Vacation rentals in Caledon

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Top-rated holiday rentals in Caledon

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Farm stay in Stellenbosch
Hidden gem in the heart of the winelands..
A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.
9 – 16 Sept
4.98 out of 5 average rating, 110 reviews
Guest favourite
Home in Franschhoek
Mongoose Manor, walk to wine estates and town.
This is the most perfect ever listing. Privacy, location, quality. FULLY SOLAR POWERED. Completed by a top designer, breathtaking views of the mountains and wine valley, next to Le Lude champagne estate and restaurant, on an equestrian estate. And under 10 minutes walk to the centre of town, 5 minutes to Le Lude or Haute Cabriere estates, the monument, museum etc. There is even a friendly water mongoose named Tilly who will come to visit! NO CHILDREN of any age allowed, including infants.  
24 June – 1 July
4.99 out of 5 average rating, 119 reviews
Guest favourite
Guesthouse in Hermanus
Cottage on Fir Hermanus
Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.
23 – 30 July
4.99 out of 5 average rating, 226 reviews

Popular amenities for Caledon holiday rentals

Other great holiday rentals in Caledon

Guest favourite
Cottage in Caledon
Bird Song Cottage
24 – 31 Oct
4.96 out of 5 average rating, 47 reviews
Guest favourite
Farm stay in Stanford
The Melkstal
26 Apr – 3 May
4.98 out of 5 average rating, 53 reviews
Guest favourite
Townhouse in Caledon
De Hoekhuys: wedding guests, remote working
14 – 21 Nov
$263 AUD total
4.8 out of 5 average rating, 25 reviews
Guest favourite
Earthen home in Stanford
Earthen Home | Offgrid | Panoramic views | Hot tub
$161 AUD per night
5.0 out of 5 average rating, 46 reviews
Superhost
Farm stay in Caledon
The Cottage at Black Eagle
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Caledon
The Pepper Tree
23 – 30 Aug
4.9 out of 5 average rating, 48 reviews
Guest favourite
Cottage in Betty's Bay
Cheerful Open-plan Beach Cottage
17 – 24 July
4.97 out of 5 average rating, 73 reviews
Guest favourite
Shipping container in Villiersdorp
Exquisite panoramic one bedroom Mountain Eco Pod
4.97 out of 5 average rating, 29 reviews
Guest favourite
Villa in Gansbaai
Luxury Private Beach Front Villa -with full backup
18 – 25 June
4.97 out of 5 average rating, 34 reviews
Guest favourite
Home in Gansbaai
Ocean Retreat, Romansbaai Beach & Fynbos Estate
9 – 16 Apr
5.0 out of 5 average rating, 23 reviews
Guest favourite
Farm stay in Caledon
Shepherds Hut surrounded by apple orchards
6 – 13 Sept
$814 AUD total
4.89 out of 5 average rating, 62 reviews
Guest favourite
Home in Stellenbosch
Upper Blaauwklippen Keerweer Manor House
17 – 24 Apr
$6,775 AUD total
5.0 out of 5 average rating, 13 reviews

Quick stats about holiday rentals in Caledon

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

720 reviews

Nightly prices starting at

$15 AUD before taxes and fees

Destinations to explore