Vacation rentals with a pool in Bowral

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.

4.97 out of 5 average rating, 182 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.

4.93 out of 5 average rating, 107 reviews

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!

4.96 out of 5 average rating, 109 reviews

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.

Guesthouse 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.

4.98 out of 5 average rating, 162 reviews

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.

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.

4.86 out of 5 average rating, 357 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.

4.92 out of 5 average rating, 397 reviews

An outdoor entertaining area is shown, featuring a wooden table with white chairs beneath a shaded pergola. Lush greenery surrounds the area, with various potted plants and flowers visible. In the background, a pool is partially seen, enhancing the inviting ambiance.

Guesthouse in Berry

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.

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.

4.98 out of 5 average rating, 123 reviews

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

4.92 out of 5 average rating, 175 reviews

Guesthouse 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

4.89 out of 5 average rating, 136 reviews

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

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.

4.91 out of 5 average rating, 169 reviews

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.

4.98 out of 5 average rating, 121 reviews

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.

4.96 out of 5 average rating, 402 reviews

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

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.

Popular amenities for Bowral rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.92 out of 5 average rating, 329 reviews

SkyView Villa - WOW Views & Comfort

4.82 out of 5 average rating, 373 reviews

Home in Werri Beach

Retreat at Renfrew – Spa, Pizza & Sunset Views

4.91 out of 5 average rating, 203 reviews

Moosewood House, Kangaroo Valley

A vibrant autumn scene showcases a large tree with red and orange foliage, providing shade over a lush green lawn. In the foreground, a goat is seen grazing, while a cozy seating area and firepit are positioned among the landscaped garden.

4.9 out of 5 average rating, 208 reviews

Farm Escape - Spacious Cottage in Kangaroo Valley

5.0 out of 5 average rating, 187 reviews

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

4.92 out of 5 average rating, 104 reviews

An open living area features a curved green sofa and a wooden coffee table. Expansive glass doors offer a view of the outdoor pool area, where loungers are positioned alongside crystal-clear waters, blending seamlessly with the surrounding greenery.

Home in Shoalhaven Heads

The Heads House

4.88 out of 5 average rating, 139 reviews

A light-filled living area features modern furnishings with a spacious sectional sofa adorned with various cushions. A plush throw drapes over a lounge chair, while a low coffee table sits in front, surrounded by decorative plants and a woven basket.

Home in Austinmer

Austi coastal home views and pool

4.88 out of 5 average rating, 110 reviews

A multi-level brick home is framed by lush greenery and tropical plants. A secluded pool area is highlighted in the foreground, featuring a clear water pool surrounded by tan tiles. Sunlight reflects off the water, inviting relaxation in a tranquil setting.

Home in Berkeley

Private 4 bedroom home with pool

Other vacation rentals with a pool

Guesthouse in Kiama Downs

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.

Uninterrupted ocean view, private & quiet. Relax.

4.93 out of 5 average rating, 304 reviews

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.

4.96 out of 5 average rating, 489 reviews

Martha's Villa - panoramic, peaceful location

4.94 out of 5 average rating, 217 reviews

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

Mercer Cottage at Silvermist Farm South Coast

4.95 out of 5 average rating, 174 reviews

Cottage in Kiama

Kiama Farmhouse

4.97 out of 5 average rating, 225 reviews

A spacious cottage is set against a clear blue sky, featuring a green roof complemented by solar panels. Lush gardens filled with varied plants and colorful flowers surround the entrance, while a well-maintained lawn offers ample green space in front of the building.

Farm stay in Gerringong

Gerringong Country and Beach

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.

4.94 out of 5 average rating, 237 reviews

Rainbow Reach country cabin

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.

4.83 out of 5 average rating, 747 reviews

Breathe again retreat, cutenese entire cottage