Find Hotels with a Pool in Caledon from CA $57

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Caledon Hotels with a Pool

Our top choices for Caledon hotels with a pool

Hot springs

The Caledon Hotel & Spa

The Caledon Hotel & Spa
3.0 star property
Caledon
7.8 out of 10, Good, (6 reviews)
  • cleanliness
    Dive into tranquil hot springs and casino thrills at this wellness hotel with dual outdoor pools and spa services.
The price is CA $153
CA $179 total
includes taxes & fees
Apr 13 - Apr 14
The Caledon Hotel & Spa
Outdoor pool

Athenian Villa

Athenian Villa
3.0 star property
Caledon
7.6 out of 10, Good, (27 reviews)
  • cleanliness
    Seasonal pool paradise awaits at this intimate bed and breakfast where Mediterranean charm meets garden serenity.
The price is CA $49
CA $57 total
includes taxes & fees
Apr 17 - Apr 18
Athenian Villa
Exterior

Kelkiewyn Guesthouse Caledon

Kelkiewyn Guesthouse Caledon
2.5 star property
Caledon
The price is CA $76
CA $87 total
includes taxes & fees
Apr 25 - Apr 26
Kelkiewyn Guesthouse Caledon
Outdoor pool

Whalesong Lodge

Whalesong Lodge
4.0 star property
De Kelders
9.8 out of 10, Exceptional, (31 reviews)
  • cleanliness
    Take a dip in the serene oceanside pool at this upscale lodge while enjoying complimentary breakfast and spa services.
The price is CA $248
CA $286 total
includes taxes & fees
May 1 - May 2
Whalesong Lodge
Exterior

Glow Boutique Suites

Glow Boutique Suites
4.0 star property
Hermanus
9.8 out of 10, Exceptional, (17 reviews)
  • cleanliness
    Serene poolside moments await at this Hemel-en-Aarde Valley guesthouse with outdoor and private swimming options.
The price is CA $152
CA $174 total
includes taxes & fees
Apr 15 - Apr 16
Glow Boutique Suites
Exterior

Endless Vineyards at Wildekrans Wine Estate

Endless Vineyards at Wildekrans Wine Estate
3.5 star property
Bot River
8.8 out of 10, Excellent, (13 reviews)
  • cleanliness
    Vineyard cottage retreat offers refreshing pool dips and wine-tasting adventures.
The price is CA $138
CA $159 total
includes taxes & fees
May 3 - May 4
Endless Vineyards at Wildekrans Wine Estate
Property grounds

First Group Hermanus Beach Club

First Group Hermanus Beach Club
2.0 star property
Westcliff
  • cleanliness
    Family-friendly aparthotel boasts children's pool, playground, and fitness centre for active beach getaways in Westcliff.
The price is CA $142
CA $163 total
includes taxes & fees
Apr 12 - Apr 13
First Group Hermanus Beach Club
Courtyard

Hermanus Lodge on the Green

Hermanus Lodge on the Green
4.0 star property
Hermanus
9.2 out of 10, Wonderful, (79 reviews)
  • cleanliness
    Retreat to a seasonal outdoor pool paradise in Hermanus with sun loungers, umbrellas, and picturesque golf course views.
The price is CA $112
CA $129 total
includes taxes & fees
Apr 16 - Apr 17
Hermanus Lodge on the Green
Exterior

Anchor's Rest Hermanus

Anchor's Rest Hermanus
4.0 star property
Westcliff
10.0 out of 10, Exceptional, (1 review)
  • cleanliness
    Tranquil outdoor pool oasis with sun loungers creates a perfect relaxation spot at this upscale guesthouse in Westcliff, Hermanus.
The price is CA $102
CA $135 total
includes taxes & fees
Apr 12 - Apr 13
Anchor's Rest Hermanus
Outdoor pool, sun loungers

Abalone Guest Lodge

Abalone Guest Lodge
4.0 star property
Kwaaiwater
9.8 out of 10, Exceptional, (20 reviews)
  • cleanliness
    Plunge into this pristine outdoor pool sanctuary where sun-soaked relaxation meets seaside adventure.
The price is CA $365
CA $422 total
includes taxes & fees
May 3 - May 4
Abalone Guest Lodge
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

Choose what matters most at hotels with a pool in Caledon

Breakfast included
4 stars

Top Caledon Hotel Reviews

Misty Waves Boutique Hotel

Misty Waves Boutique Hotel

10/10 Excellent
"The staff at this hotel are very professional and helpful; this was our third time staying there. The room was very clean and the hotel is really lovely. It is situated directly across from the sea. There is a restaurant onsite, but we did not eat there. "
Janet 1-night trip
Posted 1 day ago
Misty Waves Boutique Hotel

Frequently asked questions

What are the best hotels in Caledon with outdoor pools?
The Athenian Villa 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 $57 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.
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™. 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