall surrounding a clear swimming pool, inviting relaxation. Lush greenery is seen in the background, with a cozy cottage visible beyond the fence. The pool area is bordered by a wooden deck, emphasizing a tranquil setting.

Cottage in Kiama

4.95 out of 5 average rating, 145 reviews

Kiama Farmhouse

Kiama Farmhouse is a beautiful original weather board cottage that has been lovingly restored and fitted with all the comforts of a modern home . It is surrounded by lush rolling dairy pastures yet is only four minutes drive to Kiama township and the stunning beaches of Kiama . The ambient surrounds will relax and delight you in this home away from home.We are a pet friendly home with a fully fenced garden which allows your pets to be safe and happy here. Complete with a stunning outdoor pool

Guest favorite

A private pool is surrounded by lush greenery and a black metal fence. Two sun loungers with colorful striped cushions are positioned beside the water, inviting relaxation. The clear blue sky reflects onto the calm surface of the pool, enhancing the serene atmosphere.

Home in Kangaroo Valley

4.98 out of 5 average rating, 116 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

Superhost

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

4.87 out of 5 average rating, 338 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.

Superhost

The image captures a serene poolside view of the property, with a clear blue pool surrounded by lush greenery and flowering plants. The white exterior of the house is visible in the background, with large windows reflecting the natural light and sky.

Home in Burradoo

4.89 out of 5 average rating, 304 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

4.87 out of 5 average rating, 119 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 favorite

A tranquil swimming pool is surrounded by a stone patio and glass fencing, offering unobstructed views of the lush green landscape. Soft clouds drift across the sky, reflecting in the clear water of the pool, creating a serene outdoor environment.

Home in Bundanoon

4.9 out of 5 average rating, 134 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.

Guest favorite

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

4.93 out of 5 average rating, 166 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 favorite

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, 151 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 favorite

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, 410 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.

Guest favorite

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, 373 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.