Title: Book the Best Hotels with POOL in Southern Highlands in 2026 | 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) ![](https://images.trvl-media.com/place/6049720/863f029a-8f37-4fb8-9617-394065d314b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Apr 1 - Apr 2](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2026-04-01&endDate=2026-04-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 2 - Apr 3](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2026-04-02&endDate=2026-04-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southern Highlands hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/83000000/82830000/82827400/82827390/1f27aed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/83000000/82830000/82827400/82827390/26caa3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/83000000/82830000/82827400/82827390/9df93b60.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 [](https://www.expedia.ca/Bundanoon-Hotels-Osborn-House.h82827390.Hotel-Information) Bundanoon 9.6/10 Exceptional (30 reviews) "Staff were amazing, beautiful property and spa treatment was incredible. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Martin CA $383 CA $421 total includes taxes & fees Apr 27 - Apr 28 [](https://www.expedia.ca/Bundanoon-Hotels-Osborn-House.h82827390.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/910000/902100/902075/fd7549b3.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/adc76eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902100/902075/1d5b8a02.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/f4044328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peppers Manor House [](https://www.expedia.ca/Sutton-Forest-Hotels-Peppers-Manor-House.h902075.Hotel-Information) Sutton Forest 8.6/10 Excellent (670 reviews) "Lovely location, well appointed, clean, fabulous breakfast, great parking" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Nicole CA $173 CA $190 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Sutton-Forest-Hotels-Peppers-Manor-House.h902075.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) ![Front of property](https://images.trvl-media.com/lodging/5000000/4590000/4581000/4580959/70b3e832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/5000000/4590000/4581000/4580959/bf6b1be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4590000/4581000/4580959/cae87dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Robertson Hotel [](https://www.expedia.ca/Robertson-Hotels-The-Robertson-Hotel.h4580959.Hotel-Information) Robertson 8.0/10 Very good (364 reviews) "Very pleasant staff, clean room and spotless fresh bedlinen " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Glenys CA $123 CA $135 total includes taxes & fees Apr 29 - Apr 30 [](https://www.expedia.ca/Robertson-Hotels-The-Robertson-Hotel.h4580959.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/10000000/9630000/9625800/9625735/f1be890a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9630000/9625800/9625735/ef6dee21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9630000/9625800/9625735/a06246dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9630000/9625800/9625735/c24c4f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ardour Milton Park Bowral [](https://www.expedia.ca/Bowral-Hotels-Milton-Park-Country-House-Hotel-Spa.h9625735.Hotel-Information) Bowral 8.0/10 Very good (2 reviews) "All the staff were incredibly friendly, attentive and went out of their way to help. It made our two night stay very special. The room was spotless and the grounds are truly glorious. A brief encounter with another world. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Sara CA $639 CA $702 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Bowral-Hotels-Milton-Park-Country-House-Hotel-Spa.h9625735.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) ![Premium bedding, in-room safe, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14400/14384/c4d5222c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/1000000/20000/14400/14384/3cc19715.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) ### The Sebel Bowral Heritage Park [](https://www.expedia.ca/Bowral-Hotels-The-Sebel-Bowral-Heritage-Park.h14384.Hotel-Information) Bowral 8.8/10 Excellent (282 reviews) "The staff were lovely and room was lovely" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) katrina CA $273 CA $300 total includes taxes & fees Apr 27 - Apr 28 [](https://www.expedia.ca/Bowral-Hotels-The-Sebel-Bowral-Heritage-Park.h14384.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) ![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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83370000/83365100/83365097/ffd8e3e1.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) ### The Hideaway at Sutton Forest Retreat [](https://www.expedia.ca/Sutton-Forest-Hotels-The-Hideaway-At-Sutton-Forest-Retreat-Perfect-Rural-Entertainer-For-Groups-Pool.h83365097.Hotel-Information) Sutton Forest 9.0/10 Wonderful (8 reviews) "Beautiful view and amazing area. The only problem is that the oven doesn’t work which made it difficult for us. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Howra B. CA $1,835 CA $1,835 total includes taxes & fees Apr 6 - Apr 7 [](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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89710000/89707400/89707357/w1920h1078x0y0-d9393564.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/w1920h1077x0y3-72274645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/90000000/89710000/89707400/89707357/79b75979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Burrawang House - luxurious, immaculately presented country retreat [](https://www.expedia.ca/Burrawang-Hotels-Burrawang-House-Nestled-In-Burrawang.h89707357.Hotel-Information) Burrawang 10/10 Exceptional (1 review) "It was so nice to have such an open area to relax in . I loved the kitchen as it was well equipped.I will be rebooking this beautiful place. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Sharon R. CA $3,374 CA $3,374 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Burrawang-Hotels-Burrawang-House-Nestled-In-Burrawang.h89707357.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) ![Interior](https://images.trvl-media.com/lodging/107000000/106450000/106443500/106443489/93b171b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106450000/106443500/106443489/ac4877c6.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) ### The Foldgarth – late Victorian era farmhouse [](https://www.expedia.ca/Bowral-Hotels-The-Foldgarth-Late-Victorian-Era-Farmhouse.h106443489.Hotel-Information) Burradoo 8.0/10 Very good (5 reviews) "The Foldgarth is a beautiful home perfect for a relaxing stay not far from Bowral in a quiet area. The pool was great and the home was fully equipped with everything we needed and so beautifully furnished. Loved it!" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Robert e. CA $1,192 CA $1,192 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Bowral-Hotels-The-Foldgarth-Late-Victorian-Era-Farmhouse.h106443489.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/127000000/126490000/126481600/126481533/5679c69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126490000/126481600/126481533/280e89d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/127000000/126490000/126481600/126481533/592c5b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/127000000/126490000/126481600/126481533/0f74afb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chateau Bowral – Luxury Southern Highlands Estate with Poolhouse [](https://www.expedia.ca/Bowral-Hotels-Chateau-Bowral-Grand-French-Country-Estate-With-Pool-And-Vineyard-Views.h126481533.Hotel-Information) Bowral CA $2,423 CA $2,423 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Bowral-Hotels-Chateau-Bowral-Grand-French-Country-Estate-With-Pool-And-Vineyard-Views.h126481533.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99460000/99456600/99456531/40b2b68c.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/100000000/99460000/99456600/99456531/9b746c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, offices](https://images.trvl-media.com/lodging/100000000/99460000/99456600/99456531/76bdcd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, offices](https://images.trvl-media.com/lodging/100000000/99460000/99456600/99456531/0a479524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Soho House – Charming poolside escape [](https://www.expedia.ca/Bowral-Hotels-Soho-House-Charming-Poolside-Escape.h99456531.Hotel-Information) Bowral 8.6/10 Excellent (4 reviews) "Great place awesome amenities great location. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Chris C. CA $1,556 CA $1,556 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Bowral-Hotels-Soho-House-Charming-Poolside-Escape.h99456531.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=2026-04-15&endDate=2026-04-16®ionId=6049720&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Southern Highlands Breakfast included 4 stars 5 stars Hot tub Spa ## Top Southern Highlands Hotel Reviews ![Berrima Bakehouse Motel](https://images.trvl-media.com/lodging/8000000/7830000/7820900/7820820/87243639_y.jpg) ### Berrima Bakehouse Motel 10/10 Excellent "Perfect location, just park the car and walk to all the local venues. Room was clean and fully supplied with everything you could need. The staff were super friendly and nothing was too much trouble. Highly recommend The Bakehouse Motel." [](https://expedia.ca/Bowral-Hotels-Berrima-Bakehouse-Motel.h7820820.Hotel-Information) ![Peppers Craigieburn](https://images.trvl-media.com/lodging/4000000/3020000/3016400/3016322/10e133f2_y.jpg) ### Peppers Craigieburn 6/10 Okay "Room was very small with creaky floors and very noisy overall. Elm balcony room has a shared balcony which wasn’t specified so I had people talking and hanging outside my room and could see inside my room. This is expensive hotel and I would have expected better rooms but given it’s and old building I guess that’s too be expected. Overpriced for what it is. Staff and service were excellent so that was positive. " [](https://expedia.ca/Bowral-Hotels-Peppers-Craigieburn.h3016322.Hotel-Information) ![Novotel Wollongong Northbeach](https://images.trvl-media.com/lodging/1000000/20000/13400/13368/d01b416b_y.jpg) ### Novotel Wollongong Northbeach 4/10 Poor "I found it very expensive for what it was. Contacting the site was difficult and not even a bottle of fresh water to drink on arrival. " [](https://expedia.ca/Wollongong-Hotels-Novotel-Wollongong-Northbeach.h13368.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 "Good place " [](https://expedia.ca/Bowral-Hotels-Gibraltar-Hotel-Bowral.h9629573.Hotel-Information) ![Wollongong Surf Leisure Resort](https://images.trvl-media.com/lodging/9000000/8690000/8689900/8689895/07443ec0_y.jpg) ### Wollongong Surf Leisure Resort 10/10 Excellent "Bed was too firm for me else all perfect" [](https://expedia.ca/Wollongong-Hotels-Wollongong-Surf-Leisure-Resort.h8689895.Hotel-Information) ![Sage Hotel Wollongong](https://images.trvl-media.com/lodging/4000000/3880000/3872800/3872770/f2307892_y.jpg) ### Sage Hotel Wollongong 8/10 Good "Good twin room. Clean and spacious. Window view of beach and golf course. Lucked out with car park space outside the hotel for free. Hotel does its own for $25 or in the WIN Stadium car park. You can also park on the side streets before and after 7 for free." [](https://expedia.ca/Wollongong-Hotels-Sage-Hotel-Wollongong.h3872770.Hotel-Information) ![Berida Hotel](https://images.trvl-media.com/lodging/5000000/4670000/4669900/4669867/82fbed1b_y.jpg) ### Berida Hotel 8/10 Good "Excellent location, spacious room and comfortable bed. I was on the ground floor opposite the conference room which was being used, it was very noisy especially early in the morning. Limited room service was a bit disappointing but there is a restaurant onsite. Hotel is very dark with a medieval theme. Bit outdated and could use a refresh. Otherwise nice place to stay that is very convenient. " [](https://expedia.ca/Bowral-Hotels-Berida-Hotel.h4669867.Hotel-Information) ![The Dormie House - On The Golf Course](https://images.trvl-media.com/lodging/10000000/9630000/9629800/9629793/a9c508bb_y.jpg) ### The Dormie House - On The Golf Course 4/10 Poor "Not value " [](https://expedia.ca/Bowral-Hotels-The-Dormie-House-On-The-Golf-Course.h9629793.Hotel-Information) ![Bundanoon Hotel](https://images.trvl-media.com/lodging/17000000/16250000/16242500/16242477/0665cf5c_y.jpg) ### Bundanoon Hotel 8/10 Good "We took room with an ensuite. While they're very small, it does the job. There is no a/C which we knew about, but thankfully it was a cool night or it'd be very hot. Winter has heating. Now, if you can sleep through trains, yep more than one at night, then definitely stay here. It's a great old style Scottish themed pub, yes it's creaky and like a rabbit warren finding rooms (not that hard, good signage) and the food was very good. Great price and worth the visit." 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