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Caledon Vacation Rentals

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Our top choices for Caledon vacation rentals

1. High Season Farm

High Season Farm
4.0 star property
Hermanus
9.6 out of 10, Exceptional, (10 reviews)
"Lovely chalet with lots of exceptional vineyards very close by. Very close to Hermanus as well."
South Africa
Anonymous traveller
The price is CA $238
CA $274 total
includes taxes & fees
Dec 8 - Dec 9
High Season Farm

2. 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)
"amazing breakfast and a super cozy bed"
United States
JULIAN
The price is CA $199
CA $229 total
includes taxes & fees
Nov 8 - Nov 9
Endless Vineyards at Wildekrans Wine Estate

3. Whale Coast All Suite Hotel

Whale Coast All Suite Hotel
4.0 star property
Hermanus City-Centre
9.2 out of 10, Wonderful, (276 reviews)
"The apartment was spotless, check in was pain free and everything you need is in walking distance. Secure parking was appreciated to."
United Kingdom
Andrew
The price is CA $243
CA $279 total
includes taxes & fees
Nov 24 - Nov 25
Whale Coast All Suite Hotel

4. Private Villa in the Heart of the Hemel en Aarde

Private Villa in the Heart of the Hemel en Aarde
2.0 star property
Hermanus
The price is CA $370
CA $475 total
includes taxes & fees
Dec 6 - Dec 7
Private Villa in the Heart of the Hemel en Aarde

5. This cosy 2-bedroom cottage offers beautiful mountain and vineyard views.

This cosy 2-bedroom cottage offers beautiful mountain and vineyard views.
Bot River
The price is CA $92
CA $108 total
includes taxes & fees
Nov 8 - Nov 9
This cosy 2-bedroom cottage offers beautiful mountain and vineyard views.

6. First Group Hermanus Beach Club

First Group Hermanus Beach Club
2.0 star property
Westcliff
The price is CA $179
CA $206 total
includes taxes & fees
Nov 8 - Nov 9
First Group Hermanus Beach Club

7. Landmeterskop

Landmeterskop
2.0 star property
Stanford
The price is CA $136
CA $136 total
includes taxes & fees
Nov 8 - Nov 9
Landmeterskop

8. Duck pond - 2 bedroom cottage in quaint Stanford with a duck pond!

Duck pond - 2 bedroom cottage in quaint Stanford with a duck pond!
stanford
The price is CA $139
CA $156 total
includes taxes & fees
Nov 12 - Nov 13
Duck pond - 2 bedroom cottage in quaint Stanford with a duck pond!

9. Luxury 2 Bed Apartment with rooftop terrace, 3 balconies, mountain & sea views.

Luxury 2 Bed Apartment with rooftop terrace, 3 balconies, mountain & sea views.
Hermanus
The price is CA $196
CA $234 total
includes taxes & fees
Nov 30 - Dec 1
Luxury 2 Bed Apartment with rooftop terrace, 3 balconies, mountain & sea views.

10. Merino - 2 bedroom cottage in welcoming Stanford with stunning views and space

Merino - 2 bedroom cottage in welcoming Stanford with stunning views and space
Hermanus
The price is CA $139
CA $156 total
includes taxes & fees
Nov 8 - Nov 9
Merino - 2 bedroom cottage in welcoming Stanford with stunning views and space

11. Hermanus Heights Villa

Hermanus Heights Villa
3.5 star property
Hermanus Heights
9.6 out of 10, Exceptional, (12 reviews)
"Very nice location "
Germany
Miriam
The price is CA $144
CA $170 total
includes taxes & fees
Dec 8 - Dec 9
Hermanus Heights Villa

12. Nautical @ Salt Shore Studios, luxury mountain facing studio apartment

Nautical @ Salt Shore Studios, luxury mountain facing studio apartment
Hermanus
10.0 out of 10, Exceptional, (1 review)
"A lovely property in a great location close to the spectacular coastline. Very friendly hosts and a gorgeous dog and cats! Wish we could have stayed longer."
Australia
James G.
The price is CA $85
CA $89 total
includes taxes & fees
Nov 12 - Nov 13
Nautical @ Salt Shore Studios, luxury mountain facing studio apartment

13. Dormer - 2 bedroom cottage in charming Stanford for a relaxing stay with eggs!

Dormer - 2 bedroom cottage in charming Stanford for a relaxing stay with eggs!
Stanford
The price is CA $139
CA $156 total
includes taxes & fees
Nov 8 - Nov 9
Dormer - 2 bedroom cottage in charming Stanford for a relaxing stay with eggs!

14. Family Villa in the Heart of the Hemel en Aarde Valley

Family Villa in the Heart of the Hemel en Aarde Valley
2.0 star property
Hermanus
The price is CA $1,133
CA $1,483 total
includes taxes & fees
Nov 22 - Nov 23
Family Villa in the Heart of the Hemel en Aarde Valley

15. Karakul 4-bedroom cottage with views in charming Stanford

Karakul 4-bedroom cottage with views in charming Stanford
stanford
The price is CA $227
CA $245 total
includes taxes & fees
Nov 8 - Nov 9
Karakul 4-bedroom cottage with views in charming Stanford

16. Botanical @ Salt Shore Studios, superior sea view studio apartment

Botanical @ Salt Shore Studios, superior sea view studio apartment
Hermanus
The price is CA $123
CA $140 total
includes taxes & fees
Nov 25 - Nov 26
Botanical @ Salt Shore Studios, superior sea view studio apartment

17. Ocean Edge Apartments

Ocean Edge Apartments
3.5 star property
Westcliff
9.2 out of 10, Wonderful, (7 reviews)
"Great communication with hosts, ready for loadshedding by having lamps and a stove, awesome ocean view "
United States
scott
The price is CA $120
CA $138 total
includes taxes & fees
Nov 17 - Nov 18
Ocean Edge Apartments

18. Kennedy's Beach Villa

Kennedy's Beach Villa
4.0 star property
Onrus
9.0 out of 10, Wonderful, (18 reviews)
"Absolutely a beautiful property, the view to the sea was stunning. The amenities in the room were "over the top" James was at our "beck and call" and very polite and spoke wonderful English. If we had know how close this property was to the Arabella Golf resort we would have stayed there the entire 5 days. Will definitely come back and stay here again."
South Africa
Cathleen L
The price is CA $213
CA $452 total
includes taxes & fees
Nov 16 - Nov 17
Kennedy's Beach Villa

19. Tourist Lodge Gansbaai

Tourist Lodge Gansbaai
3.0 star property
Gansbaai
9.0 out of 10, Wonderful, (32 reviews)
"Nice place! Secure parking! Love it"
Canada
Sylvie
The price is CA $64
CA $64 total
includes taxes & fees
Nov 8 - Nov 9
Tourist Lodge Gansbaai

20. Oom Piet Self Catering Accomodation

Oom Piet Self Catering Accomodation
3.0 star property
Gansbaai
9.0 out of 10, Wonderful, (37 reviews)
"Lovely hosts, great amenities in the apartment, good choice!"
Germany
Kathrin
The price is CA $64
CA $64 total
includes taxes & fees
Nov 8 - Nov 9
Oom Piet Self Catering Accomodation
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.
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Top Caledon Hotel Reviews

Find out more about Caledon

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Caledon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Caledon?

Yes, we offer vacation rentals near the most popular points of interest in Caledon, or you can choose a secluded option if you'd like a relaxing place to stay. Caledon is known for its casinos.

What are some of the best vacation home rentals in Caledon?

Spatalla Holiday Homes: You might want to consider this vacation rental near Caledon, which is located in the suburbs and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a private balcony, a terrace, and a garden so you can immerse yourself in your vacation.

What can I see and do in Caledon?

Hemel-en-Aarde Valley and Caledon Wild Flower Garden are a couple of lovely local spots to get outside and enjoy nature. While here, Caledon Library and The Caledon Casino are other places worth a visit.

What are vacation rentals like in Caledon?

Vacation rentals are privately owned properties you can book for several days or more in Caledon. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.