Lodging Image

Search Caledon Cottage Rentals 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 prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Caledon cottages

A vineyard estate with multiple white buildings, including a large house and several smaller structures, surrounded by lush greenery and a mountainous backdrop.

1. 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)
"Great staff"
United Kingdom
Angela
The price is CA $161
CA $186 total
includes taxes & fees
Oct 14 - Oct 15
Endless Vineyards at Wildekrans Wine Estate
A white building with a patio area featuring a table and chairs, surrounded by lush greenery and a wooden fence.

2. 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 $220
CA $256 total
includes taxes & fees
Nov 9 - Nov 10
High Season Farm
A house with a large window overlooking a grassy field and distant hills.

3. 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 $141
CA $169 total
includes taxes & fees
Oct 21 - Oct 22
Duck pond - 2 bedroom cottage in quaint Stanford with a duck pond!
A white building with a gabled roof, surrounded by a white fence, and trees in the background.

4. 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 $141
CA $169 total
includes taxes & fees
Oct 12 - Oct 13
Merino - 2 bedroom cottage in welcoming Stanford with stunning views and space
A single-story house with a flat roof, a front porch, and a fenced yard.

5. 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 $141
CA $169 total
includes taxes & fees
Oct 18 - Oct 19
Dormer - 2 bedroom cottage in charming Stanford for a relaxing stay with eggs!
An outdoor patio with a wooden table and chairs, a brick fireplace, and a view of the surrounding landscape.

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

Karakul 4-bedroom cottage with views in charming Stanford
stanford
The price is CA $230
CA $260 total
includes taxes & fees
Oct 12 - Oct 13
Karakul 4-bedroom cottage with views in charming Stanford
A white building with a grey roof, surrounded by a white fence, set against a backdrop of yellow fields and green hills under a clear blue sky.

7. Landmeterskop

Landmeterskop
2.0 star property
Stanford
The price is CA $139
CA $139 total
includes taxes & fees
Oct 11 - Oct 12
Landmeterskop
A single-story building with a flat roof, beige exterior walls, and a small porch area. There are two large potted plants on the porch.

8. 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 $57
CA $57 total
includes taxes & fees
Oct 11 - Oct 12
Tourist Lodge Gansbaai
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

Misty Waves Boutique Hotel

Misty Waves Boutique Hotel

10/10 Excellent
"Beautiful hotel with stunning sea views, wish we had stayed longer. Misty Waves was one of the standout hotels of our South African trip. Although we only stayed for one night, we left wishing we had booked longer to enjoy both the hotel and spend more time exploring Hermanus itself. The whole property is beautiful, with a relaxed boutique feel and stunning views. Our room was exceptionally spacious, beautifully decorated and overlooked the sea, making it a real highlight of our stay. The reception staff were friendly, welcoming and very helpful throughout. Combined with the quality of the accommodation and location, it made for a memorable stay that we would happily recommend to anyone visiting Hermanus."
Sophia 1-night trip
Posted 2 days ago
Misty Waves Boutique Hotel

Find out more about Caledon

Caledon Cottages information

Number of reviews
55
Accommodation
27 Cottages
Lowest Price
CA $57
Highest Price
CA $263

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.