Search Caledon Cottage Rentals from CA $59

  • 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 prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Caledon cottages

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)
"amazing breakfast and a super cozy bed"
United States
JULIAN
The price is CA $137
CA $158 total
includes taxes & fees
May 4 - May 5
Endless Vineyards at Wildekrans Wine Estate
Interior entrance

Tourist Lodge Gansbaai

Tourist Lodge Gansbaai
3.0 star property
Gansbaai
9.0 out of 10, Wonderful, (31 reviews)
"Room was clean with enough space and everything we needed, including laundry lines, for a good stay, but it was a little musty when we arrived and needed to be aired out. The host helped us find some great hikes in the area. "
Canada
Lisa
The price is CA $59
CA $59 total
includes taxes & fees
Apr 21 - Apr 22
Tourist Lodge Gansbaai
Exterior

High Season Farm

High Season Farm
4.0 star property
Hermanus
9.6 out of 10, Exceptional, (9 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 $231
CA $266 total
includes taxes & fees
May 3 - May 4
High Season Farm
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caledon Hotel Reviews

Hermanus Boutique Guest House

Hermanus Boutique Guest House

8/10 Good
"Breakfast menu was excellent "
Annette 2-night trip
Posted 11 hours ago
Hermanus Boutique Guest House

Find out more about Caledon

Caledon Cottages information

Number of reviews
53
Accommodation
24 Cottages
Lowest Price
CA $59
Highest Price
CA $267

Frequently asked questions

Why book your cottage in Caledon with Expedia?
Booking a cottage in Caledon is as simple as working out your travel dates and picking your ideal place for a vacation in nature. From upscale retreats to affordable properties and cottages that come with perks like a pool, Expedia has something for all tastes and styles. As for the best offers around? We've got you covered!
How can I find cheap cottages in Caledon?
An excellent way to compare cheap cottages in Caledon is with Expedia's filter tool. Tailor your search results by budget, amenities and star rating to secure awesome prices in just a few clicks.
What is there to do in Caledon near my cottage?
Once you've unpacked your bags, get out and discover the cool things Caledon has to offer. The Caledon Casino is a popular attraction to add to your must-do list.