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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Farm stay in Oakdale

5 out of 5 average rating, 3 reviews

Elm lodge farm stay/ Retreat Venue

Experience country living when you stay on the secluded 60acre property of Elm Lodge. From the moment you enter the canopy of the Elms, the wonder of this property is ever present. The charm of Mother Nature rests in amongst the manicured gardens surrounding the 20 year old homestead. Don’t be surprised when you are greeted by the man of the house, Charlie, the sweetest Santa Gertrudis bull and an array of unique furry friends including Harry the peacock. Your experience will be one to remember.

Guest favorite

Home in Narellan

4.97 out of 5 average rating, 33 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.

Guest favorite

Farm stay in Picton

5 out of 5 average rating, 45 reviews

The Farmhouse Pool Studio , The Barn Stormhill

Relaxing at Our Farm Pool Studio with Cosy Winter Open Fire in your room - 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, laze by the 17m pool, stroll through the orchard, immerse yourself in wildlife , soak in a bath, chill by a cozy fire, or stargaze at night. Its your time to breathe deeply & relax

Superhost

Home in Silverdale

4.86 out of 5 average rating, 161 reviews

Somerset Manor Elite Mansion Luxury 5 - Star Stay

Somerset Manor Grandeur Millionaire Lifestyle Home Magnificent Spacious House, Exquisitely Furnished, Luxurious, Fully Equipped as a Home away from Home. Quality Beds -Tempur Mattress (6), Quality Furnishings, 5G Fast Wifi, Netflix, Weekend Getaway, Work Stay, Family Stay, Overseas Stay. Covered entertainment areas, Wood Fireplace, Daikon Air Con, BBQ, Lux Hot Spa - Vortex Hydrotheraphy. 15 mins to Penrith - easy drive to Sydney CBD & the Blue Mountains Brilliant Location to Visit Sydney

Superhost

Cabin in Wedderburn

4.67 out of 5 average rating, 15 reviews

Relax, Revive & Rejuvenate!

Welcome to our enchanting retreat nestled amidst 20 acres of pristine bushland. At our serene Airbnb getaway, we invite you to embark on a journey of relaxation and rejuvenation, enveloped by the natural beauty that surrounds our unique and tranquil getaway. We offer more than just accommodation – we provide an escape from the hustle and bustle of everyday life, a chance to reconnect with nature and/or endulge in a massage, infrared sauna, salt scrub or body wrap at our onsite Wellness Centre.

Guest favorite

Ranch in Oakdale

4.96 out of 5 average rating, 47 reviews

JAMS Lodge - Farm, Pool, Spa, Cinema, Bush and Fun

Want an amazing getaway? Disconnect and unwind! Explore native bushlands and all its treasures from an ancient Aboriginal boundary tree to an oasis of native plants and wildlife, relax by the pool complete with waterfalls and heated spa, enjoy a wine on the deck or a beer by the fire pit while watching the sunset, settle in for a movie in the high end cinema room, play arcade games or feed and pat our mini goats and sheep after collecting the fresh eggs for breakfast from our onsite chickens!

Superhost

Farm stay in Rossmore

4.57 out of 5 average rating, 86 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

Home in Mount Annan

4.82 out of 5 average rating, 152 reviews

Newly 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.

Superhost

Home in Gledswood Hills

5 out of 5 average rating, 3 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.

Superhost

Home in Thirroul

4.81 out of 5 average rating, 32 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.

Guest favorite

Home in Thirlmere

4.96 out of 5 average rating, 23 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.

Superhost

Home in Middleton Grange

4.78 out of 5 average rating, 36 reviews

Entire 5 Bed Serene Sanctuary

This modern, family-oriented holiday house in a peaceful suburb has 4 bedrooms, 2 bathrooms, and a 2-car garage. It features an open floor plan, modern amenities, a covered patio with a private backyard. This holiday house is ideal for families and for those looking for a modern and comfortable place to stay. Check in time: 2.00pm Check out time: 10.00am