Title: Book the Best Hotels with POOL in Southern Highlands in 2025 | Expedia.ca [Southern Highlands Travel Guide](https://expedia.ca/Southern-Highlands.dx6049720)[Hotels in Southern Highlands](https://expedia.ca/Southern-Highlands-Hotels.d6049720.Travel-Guide-Hotels)[Vacation Rentals in Southern Highlands](https://expedia.ca/Southern-Highlands-Vacation-Rentals.d6049720.Travel-Guide-VacationRentals)[Flights to Southern Highlands](https://expedia.ca/Cheap-Flights-To-Southern-Highlands.d6049720.Travel-Guide-Flights)[Things to do in Southern Highlands](https://expedia.ca/Things-To-Do-In-Southern-Highlands.d6049720.Travel-Guide-Activities)[Southern Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Highlands.d6049720.Car-Rental-Guide)[Southern Highlands Vacation Packages](https://expedia.ca/Southern-Highlands.d6049720.Destination-Travel-Guides) ![Shutterstock](https://images.trvl-media.com/place/6049720/863f029a-8f37-4fb8-9617-394065d314b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Southern Highlands from CA $143 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southern Highlands Hotels with a Pool Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-11-22&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southern Highlands Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/910000/902100/902075/b8fba7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/910000/902100/902075/c2b165ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, international cuisine](https://images.trvl-media.com/lodging/1000000/910000/902100/902075/c112fada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/910000/902100/902075/7c4eb5dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peppers Manor House Sutton Forest 8.6/10 Excellent (646) "Room was spotless, staff friendly and breakfast was lovely. My only suggestion would be almond or soy milk for the coffee machine. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Sue CA $173 CA $190 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Sutton-Forest-Hotels-Peppers-Manor-House.h902075.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/83000000/82830000/82827400/82827390/1f27aed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Garden Terrace | Living area](https://images.trvl-media.com/lodging/83000000/82830000/82827400/82827390/8fd7f46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/83000000/82830000/82827400/82827390/fac309a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Forest Lodge](https://images.trvl-media.com/lodging/83000000/82830000/82827400/82827390/64e9d4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osborn House Bundanoon 10/10 Exceptional (27) "Great service and friendly staff" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Jan CA $408 CA $449 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Bundanoon-Hotels-Osborn-House.h82827390.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4590000/4581000/4580959/486e8706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/5000000/4590000/4581000/4580959/e73d0a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4590000/4581000/4580959/61c1c3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/5000000/4590000/4581000/4580959/60ee7891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Robertson Hotel Robertson 7.8/10 Good (348) "Lovely heritage feel steeped in the history of the area." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) James CA $129 CA $143 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Robertson-Hotels-The-Robertson-Hotel.h4580959.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14400/14384/7ff05f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/14400/14384/0b787479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/1000000/20000/14400/14384/94115c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, soundproofing](https://images.trvl-media.com/lodging/1000000/20000/14400/14384/4043a80b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sebel Bowral Heritage Park Bowral 8.8/10 Excellent (280) "Very enjoyable stay" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) John CA $180 CA $198 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Bowral-Hotels-The-Sebel-Bowral-Heritage-Park.h14384.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/105000000/104300000/104299900/104299822/0ad1329c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104300000/104299900/104299822/77f51c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104300000/104299900/104299822/2524a28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104300000/104299900/104299822/d9770d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackwood Manor Retreat - unforgettable moments for large families or groups. Willow Vale 10/10 Exceptional (3) "Perfect for our large family for wedding preparation. Enough seperate and communal spaces for the bridal party to get ready in the annexe and aunties in the manor.Beautiful property." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Sonia I. CA $3,154 CA $3,154 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Mittagong-Hotels-Blackwood-Manor-Retreat-Unforgettable-Moments-For-Large-Families-Or-Groups.h104299822.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83370000/83365100/83365097/f8ba6afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83370000/83365100/83365097/18fadfdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83370000/83365100/83365097/6d4c7403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/84000000/83370000/83365100/83365097/007a70ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway at Sutton Forest Retreat Sutton Forest 9.0/10 Wonderful (7) "We had a lovely stay at the Hideaway for a work offsite event, the house was big enough to comfortable sleep everyone, lots of living space that was clean and warm and the house was well stocked and had so many things for us to do to keep busy, it provided a wonderful weekend for us all! " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Monique H. CA $1,753 CA $1,753 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Sutton-Forest-Hotels-The-Hideaway-At-Sutton-Forest-Retreat-Perfect-Rural-Entertainer-For-Groups-Pool.h83365097.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89710000/89707400/89707357/w1918h1080x0y0-4492e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89710000/89707400/89707357/w1920h1077x0y3-2164fb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89707400/89707357/a00351f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/90000000/89710000/89707400/89707357/w1920h1077x0y3-a3454726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Burrawang House - luxurious, immaculately presented country retreat Burrawang CA $3,222 CA $3,222 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Burrawang-Hotels-Burrawang-House-Nestled-In-Burrawang.h89707357.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/100000000/99460000/99456600/99456531/523ac767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, offices](https://images.trvl-media.com/lodging/100000000/99460000/99456600/99456531/a8e74535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99460000/99456600/99456531/819c0736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99460000/99456600/99456531/feca3ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Soho House – Charming poolside escape Bowral 8.0/10 Very good (2) "Such a lovely house in a quiet neighbourhood. Very well equipped and homely. Was pleasantly surprised to find a very well laid out study as I had to work while away. Thanks for letting us stay. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Jacky H. CA $1,483 CA $1,483 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Bowral-Hotels-Soho-House-Charming-Poolside-Escape.h99456531.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103720000/103710500/103710419/17debef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103720000/103710500/103710419/905783e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103720000/103710500/103710419/4b52731b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/104000000/103720000/103710500/103710419/8ca9e0c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Satinwood – classic & central hideaway Bundanoon 9.6/10 Exceptional (4) "Great location and warm and open house, made for a relaxing stay." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Mike G. CA $1,198 CA $1,198 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Bundanoon-Hotels-Satinwood-Classic-Central-Hideaway.h103710419.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106450000/106443500/106443489/4871f921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106450000/106443500/106443489/e442e51e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106450000/106443500/106443489/10082942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106450000/106443500/106443489/865ee25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Foldgarth – late Victorian era farmhouse Burradoo 7.6/10 Good (4) "Very cosy well presented older cottage with lots of room for multiple couples. And dog friendly " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Garry W. CA $1,133 CA $1,133 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Bowral-Hotels-The-Foldgarth-Late-Victorian-Era-Farmhouse.h106443489.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06®ionId=6049720&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6049720) ## Top Southern Highlands Hotel Reviews ![Sage Hotel Wollongong](https://images.trvl-media.com/lodging/4000000/3880000/3872800/3872770/4f5f8677_y.jpg) ### Sage Hotel Wollongong 10/10 Excellent "." [](https://expedia.ca/Wollongong-Hotels-Sage-Hotel-Wollongong.h3872770.Hotel-Information) ![Novotel Wollongong Northbeach](https://images.trvl-media.com/lodging/1000000/20000/13400/13368/fd2adde2_y.jpg) ### Novotel Wollongong Northbeach 10/10 Excellent "The room was amazing with an amazing view loved it so much " [](https://expedia.ca/Wollongong-Hotels-Novotel-Wollongong-Northbeach.h13368.Hotel-Information) ![Pleasant Way River Lodge](https://images.trvl-media.com/lodging/1000000/520000/519100/519100/16f5315d_y.jpg) ### Pleasant Way River Lodge 10/10 Excellent "Car park noise was a bit annoying " [](https://expedia.ca/Nowra-Hotels-Pleasant-Way-River-Lodge.h519100.Hotel-Information) ![Parkhaven](https://images.trvl-media.com/lodging/10000000/9630000/9625400/9625356/40f01d06_y.jpg) ### Parkhaven 10/10 Excellent "Our unit had direct access to the carpark and we could park right outside our door." [](https://expedia.ca/Nowra-Hotels-Parkhaven.h9625356.Hotel-Information) ![Park Proxi Gibraltar Bowral](https://images.trvl-media.com/lodging/10000000/9630000/9629600/9629573/44a702bf_y.jpg) ### Park Proxi Gibraltar Bowral 10/10 Excellent "Perfect" [](https://expedia.ca/Bowral-Hotels-Gibraltar-Hotel-Bowral.h9629573.Hotel-Information) ![Berrima Bakehouse Motel](https://images.trvl-media.com/lodging/8000000/7830000/7820900/7820820/e4cbca7b_y.jpg) ### Berrima Bakehouse Motel 10/10 Excellent "Yes " [](https://expedia.ca/Bowral-Hotels-Berrima-Bakehouse-Motel.h7820820.Hotel-Information) ![Park Ridge Retreat](https://images.trvl-media.com/lodging/7000000/7000000/6991100/6991062/9633fb06_y.jpg) ### Park Ridge Retreat 10/10 Excellent "Everything was excellent " [](https://expedia.ca/Gerringong-Hotels-Park-Ridge-Retreat.h6991062.Hotel-Information) ![Nightcap at Archer Hotel](https://images.trvl-media.com/lodging/4000000/3950000/3941400/3941342/450709c2_y.jpg) ### Nightcap at Archer Hotel 10/10 Excellent "Great breakfast. Lovely bed. Pool was out of order" [](https://expedia.ca/Nowra-Hotels-Nightcap-At-Archer-Hotel.h3941342.Hotel-Information) ![Peppers Craigieburn](https://images.trvl-media.com/lodging/4000000/3020000/3016400/3016322/0c6a8059_y.jpg) ### Peppers Craigieburn 10/10 Excellent "Beautiful property and fantastic restaurant. Our dinner was amazing! 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[Visit Burradoo](https://www.expedia.ca/Bowral-Burradoo.dx6131999) - [Visit Bowral](https://www.expedia.ca/Bowral.dx180370) - [Visit Fitzroy Falls](https://www.expedia.ca/Fitzroy-Falls.dx6219428) - [Visit Kangaroo Valley](https://www.expedia.ca/Kangaroo-Valley.dx6157953) - [Visit Mittagong](https://www.expedia.ca/Mittagong.dx12017) - [Sutton Forest Vacations](https://www.expedia.ca/Sutton-Forest.d6154698.Destination-Travel-Guides) - [Visit Sutton Forest](https://www.expedia.ca/Sutton-Forest.dx6154698) - [Visit Yerrinbool](https://www.expedia.ca/Yerrinbool.dx3000359401) - [Car rental Avon](https://www.expedia.ca/Car-Rentals-In-Avon.d553248634380754154.Car-Rental-Guide) - [Car rental Exeter](https://www.expedia.ca/Car-Rentals-In-Exeter.d3000410099.Car-Rental-Guide) - [Car rental Medway](https://www.expedia.ca/Car-Rentals-In-Medway.d553248634374374167.Car-Rental-Guide) - [Car rental Robertson](https://www.expedia.ca/Car-Rentals-In-Robertson.d6343844.Car-Rental-Guide) - [Mittagong Vacation Rentals](https://www.expedia.ca/Mittagong-Vacation-Rentals.d12017.Travel-Guide-VacationRentals) - [Things to do in Bowral](https://www.expedia.ca/Things-To-Do-In-Bowral.d180370.Travel-Guide-Activities) - [Things to do in Kangaroo Valley](https://www.expedia.ca/Things-To-Do-In-Kangaroo-Valley.d6157953.Travel-Guide-Activities) - [Book Hotels with a Pool in Southern Highlands on Expedia.com.au](https://www.expedia.com.au/Southern-Highlands-Hotels-Hotels-With-Pool.0-0-d6049720-tHotelswithPool.Travel-Guide-Filter-Hotels)