Vacation rentals with a pool in Wollondilly Shire Council

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wollondilly Shire Council

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

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Guest favorite

A spacious bedroom features a large bed covered with a textured white blanket. Nightstands with lamps are positioned on either side, complemented by decorative greenery. Air conditioning is mounted above, while a small set of hooks on the wall provides additional storage.

Home in Narellan

4.97 out of 5 average rating, 35 reviews

King Bed, POOL, Family fun, Deck, Rustic

Beautiful rustic family home with character for large groups centrally located close to Camden/Mt Annan! - Air-con - Front porch - Saltwater pool + hammock - Kids' entertainment - 65" 4k TV - Sunroom, Rumpus, Lounge - Rustic-farmhouse / Aussie bush decor - Fire pit - Desks x4 - Close to amenities - Private flat driveway, plenty parking, gated carport Local attractions: historic Camden, Mt Annan Botanic Gardens + more. Walk to Narellan TownCentre, 4 parks, cinema, library, golf. 1hr to Sydney.

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Home in Thirroul

4.8 out of 5 average rating, 51 reviews

Spectacular Thirroul Home, Pool Spa Home Theatre

A masterpiece of Moroccan inspired design this multilevel home is truly unique. It is an oasis like no other, private balconies off most rooms, with a luxe relaxed ambience. The home boasts light filled living spaces, new chefs kitchen with everything you could possibly need for a wonderful holiday or a weekend getaway. Lots of separate areas for your group, including a separate TV room as well as our huge movie theater room/ games room with a state of the art projector. The property is amazing.

Superhost

A spacious foyer features a vibrant area rug with intricate patterns, complemented by decorative furniture. Large glass doors provide views into the adjoining living spaces, which are illuminated by natural light. Exposed brick walls enhance the welcoming ambiance of the entryway.

Home in Silverdale

4.86 out of 5 average rating, 167 reviews

Somerset Manor Grand Mansion Luxury 5 - Star Stay

Somerset Manor Grandeur Millionaire Lifestyle Home Spacious, Exquisitely Furnished, Luxurious, Fully Equipped as a Home away from Home. Quality Beds -Tempur Mattress, Quality Furnishings, 5G Fast Wifi, Netflix, 15 minutes Drive to Penrith, Base of Blue Mountains, Work Stay, Family Stay, Overseas Stay. Covered entertainment areas, Wood Fireplace, Daikon Air Con, BBQ, Hot Spa - Vortex Hydrotheraphy. Easy drive to Sydney CBD & Blue Mountains, Brilliant Location to Visit Sydney. High Value AirBNB

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Farm stay in Rossmore

4.58 out of 5 average rating, 92 reviews

Luxury Farm Getaway

A luxurious historic retreat in Liverpool city Rossmore NSW This home is truly unique built in 1860 with 5BR/3K/1QB/2SB/13S+5Dsofa beds Fully furnished inside out on 6 acreas of farmsurroundings to accomadate for up to 33guests. All you need for your stay with Kitchen Appliances ( Coffee machine/Toaster Kettle/Outdoor BBQ /Comfy beds/Fresh Linen & Towels/ TV/ Laundry for Washing & Drying / Air Con Free WIFI Pleasure to host your stay for any occasion and book your ultimate experience now

Guest favorite

A refreshing swimming pool is set within a landscaped outdoor area, surrounded by a low wooden fence and natural greenery. Sunlight reflects off the water's surface, creating a vibrant blue hue, while a spacious lawn offers additional space for relaxation.

Home in Mount Annan

4.84 out of 5 average rating, 172 reviews

Renovated, Large Open Plan House with Pool

* Separate Study * 4 bedrooms with built in wardrobes * 2 brand new bathrooms * 2 large living areas * Modern Kitchen/Laundry * Outdoor entertainment area * Swimming pool * Ducted Air-conditioning Looking for a home away from home, business or a family needing short stay accommodation with convenient facilities for the kids, this location is fantastic. STRICTLY No PARTIES- Noise complaints are taken seriously and not tolerated by myself or the Neighbours as this is a family neighbourhood.

Guest favorite

An outdoor space is depicted, featuring a refreshing pool surrounded by a glass barrier. The landscaped area includes artificial grass, a modern seating arrangement, and a fire pit. Lush green plants are arranged along the perimeter, enhancing the tranquil ambiance.

Home in Gledswood Hills

5 out of 5 average rating, 8 reviews

Luxury Stay with Heated Pool 8 guests 4 Beds

This unique place has a style all its own. Experience the epitome of luxury and comfort at this stunning brand new Hampton-style designer house in Gladeswood Hills! 🌟🏡 With 4 bedrooms and 4 double beds, it's the perfect haven for up to 8 guests seeking a touch of elegance. Indulge in the finer things in life as you immerse yourself in designer furniture from CoCo Republic, adding a sophisticated touch to your stay. ✨ This spacious retreat offers a tranquil escape in a quiet neighborhood.

Top guest favorite

Farm stay in Picton

4.98 out of 5 average rating, 62 reviews

The Farmhouse Pool Studio , The Barn Stormhill

Relaxing at Our Farm Pool Studio - lazy by your private 17 mtr infinity pool . Luxury is like entering a serene haven where indulgence meets tranquility. Nestled outside of Picton NSW. Just 1 hour from Sydney, it invites you to wake up to stunning sunrises in a comfy king-sized bed, savour breakfast from local produce, stroll through the orchard, immerse yourself in wildlife , soak in a bath, chill by a cozy fire in winter or stargaze at night. Its your time to breathe deeply & relax

Superhost

The exterior of the home includes a sparkling swimming pool surrounded by a stone patio and landscaped foliage. The two-story structure features large glass doors leading to the interior living spaces, with a balcony above offering additional outdoor enjoyment.

Home in Thirroul

4.74 out of 5 average rating, 34 reviews

The Birdhouse in Thirroul

This stunning home is a delight, perfect for relaxing family holidays, nestled on the edge of Thirrouls escarpment only a short drive to Thirroul Village and Beach. Entertain the kids in the pool or on the play equipment. Containing a fully equipped kitchen, spacious open plan dining, living and outdoor areas. Sleeping 10 guests in 5 bedrooms including a large open plan master with ensuite. Take in the serenity of the bush and checkout the local bird life. Bed linen and towels provided.

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Farm stay in Theresa Park

4.72 out of 5 average rating, 25 reviews

2 Bedroom Unit in the Australian Countryside

Large private apartment with a kitchen and bathroom on a 20 acre hobby hobby farm. King bed, Starlink internet, big desk, giant indoor pool (available 10am-4pm) Plenty of clothes storage, closet and tallboy. 2nd room adjoining main room for bookings of 3-4 people. This isn't a brand new renovated for profit airbnb or a hotel. This is a separate area in our family home. You share the entrance to the home with us. There are sheep, baby cows, goats, dogs, chickens and quails here.

Top guest favorite

A charming cottage exterior is shown, featuring a natural brick façade and a light-colored roof. Large windows allow natural light to enter, while a vibrant tree with purple flowers stands nearby, surrounded by greenery. A gravel driveway leads up to the entrance.

Home in Thirlmere

4.93 out of 5 average rating, 27 reviews

Entire Camellia Cottage Pet Friendly

Your hosts are Matthew & Lavinia who love hosting guests on their property. You will have this entire cottage to yourselves. **Please note this property is pet friendly however only 1 pet is allowed to stay and they can't be left alone at any time (No Cats). Thank you** The cosy cottage has 3 bedrooms all with queen size beds and 2 bathrooms on 5 acres of farmland. We grow fruit trees, herbs, vegetables with loads of ornamental flowers/trees.

Top guest favorite

The outdoor area features a saltwater pool surrounded by a stone patio. A deck area with seating is visible, providing a space for relaxation. Lush greenery and trees can be seen in the background, offering a sense of privacy and tranquility.

Home in Camden

4.97 out of 5 average rating, 33 reviews

Charming country cottage

This hidden 4-bedroom cottage in Camden is a private oasis with scenic gardens, a large deck, a saltwater pool, and nearby river tracks. It offers a peaceful escape to a historic town, making it perfect for relaxation and outdoor adventures. The fully equipped kitchen and unique succulent garden add extra charm.