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 favorite
A wooden deck is featured with a square table surrounded by six slatted chairs. Lush green grass spreads out beyond the deck, bordered by tall pine trees, creating a serene outdoor space for relaxation.
Cabin in Kangaroo Valley
4.94 out of 5 average rating, 229 reviews

Rainbow Reach country cabin

Gorgeous two bedroom, two bathroom cabin on the golf course at Kangaroo Valley. Just 2 hours from Sydney and a million miles from care! Lots of windows flood the cabin with light, and the white walls, comfy beds, and fantastic sofa give a relaxed country vibe. Timber decks front and back and a level lawn give you plenty of places to relax. And we now have internet! Which most golf course cabins are missing. So you can work from the cabin if you need to ... or switch off and enjoy the serenity.

Top guest favorite
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, 165 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.

Top guest favorite
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, 124 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 favorite
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, 295 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.

Top guest favorite
Home in Robertson
4.97 out of 5 average rating, 153 reviews

Wollemi House - in forest and waterways with pool

Escape to your private oasis nestled among beautiful trees and surrounded by breathtaking natural scenery in the Southern Highlands of Robertson. This gorgeous property sits on a sprawling acre of land with a rare Wollemi pine tree in the backyard and a serene creek that winds through the property. With its pool and deck, this tranquil retreat is the perfect place to kick back and relax on warmer days. And when the nights turn chilly, cozy up by the fire pit and gaze up at the stars above.

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, 353 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. *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.

Top guest favorite
A panoramic view captures the expansive green hills and water features of the Kangaroo Valley Golf and Country Resort. Lush trees frame the scene, with distant mountains visible under a clear sky. The morning light enhances the serene landscape, evoking a sense of tranquility.
Home in Kangaroo Valley
4.93 out of 5 average rating, 318 reviews

SkyView Villa - WOW Views & Comfort

Set on 150 acres of manicured rolling green hills, SkyView enjoys arguably the best views in a country resort with sweeping views over lakes, glades and the lush green golf course. Ideal for families and couples alike, beautifully appointed and comfortable. Skyview Villa has the Aspire range of mattresses from Sealy Posturepedic, thus ensuring guests the best possible night's sleep. Skyview villa offers free WiFi, plus Netflix via three large screen smart TV's.

Superhost
Home in Werri Beach
4.82 out of 5 average rating, 357 reviews

Retreat at Renfrew – Spa, Pizza & Sunset Views

Our home is an entertainer’s delight, perfectly located just a short stroll from Werri Beach. Relax in the spa, float in the pool, or enjoy a delicious meal cooked in the woodfired pizza oven. Designed for seamless indoor-outdoor living, the open-plan layout flows onto the large entertaining deck, while the backyard delights kids with a playground, trampoline, and sandpit — the ultimate coastal retreat for family fun and relaxation.

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, 167 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

Guest favorite
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, 127 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 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
4.9 out of 5 average rating, 159 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
4.95 out of 5 average rating, 202 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.

Popular amenities for Bowral rentals with a pool

When is the best time to visit Bowral?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$124,442 GYDG$120,259 GYDG$125,279 GYDG$74,665 GYDG$78,221 GYDG$78,639 GYDG$87,214 GYDG$76,129 GYDG$79,476 GYDG$83,450 GYDG$104,573 GYDG$116,704 GYD
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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$29,281 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!