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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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
4.98 out of 5 average rating, 155 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
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, 284 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 favourite
An infinity pool is visible, featuring clear blue water that reflects the vibrant sky. The pool's edge seamlessly meets the glistening coastline, creating a serene atmosphere. Natural surroundings include trees and a tranquil shoreline.
Guest suite in Shellharbour
5 out of 5 average rating, 206 reviews

Wake up to the ocean at LegaSea

LegaSea is a self contained Guest House overlooking the historic Shellharbour boat harbour and coastline. Guests will feel as though they are levitating directly over the glistening waters of the calm harbour and can observe the activity of the nearby village from a comfortable, luxurious space. Village cafes and amenities are a short stroll away, and the beach or famous cowries surf break is at your doorstep. Find us on Instagram @Legasea_shellharbour

Guest favourite
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
4.93 out of 5 average rating, 377 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.

Top Guest favourite
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
4.82 out of 5 average rating, 688 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 permitted. Bbq large new deck Nespresso machine

Top Guest favourite
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, 161 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

Top 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
4.91 out of 5 average rating, 152 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
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
4.94 out of 5 average rating, 193 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.

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
4.97 out of 5 average rating, 105 reviews

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.

Top Guest favourite
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
4.95 out of 5 average rating, 390 reviews

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.

Top Guest favourite
A sleek lap pool sits next to a glass railing, offering unobstructed views of the Pacific Ocean and a rocky coastline. The calm waters of the pool reflect the sky, while a potted plant adds a touch of greenery to the modern setting.
Guesthouse in Kiama Heights
4.99 out of 5 average rating, 183 reviews

Luxe Kiama Escape – Ocean Views & Lap Pool

Perched on Kiama's stunning coastal escarpment, this private oceanview retreat offers romance, serenity, and front-row whale-watching from your lap pool terrace. Just a short stroll from Kiama's iconic Blowhole, cafes, and coastal walks, it's the ideal couples' escape for luxe comfort and breathtaking water views.

Top Guest favourite
An outdoor lounge area features comfortable seating beside a small pool. The space is surrounded by glass panels and framed by natural greenery. A wooden dining table is situated nearby, offering a blend of relaxation and dining options.
Home in Kangaroo Valley
4.95 out of 5 average rating, 131 reviews

Mike's - A luxurious cabin surrounded by nature

Relax, unwind and immerse in the magical nature of Kangaroo Valley in our chilled, private cabin with two huge verandahs with valley and mountain views. Luxuriate in the sunken outdoor spa under the stars, a heated outdoor shower and a wood burning fireplace.

Popular amenities for Bowral - Mittagong rentals with a pool

When is the best time to visit Bowral - Mittagong?

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Avg. price$639 NZD$631 NZD$634 NZD$600 NZD$629 NZD$632 NZD$496 NZD$612 NZD$562 NZD$671 NZD$711 NZD$935 NZD
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Quick stats about holiday rentals with a pool in Bowral - Mittagong

  • Total holiday rentals

    Explore 30 holiday rentals in Bowral - Mittagong

  • Nightly prices starting at

    Bowral - Mittagong holiday rentals start at $135 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Bowral - Mittagong holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bowral - Mittagong rentals

  • 4.9 Average rating

    Bowral - Mittagong stays are highly rated by guests—averaging 4.9 out of 5!

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