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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Guest favourite

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 favourite

Cabin in Kangaroo Valley

4.97 out of 5 average rating, 100 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

Home in Coolangatta

4.95 out of 5 average rating, 148 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 favourite

Guest house in Bulli

4.98 out of 5 average rating, 251 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 favourite

Home in Lake Illawarra

5 out of 5 average rating, 150 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 favourite

Flat in Dapto

4.95 out of 5 average rating, 243 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 favourite

Cabin in Kangaroo Valley

4.82 out of 5 average rating, 597 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 favourite

Flat in Kiama Downs

4.9 out of 5 average rating, 116 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 favourite

Tiny home in Burradoo

4.92 out of 5 average rating, 165 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 favourite

Guest house in Berry

4.93 out of 5 average rating, 340 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 favourite

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 favourite

Villa in Huskisson

4.9 out of 5 average rating, 392 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