Title: Book the Best Hotels with POOL in Caledon in 2026 | Expedia.ca [Caledon Travel Guide](https://expedia.ca/Caledon.dx6056357)[Hotels in Caledon](https://expedia.ca/Caledon-Hotels.d6056357.Travel-Guide-Hotels)[Vacation Rentals in Caledon](https://expedia.ca/Caledon-Vacation-Rentals.d6056357.Travel-Guide-VacationRentals)[Flights to Caledon](https://expedia.ca/Cheap-Flights-To-Caledon.d6056357.Travel-Guide-Flights)[Things to do in Caledon](https://expedia.ca/Things-To-Do-In-Caledon.d6056357.Travel-Guide-Activities)[Caledon Car Rentals](https://expedia.ca/Car-Rentals-In-Caledon.d6056357.Car-Rental-Guide)[Caledon Vacation Packages](https://expedia.ca/Caledon.d6056357.Destination-Travel-Guides) ![Caledon which includes a small town or village, a park and a pond](https://images.trvl-media.com/place/6056357/7aa84393-bbdf-479f-b204-412241fd28db.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by South African Tourism # Find Hotels with a Pool in Caledon from CA $87 - ![](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 Caledon Hotels with a Pool Tonight [Jan 11 - Jan 12](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2026-01-11&endDate=2026-01-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 12 - Jan 13](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2026-01-12&endDate=2026-01-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Caledon hotels with a pool ![Hot springs](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765309/4561ae06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765309/c2925ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765309/3cbc42c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765309/91d631c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Caledon Hotel & Spa [](https://www.expedia.ca/Caledon-Hotels-The-Caledon-Hotel-Spa.h1765309.Hotel-Information) Caledon 7.2/10 Good (5 reviews) "Value for money for a overnight stay" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Seraven CA $142 CA $166 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Caledon-Hotels-The-Caledon-Hotel-Spa.h1765309.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6550000/6549300/6549289/0aff167f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/7000000/6550000/6549300/6549289/6c93476b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/7000000/6550000/6549300/6549289/e3485ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Four Sleeper](https://images.trvl-media.com/lodging/7000000/6550000/6549300/6549289/edb9443a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Athenian Villa [](https://www.expedia.ca/Caledon-Hotels-Athenian-Villa.h6549289.Hotel-Information) Caledon 7.6/10 Good (27 reviews) "Such a nice host! Very cozy and cute place😊" ![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg) Simen [](https://www.expedia.ca/Caledon-Hotels-Athenian-Villa.h6549289.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115996000/115995960/4f90b78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/116000000/116000000/115996000/115995960/c0f439fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115996000/115995960/b2e5b1e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room, Balcony](https://images.trvl-media.com/lodging/116000000/116000000/115996000/115995960/8d4e19f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kelkiewyn Guesthouse Caledon [](https://www.expedia.ca/Caledon-Hotels-Kelkiewyn-Guesthouse-Caledon.h115995960.Hotel-Information) Caledon CA $76 CA $87 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Caledon-Hotels-Kelkiewyn-Guesthouse-Caledon.h115995960.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/14000000/13130000/13128700/13128610/5fb93ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/14000000/13130000/13128700/13128610/87e45cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/14000000/13130000/13128700/13128610/975f09ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free English breakfast](https://images.trvl-media.com/lodging/14000000/13130000/13128700/13128610/b5249e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Chad Luxury Guesthouse [](https://www.expedia.ca/Kleinmond-Hotels-Villa-Chad.h13128610.Hotel-Information) Kleinmond 10/10 Exceptional (16 reviews) "Very comfortable place. Well maintained, clean. Room cleaned everyday" ![South Africa](https://a.travel-assets.com/egds/marks/flags/za.svg) Anonymous traveller CA $221 CA $221 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Kleinmond-Hotels-Villa-Chad.h13128610.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10540000/10537200/10537167/75b5c2d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10540000/10537200/10537167/86df3922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/11000000/10540000/10537200/10537167/31d7640c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10540000/10537200/10537167/1288e9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endless Vineyards at Wildekrans Wine Estate [](https://www.expedia.ca/Bot-River-Hotels-Endless-Vineyards-Wildekrans-Wine-Estate.h10537167.Hotel-Information) Bot River 9.0/10 Wonderful (12 reviews) "amazing breakfast and a super cozy bed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JULIAN CA $175 CA $201 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Bot-River-Hotels-Endless-Vineyards-Wildekrans-Wine-Estate.h10537167.Hotel-Information) ![Pool Suite at the Villa | View from room](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/6229c3a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Walker Bay Suite, 1st floor in the Villa | Balcony view](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/252b1300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Walker Bay Suite, 1st floor in the Villa](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/082d2752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool Suite at the Villa | Balcony](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/c687c190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whale Rock Luxury Lodge [](https://www.expedia.ca/Hermanus-Hotels-Whale-Rock-Luxury-Lodge.h9341374.Hotel-Information) Westcliff 9.6/10 Exceptional (108 reviews) "A great place to stay in Hermanous, beatifully maintained on both the inside and outside. Staff were exceptionally helpful." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lauren CA $185 CA $214 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Hermanus-Hotels-Whale-Rock-Luxury-Lodge.h9341374.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98540000/98537300/98537298/7d261d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/99000000/98540000/98537300/98537298/575c46a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Suite](https://images.trvl-media.com/lodging/99000000/98540000/98537300/98537298/f820e766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/99000000/98540000/98537300/98537298/61d5f490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glow Boutique Suites [](https://www.expedia.ca/Hermanus-Hotels-Glow-Boutique-Suites.h98537298.Hotel-Information) Hermanus 9.8/10 Exceptional (11 reviews) "An amazing property with wonderful hosts." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) John [](https://www.expedia.ca/Hermanus-Hotels-Glow-Boutique-Suites.h98537298.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/700000/696100/696005/6f92aaf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/696100/696005/74b76689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite with Lagoon View | Bathroom](https://images.trvl-media.com/lodging/1000000/700000/696100/696005/222518e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/696100/696005/465be3d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arabella Hotel Golf & Spa [](https://www.expedia.ca/Kleinmond-Hotels-Arabella-Hotel-Golf-Spa.h696005.Hotel-Information) Kleinmond 8.4/10 Very good (272 reviews) "Great Hotel with a very interesting golf course" ![Switzerland](https://a.travel-assets.com/egds/marks/flags/ch.svg) Anonymous traveller CA $244 CA $281 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Kleinmond-Hotels-Arabella-Hotel-Golf-Spa.h696005.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/7aa2a8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/4b69d416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/c744e639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/fc492052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hermanus Lodge on the Green [](https://www.expedia.ca/Hermanus-Hotels-Hermanus-Lodge-On-The-Green.h12015190.Hotel-Information) Hermanus 9.2/10 Wonderful (76 reviews) "On the golf club green, excellent breakfast and a very homely feel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Riccardo CA $131 CA $151 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Hermanus-Hotels-Hermanus-Lodge-On-The-Green.h12015190.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4480000/4478600/4478506/4a887b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4480000/4478600/4478506/43275f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Sea Facing Twin | View from room](https://images.trvl-media.com/lodging/5000000/4480000/4478600/4478506/a8c8923c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4480000/4478600/4478506/63a6d32e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Schulphoek House [](https://www.expedia.ca/Hermanus-Hotels-Schulphoek-House.h4478506.Hotel-Information) Hermanus 9.0/10 Wonderful (44 reviews) "It’s a beautiful guesthouse with a scenic view of the ocean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samie CA $277 CA $319 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Hermanus-Hotels-Schulphoek-House.h4478506.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=2026-01-25&endDate=2026-01-26®ionId=6056357&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Caledon Hotel Reviews ![Misty Waves Boutique Hotel](https://images.trvl-media.com/lodging/2000000/1490000/1489700/1489634/b9330fe8_y.jpg) ### Misty Waves Boutique Hotel 10/10 Excellent "We had a really pleasant stay at this hotel. The staff were friendly and welcoming, the room was clean and comfortable, and the overall atmosphere was relaxed. The location is also very convenient, making it easy to get around. We felt well taken care of and would happily stay here again." [](https://expedia.ca/Hermanus-Hotels-Misty-Waves-Boutique-Hotel.h1489634.Hotel-Information) ![The Caledon Hotel & Spa](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765309/c2925ef2_y.jpg) ### The Caledon Hotel & Spa 10/10 Excellent "Value for money for a overnight stay" [](https://expedia.ca/Caledon-Hotels-The-Caledon-Hotel-Spa.h1765309.Hotel-Information) ![The Marine Hermanus](https://images.trvl-media.com/lodging/1000000/490000/487300/487239/73c48ec9_y.jpg) ### The Marine Hermanus 10/10 Excellent "Exceptional staff, beautiful hotel, amazing attention to detail- the flowers throughout the hotel were stunning- and the views perfect. A truly special place." [](https://expedia.ca/Hermanus-Hotels-The-Marine-Hermanus.h487239.Hotel-Information) ![Hermanus Boutique Guest House](https://images.trvl-media.com/lodging/13000000/12300000/12294600/12294566/268b3152_y.jpg) ### Hermanus Boutique Guest House 10/10 Excellent "This guest house was an absolute gem. Perfectly located with large rooms and excellent service. We were very impressed " [](https://expedia.ca/Hermanus-Hotels-Hermanus-Boutique-Guest-House.h12294566.Hotel-Information) ![Harbour House Hotel](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605854/c9432698_y.jpg) ### Harbour House Hotel 10/10 Excellent "Great central location and immaculate hotel with views" [](https://expedia.ca/Hermanus-Hotels-Harbour-House-Hotel.h3605854.Hotel-Information) ![Whale Rock Luxury Lodge](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/bd81723b_y.jpg) ### Whale Rock Luxury Lodge 10/10 Excellent "A great place to stay in Hermanous, beatifully maintained on both the inside and outside. Staff were exceptionally helpful." [](https://expedia.ca/Hermanus-Hotels-Whale-Rock-Luxury-Lodge.h9341374.Hotel-Information) ![6 Stemmet Lodge](https://images.trvl-media.com/lodging/18000000/17680000/17675900/17675858/1819b68e_y.jpg) ### 6 Stemmet Lodge 10/10 Excellent "Well located, excellent staff, nice room. Well worth a return." [](https://expedia.ca/Hermanus-Hotels-6-Stemmet-Lodge.h17675858.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Caledon with outdoor pools? > In addition to the pool, the Athenian Villa offers convenient amenities such as free WiFi, free self-parking, and options for garage and off-street parking. These thoughtful features ensure that your family can enjoy a straightforward experience while exploring the beautiful surroundings of Caledon. ### How much does a hotel with outdoor pool in Caledon cost? ### Is it cheaper to book flights and a hotel in Caledon as a package? ### How can I save on a hotel in Caledon with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [1 Star Hotels in Whale Coast ](https://www.expedia.ca/1Star-Whale-Coast-Hotels.s10-0-d553248635975749502.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Whale Coast ](https://www.expedia.ca/4Star-Whale-Coast-Hotels.s40-0-d553248635975749502.Travel-Guide-Filter-Hotels) - [Hotels near Bot River Estuary ](https://www.expedia.ca/Bot-River-Estuary-Hotels.0-l6162916-0.Travel-Guide-Filter-Hotels) - [Bot River Hotels ](https://www.expedia.ca/Bot-River-Hotels.d6273538.Travel-Guide-Hotels) - [Family Hotels in Cape Winelands ](https://www.expedia.ca/Cape-Winelands-Hotels-Family-Hotel.0-0-d6051525-tFamilyHotel.Travel-Guide-Filter-Hotels) - 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