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 bright outdoor area features a sparkling pool surrounded by sun loungers and shaded by a large umbrella. Lush green lawns and neatly arranged stepping stones lead to the pool, with scenic views of rolling hills in the background under a clear blue sky.

Cabin in Woodhill

5 out of 5 average rating, 36 reviews

Berry cottage with pool, views & games room.

Kick back and relax in this calm, stylish space located 5 minutes from cosmopolitan Berry. With stunning views, a spectacular pool, sports pitch, games room & outdoor area, this cottage is an ideal weekend escape for a couple or family of 4. The cottage is part of a larger property & home but when the cottage is rented, you have the entire property to yourself with exclusive access to pool, BBQ & gardens. Note - you DO NOT not have access to the main house which is much larger sleeping 8 people.

Guest favorite

An outdoor pool is surrounded by a spacious patio with lounge chairs. The pool area features a mix of shaded and sunny spots, framed by green landscaping and stone walls. The main house is visible in the background, showcasing a blend of brick and metal architecture.

Home in Coolangatta

4.95 out of 5 average rating, 146 reviews

Vineyard Vista

Nestled between two of the Shoalhavens best wineries,Vineyard Vista ticks all the boxes. Located on a quiet and private road,our three bedroom house is only minutes to Shoalhaven Heads beach,the local golf course or the Shoalhaven River if you fancy throwing in a line. The vibrant hub of Berry is only a 10 minute drive,where you can enjoy the streetside cafes,or just wander through the many homeware and antique shops. Relax with your own BBQ and al fresco dining,or just hang by the shared pool.

Top guest favorite

A patio area is shown with a glass table and two white chairs, shaded by a large umbrella. In the background, a serene pool is surrounded by lush greenery and colorful plants, creating a tranquil outdoor setting.

Guesthouse in Bulli

4.98 out of 5 average rating, 244 reviews

Studio Retreat & Pool close to Beach min 1 night

Studio Retreat offers comfort, privacy, air conditioning and is self-contained. It has a full kitchen and bathroom catering for 2 guests. The property is minutes' walk from the beach, bike track and cafes. The railway station, restaurants, pub and brewery are only a 10 to 15 minutes stroll away. You will enjoy use of the pool and BBQ area also Netflex Note this is a 1 room studio with separate bathroom Only 2 guest per stay - Check in 2 pm - Checkout 10am - No Pets - No Events or Parties

Top guest favorite

Home in Lake Illawarra

5 out of 5 average rating, 147 reviews

BEACH-FRONT! Luxury House with Pool & SPA

EARLY CHECK-IN (11am)+ LATE CHECK-OUT (2pm) Make the most of your stay here... Architecturally designed, custom-built, luxury home. Choice of entertaining areas, water views, directly opposite the beach! Seamless indoor/ outdoor entertaining areas, two outdoor kitchens, & full house SONOS sound system. Although a Summer beach holiday may seem ideal, Winter time is also great time to holiday here! There is nothing better than a hot spa, or relaxing by the fireplace on a Cold Winters day.

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

4.95 out of 5 average rating, 240 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 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, 588 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.

Guest favorite

A serene view of the private pool surrounded by lush greenery. The blue water glistens under sunlight, and tropical plants frame the pool area. A quiet road is visible in the distance, contributing to a tranquil atmosphere.

Apartment in Kiama Downs

4.91 out of 5 average rating, 113 reviews

Kiama Seaside Escape 1 Jones Beach

Kiama Seaside Escape 1 at Jones Beach Location , location ! First Floor Duplex at Jones Beach with Pool and Wifi This stylish designer apartment is perfectly located across the road from Jones Beach with IGA supermarket, local shops and cafes around the corner. There is no need to leave this secret haven. The first floor apartment is a perfect for a family holiday, a girls weekend away, golfing with friends at the nearby Kiama Golf Club or a kayak adventure at Minnamurra River.

Guest favorite

A serene pool area is showcased with clear blue water surrounded by a paved deck. Planters with greenery add a refreshing touch, while two chairs and a small table are positioned nearby. The gentle outlines of trees and shrubs frame the space, offering a sense of privacy.

Tiny home in Burradoo

4.91 out of 5 average rating, 164 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

Guest favorite

An inviting pool is surrounded by lush greenery and manicured lawns. Two lounge chairs are positioned under a large umbrella, providing shaded seating. The pool area is enclosed by a decorative fence, enhancing privacy.

Guesthouse in Berry

4.93 out of 5 average rating, 337 reviews

Windsor Cottage

Cosy, country cottage style two bedroom cottage within easy 1km walk to Berry town centre. Would suit a couple with two children or two couples. A great base for accessing all the area has to offer. Recently refurbished with new carpet, paint and kitchenette. Access to pool and outdoor entertaining area. Friendly local hosts who are happy to recommend attractions including beaches, wineries, restaurants and the amazing new Boongaree Rotary Nature Park.

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

4.89 out of 5 average rating, 125 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 heated plunge pool is set within a stone-walled enclosure, providing a tranquil escape. Clear water reflects sunlight, and potted plants are positioned at the edges, enhancing the serene environment. The pool area is designed for relaxation and privacy.

Villa in Huskisson

4.9 out of 5 average rating, 389 reviews

Husky Getaway - Villa with Heated Plunge Pool

This beautiful villa is suitable for couples, families and small groups. In a prime location, only a short walk (100m) from the Huskisson town centre and a leisurely stroll to the nearest swimming beaches. WIFI provided. Plunge pool heated for year round use. IAW Airbnb COVID-19 guidelines all surfaces are disinfected between guests and hand sanitiser is also provided

Guest favorite

A large swimming pool dominates the outdoor space, surrounded by a spacious patio area. Palm trees line the edge, providing shade. The two-story house features expansive windows, reflecting the clear blue sky and inviting sunlight into the living areas.

Home in Culburra Beach

4.92 out of 5 average rating, 175 reviews

BEACH OASIS family home with pool at the Beach

Imagine yourself just a few short steps from breathtaking Culburra Beach, relaxing at your own private pool. This huge 2 storey, 4 bedroom, dual living designer home with all the options can accommodate the whole tribe, or is perfect for a romantic getaway for a select few. NO PARTY GROUPS ALLOWED – we cater best for families

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What guests are saying

Beachside Family Fun with Pool & Sauna

4.93 out of 5 average rating, 30 reviews2 weeks ago

A great house for us to prepare for our daughter’s wedding and to be together for a week. Lots of space, comfy beds, multiple modern bathrooms, indoor and outdoor living areas big enough for a large family and separate enough of you want to spread out. Responsive host, beautiful views and quite close to Kiama - very quick trip home from town with the Bombo exit just out front. You can walk to town in 20 minutes which is a lovely walking distance and filled with amazing views. Many special memories from our time here!

Home in Bombo

What guests are saying

LegaSea Lodge - Beachfront

4.92 out of 5 average rating, 13 reviews2 weeks ago

Lovely home, plenty of room. Our family is 5 adults and 1 infant and we were all catered for. Shame the weather wasn't the best as would have loved to take a dunk in the pool. Kitchen laid out, great appliances and stocked with spices and lots of things we could use little bit of if we needed it. Thanks again and we will definitely recommend this home and location to others that need more space . Regards Peter

Home in Shellharbour

What guests are saying

Poolside Guesthouse

4.92 out of 5 average rating, 91 reviews3 days ago

Great little spot for us and our toddler. Beds lovely, home had everything we needed for the night to be comfortable away from home. Details like milk in the fridge, chocolates, nice towels, Netflix, and some toys for our daughter were spot on. Just wish we could have stayed longer to make use of the pool! Thanks again for having us!

Guest suite in Shell Cove

What guests are saying

Bella Blu Beach House - Direct Beach Access

4.74 out of 5 average rating, 27 reviews5 months ago

We loved our stay at Bella Blu! We went to celebrate 20 years of our friendship group and loved every minute - our only regret is that we didn’t book it for longer! Everything you need is there, and coles is just a 2 minute drive up the road. Lots of great local cafes and licensed premises for every meal, but if you choose to stay in, it’s all there for you. None of us had been to this part of Australia before, despite living just a few hours away. We will be back!

Home in Vincentia

What guests are saying

Kialoa Pool House Retreat.

5 out of 5 average rating, 5 reviews3 weeks ago

It was really lovely!! It was so cute and peaceful! We were provided with fresh bottles of water and a nice cheese platter along with champagne! Coffee, tea, towels, bathroom amenities, the air con was great. Everything was neat and tidy when we first walked in. It was worth it. Not only was it good inside, outside was lovely as well. The pool, swing set, fire pit, hanging chairs, it was beautiful. And the host was really sweet and understanding with everything, responds quick which was good. The only thing is there’s no freezer, so can’t freeze ice or ice cream- you just two beautiful mini fridges which hold a good amount. The pillows were a bit tough but nothing too bad. But yeah this is a lovely place, 10/10 for aesthetics and comfort

Tiny home in Woonona

What guests are saying

Arkadia - EV Charger, Pool, Fire Pit & Eco Luxury

5 out of 5 average rating, 17 reviews1 month ago

WOW!!! What a spectacular home!! We absolutely loved our stay. Town was only 2kms away but serenity of the property is unbeatable. We wish we booked another night to enjoy the pool more lol. Nikki is an amazing host, communicated everything clearly and made the whole process easy. We can't wait to come back!! Thank you Nikki!!

Home in Berry

What guests are saying

Casa Sukha Warilla

4.75 out of 5 average rating, 4 reviews3 months ago

Perfect location! So close to beach and the pool was amazing to have during the great summer days we got. Spent 2 weeks over Xmas and new years and was so peaceful and perfect for what we were looking for. Walking distance to shops as well so really was a wonderful getaway. Everything in the house was as described and nothing extra was needed. Communication and checkin process was smooth and so easy. Would definitely recommend!

Home in Warilla

What guests are saying

Jervis Bay Luxe Rural Retreat w/ Fireplace & Pool

4.85 out of 5 average rating, 53 reviews1 month ago

Amazing and Homey Place To Stay On. Peaceful and quite. A must if you plan to reconnect with nature and need time off a busy city. Close to almost all the beaches, animals visit the place like Kangaroo and Ducks. Over all a relaxing weekend with the family. Thank you Maria for having us.

Home in Tomerong

What guests are saying

Beach Side Luxury at the Point

5 out of 5 average rating, 28 reviews2 months ago

What a gorgeous and luxe beach stay at Barrack Point. Within 5 mins, you are on the headland walk or diving in the ocean at Warilla Beach. The house is spacious yet cosy with a fabulous pool that was used daily and perfect for a quick dip. The house was immaculately clean and had every kitchen utensil you can think of, right down to birthday candles which was a thoughtful addition!! Thank you for a wonderful stay, we loved this Airbnb

Home in Barrack Point

What guests are saying

'Mayfield' - Luxury Farmhouse with Pool

4.96 out of 5 average rating, 69 reviews1 week ago

Our stay at Mayfield ahead of my wedding at the local Pyree Hall was absolutely perfect. Myself and my bridesmaids had a beautiful wholesome night on the Friday and the giant mirrored bathroom flowing onto the open living space was ideal for our makeup artists and hairdresser to help us get ready. My husband and I spent the following two nights at Mayfield and it was such a beautiful space to relax and unwind by the fire, waking up to stunning views and horses in paddocks. The perfect way to decompress after a full on weekend. I couldn’t recommend staying here enough! The house is just gorgeous.

Home in Mayfield

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