Title: Book the Best Hotels with POOL in Caledon in 2025 | 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 $94 - ![](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 [Nov 26 - Nov 27](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2025-11-26&endDate=2025-11-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2025-11-27&endDate=2025-11-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6056357&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Caledon Hotels with a Pool ![Hot springs](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765309/f9205a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765309/c5b265a1.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) ### The Caledon Hotel & Spa Caledon 6.8/10 (3) "D" ![South Korea](https://a.travel-assets.com/egds/marks/flags/kr.svg) Won Woong CA $132 CA $155 total includes taxes & fees Dec 7 - Dec 8 [](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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/7000000/6550000/6549300/6549289/d621ae5a.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/7000000/6550000/6549300/6549289/9d0e3ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Athenian Villa Caledon 7.6/10 Good (27) "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) ![Family Suite, Patio, Courtyard View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/116000000/115996000/115995960/f6c639df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 1 Bedroom, Balcony, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/116000000/115996000/115995960/92acb4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily English breakfast (ZAR 125 per person)](https://images.trvl-media.com/lodging/116000000/116000000/115996000/115995960/ebf0a9ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kelkiewyn Guesthouse Caledon Caledon CA $82 CA $94 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Caledon-Hotels-Kelkiewyn-Guesthouse-Caledon.h115995960.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45970000/45967300/45967273/fa7ebfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mountain view](https://images.trvl-media.com/lodging/46000000/45970000/45967300/45967273/4909d0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/46000000/45970000/45967300/45967273/d0316151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45970000/45967300/45967273/4875fcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whale on Main B&B Hermanus 10/10 Exceptional (28) "Really comfortable and spotlessly clean, excellent breakfast and friendly helpful host. Definitely on our go back to list." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Hugh [](https://www.expedia.ca/Hermanus-Hotels-The-Whale-On-Main-BB.h45967273.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6430000/6430000/6429978/801f4405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Manor House Deluxe Suite | Living area](https://images.trvl-media.com/lodging/7000000/6430000/6430000/6429978/0a49ccac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/7000000/6430000/6430000/6429978/bcf546cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/7000000/6430000/6430000/6429978/2b509965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gum Country Estate Stanford 9.4/10 Exceptional (19) "Very nice spot with a nice view. Rooms are very clean and in good shape. The owners are very nice and flexibel. Only remark that the pool wasn’t clean at all and the restaurant was temporary closed. If this is open it is a perfect Place to stay. " ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Anonymous traveller CA $172 CA $200 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Stanford-Hotels-Blue-Gum-Country-Estate.h6429978.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/11000000/10540000/10537200/10537167/1a801c57.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) ![Exterior](https://images.trvl-media.com/lodging/11000000/10540000/10537200/10537167/58944851.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/c161d848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endless Vineyards at Wildekrans Wine Estate Bot River 9.0/10 Wonderful (11) "amazing breakfast and a super cozy bed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JULIAN CA $153 CA $176 total includes taxes & fees Nov 26 - Nov 27 [](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/bd81723b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/5dd9cb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Walker Bay Suite, 1st floor in the Villa | Living area](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/835e080b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden Deluxe Rooms](https://images.trvl-media.com/lodging/10000000/9350000/9341400/9341374/bd50fee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whale Rock Luxury Lodge Westcliff 9.6/10 Exceptional (108) "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 $168 CA $196 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Hermanus-Hotels-Whale-Rock-Luxury-Lodge.h9341374.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98540000/98537300/98537298/a39afe89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/99000000/98540000/98537300/98537298/07cc8ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/99000000/98540000/98537300/98537298/c78d5daa.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 Hermanus 9.6/10 Exceptional (7) "Fabulous stay. Amazing staff/owners. New building. Top quality everything. Nice coastal walk nearby. Great breakfast. Will definitely be back. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) MarkandKimberly [](https://www.expedia.ca/Hermanus-Hotels-Glow-Boutique-Suites.h98537298.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/c7526411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/6cbd2e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard Room | View from room](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/6f07ebb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/13000000/12020000/12015200/12015190/44021f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hermanus Lodge on the Green Hermanus 9.2/10 Wonderful (74) "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 $111 CA $128 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Hermanus-Hotels-Hermanus-Lodge-On-The-Green.h12015190.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/21000000/20120000/20114000/20113933/bb9bb9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/21000000/20120000/20114000/20113933/w931h559x46y42-1139a88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room](https://images.trvl-media.com/lodging/21000000/20120000/20114000/20113933/2986c206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/21000000/20120000/20114000/20113933/ae9a6a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Fontaine Guest House Westcliff 10/10 Exceptional (11) "Natasha and Devon were excellent, so welcoming and helpful. Excellent location, a short walk to loads of great restaurants " ![Ireland](https://a.travel-assets.com/egds/marks/flags/ie.svg) Linda CA $236 CA $271 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Hermanus-Hotels-La-Fontaine-Guest-House.h20113933.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=2025-12-09&endDate=2025-12-10®ionId=6056357&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_6056357) ## Top Caledon Hotel Reviews ## Frequently asked questions ### What are the best hotels in Caledon with outdoor pools? > The [Athenian Villa](https://www.expedia.ca/Caledon-Hotels-Athenian-Villa.h6549289.Hotel-Information) is a charming 3-star hotel in Caledon that features a delightful outdoor pool, great for families looking to unwind after a day of adventure. Guests appreciate the friendly space and often mention the pool as a highlight of their stay, making it an excellent choice for those with children. > > > > 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? > Enjoy staying in a hotel in Caledon with an outdoor pool. You can find a great deal from CA $94 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### Is it cheaper to book flights and a hotel in Caledon as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Caledon.d6056357.Destination-Travel-Guides). ### How can I save on a hotel in Caledon with Expedia? > Before booking your Caledon hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Can I cancel my hotel reservation on Expedia? > Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Caledon for you. ## 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) - [Luxury Hotels in Cape Winelands](https://www.expedia.ca/Cape-Winelands-Hotels-Luxury-Hotel.0-0-d6051525-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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