Holiday rentals with a pool in Bowral - Mittagong

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Top-rated rentals with a pool in Bowral - Mittagong

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Kangaroo Valley

Luxury 2BR 2-Ensuite Cabin | Golf & Valley Views

2 Bedroom 2 bathroom cabin in the picturesque Kangaroo Valley Golf and Country Resort. The facilities include swimming pool, 2 tennis courts, giant chess, volleyball and an 18 golf course. Our cabin is a home away from home with fully equipped kitchen and BBQ. You can sit on the balcony and enjoy the views and all the wildlife, kangaroos, wombats, echidnas, and amazing bird life. The village is only 4km away with everything you need to enjoy your stay! 1km to the Bush Retreat for wedding guests!

4.94 out of 5 average rating, 108 reviews
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

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.

4.97 out of 5 average rating, 186 reviews
Guest favourite
A scenic view captures a sunset over rolling mountains, with a foreground of lush greenery. Lavender and other plants are visible, providing texture to the landscape. The sky is filled with soft clouds reflecting warm hues, creating a serene backdrop to the natural setting.
Guest house in High Range

Farm stay at Melaleuca cottage

Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.

4.96 out of 5 average rating, 111 reviews
Superhost
An outdoor stone bath is positioned on a wooden deck surrounded by lush trees. A person is seated in the bath, enjoying the tranquil setting. A bottle and glass sit nearby on a small table, and a cozy blanket is draped over a bench.
Home in Kangaroo Valley

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 MAKING A BOOKING for our T and C to see if your pet qualifies.

4.86 out of 5 average rating, 358 reviews
Guest favourite
Cottage in Kiama

Kiama Farmhouse. Pool. Pets. Location

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

4.95 out of 5 average rating, 175 reviews
Top guest favourite
Home in Robertson

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.

4.98 out of 5 average rating, 163 reviews
Top guest favourite
The exterior of a modern luxury home is illuminated at night, featuring large windows and a glass railing. A well-lit pool reflects the surrounding lights, enhancing the contemporary architectural design. Outdoor spaces are visible, showcasing a blend of indoor and outdoor living.
Home in Lake Illawarra

Island break beach-house: Beachfront + POOL + SPA

Welcome to Island Break Beach House! EARLY CHECK-IN (11am) + LATE CHECK-OUT (2pm) with all bookings. Kick back and make the most of your stay in this architecturally designed, custom-built luxury beach house. Multiple entertaining zones, water views and the beach right across the road. Seamless indoor-outdoor living, two outdoor kitchens and a full-house Sonos system mean good vibes come standard. Summer fun is a given — but winter wins too with the hot spa, heated pool + cosy fireplace.

5.0 out of 5 average rating, 187 reviews
Superhost
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

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.

4.92 out of 5 average rating, 329 reviews
Top guest favourite
A solar-heated swimming pool is set within a fenced area, surrounded by lush greenery. Colorful trees create a picturesque backdrop, while the clear blue water invites relaxation. The pool's deck features a smooth surface for lounging and enjoying the tranquil outdoor environment.
Home in Kangaroo Valley

Heritage Hampden House private pool & river access

GIVE YOURSELF SOMETHING TO LOOK FORWARD TO ! Accepting bookings for next year .... PID-STRA-589 Heritage Hampden House a Kangaroo Valley home set on picturesque river frontage. Hampden House offers guests serene accommodation amongst beautiful established grounds overlooking the Valley escarpment with private access to the Kangaroo River.Shown rate is for 4 guests .Hampden House can sleep 8 , extra charge $50 a night per head

4.98 out of 5 average rating, 123 reviews
Top guest favourite
Guest house in Bowral

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

4.92 out of 5 average rating, 175 reviews
Guest favourite
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

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.

4.91 out of 5 average rating, 170 reviews
Top guest favourite
An aerial view captures a spacious property surrounded by green fields. The structure features a modern design, with a clear driveway leading to the entrance. A pool is visible in the backyard, complemented by mature trees and landscaped areas.
Cottage in Moss Vale

Moss Vale 2 Bed Cottage

Kick back and relax in the beautiful Southern Highlands in your private newly refurbished cottage set in our lovely acre of land. Conveniently located for all the historic villages and vineyards that this area has to offer. Unwind with a spa at the end of the day, or simply enjoy a glass of local wine in front of the fire.

4.98 out of 5 average rating, 121 reviews

Popular amenities for Bowral - Mittagong rentals with a pool