
Holiday houses in Caledon
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Top-rated holiday rentals in Caledon
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The View Patio Hide-Away
Whether celebrating an anniversary or simply getting away, this space offers the perfect blend of comfort and romance. Unwind in the private hot tub, perfect for relaxing evenings, and enjoy a beautifully designed interior and featuring a cozy outdoors living area and kitchen with all the modern amenities you need. Conveniently located near local dining and attractions, it’s the ideal retreat for couples looking to relax, reconnect, and make lasting memories in an intimate and stylish setting.

Twilight Glamp Tent
The Twilight Glamp Tent offers a unique escape. The two glamping tents, positioned on either side of the fully equipped kitchen area, serve as two private ensuite bedrooms. In the evenings, gather around the firepit and braai area—the perfect spot for sharing stories, and soaking in the peaceful farm surroundings. After a day of exploring, unwind in the wood-fired hot tub under the stars. Note that your nearby neighbours include our campgrounds and a pod, adding to the communal farm atmosphere.

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.

Lily Pond
Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Ribbok
Ribbok is situated on a working farm in the Overberg Area. Surrounded by beautiful Renosterbos veld overlooking the Riviersonderend Mountains. Modern self-catering unit that includes the following: Single Bedroom with king size bed Bathroom with shower, toilet, basin Fully equipped kitchen fitted with a gas stove, fridge, microwave, airfryer, toaster, cutlery,crockery Coffee, tea, sugar are provided Free wifi Airconditioning Large deck Wood-fired hottub Braai facilities Fire Wood is provided

Romantic lakeside cottage
Anzan Farm, Sunbird cottage: Take it easy at this unique, tranquil farm getaway on the waters edge. Self catering cottage for a couple.Spacious lounge with indoor fireplace , well equipped kitchen and large patio with gas braai. The cottage has a hot tub, with lake and mountain views. Enjoy the bird life,peace or be active swimming, canoeing and fishing in the lake.Elgin offers nearby wine farms,cycling routes, horse riding, hikes, zip lining and plenty more. No pets allowed. 6 kms dirt rd

Berseba The Buchu Box
Welcome to The Buchu Box, a contemporary self-catering unit nestled within an essential oils farm, offering breathtaking vistas of the picturesque Overberg in Western Cape. This eco-friendly pod promises a luxurious retreat suitable for couples, solo travelers, and families seeking an escape. Indulge in the epitome of relaxation with our wood-fired hot tub, providing a serene oasis with panoramic views that will leave you spellbound. We have a carbon copy of this unit, The Peppermint Box.

Oceanfront Villa 4br/4ba pool wifi, solar power
Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

Treyntjes River Cottages
Treyntjes Rivier Cottages are about 9 km from Caledon and 25 km from Hermanus. It can accommodate up to 4 persons Two bedrooms each with their own en-suite bathroom. The main bedroom with a king size bed, the second bedroom with 2 single beds. The kitchen is fully equipped and the living area offers couches, Smart TV and WIFI Braai facilities are available in the garden. We no longer allow brides or grooms to get ready at our cottages on the day of their wedding. No day visitors

Heidi's Child, Franschhoek
Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Town and Country Self-catering Accommodation
Town and Country self-catering accommodation, Caledon, Western Cape. Situated in town, but with a definite country atmosphere. Our self-contained, self-catering apartment forms part of the main house on the property, but has separate front and back entrances and a private section of the garden reserved exclusively for use by our guests. The apartment also has its own deck with a lovely view of the garden and animals. There is also access to the swimming pool in the garden.

Romantic cottage with a pool AND an open air tub!
RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.
Popular amenities for Caledon holiday rentals
Other great holiday rentals in Caledon

Pet-friendly Home Close to Onrus Beach & Sights

Klein-Hangklip

Stoepsit - 2 bedroom farm cottage

180° Seaviews: Heart of Hermanus (Inverter)

Olive Container Home

Barber's Trail Lodge - Modern Comfort, Wild Beauty

Hermanus Heritage Cottage | The Moffat

Meerenbosch - Riverside Cabin nestled in the Trees
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $79 AUD | $76 AUD | $76 AUD | $79 AUD | $83 AUD | $78 AUD | $79 AUD | $79 AUD | $92 AUD | $93 AUD | $93 AUD | $100 AUD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Caledon?
Caledon has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Caledon?
Experience the best of Caledon with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Caledon?
Yes! Work meets play with ease at over 30 vacation rentals in Caledon featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Caledon vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Caledon, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Caledon?
Make yourself at home in Caledon by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Caledon, over 70 vacation rentals in Middleton, and over 70 vacation rentals in Bergsig.
Do apartment rentals in Caledon have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Caledon. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Caledon have free parking?
Absolutely! We offer over 10 guesthouse rentals with free parking in Caledon. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Guesthouse Rentals in Caledon?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Caledon

Total holiday rentals
Explore 60 holiday rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Caledon holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Caledon rentals

4.6 Average rating
Caledon stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Cape Town Holiday rentals
- Plettenberg Bay Holiday rentals
- Langebaan Holiday rentals
- Hermanus Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
- Betty's Bay Holiday rentals
- George Holiday rentals
- Breerivier Holiday rentals
- Voëlklip Beach
- Stellenbosch University
- Babylonstoren
- Jonkershoek Nature Reserve
- Grotto Beach (Blue Flag)
- Cavalli Estate
- Waterkloof Wine Tasting Lounge
- Boschendal Wine Estate
- Idiom Restaurant & Idiom Wine Tasting Centre
- Fernkloof Nature Reserve
- De Zalze Golf Club
- Rust en Vrede Wine Estate
- Greenways Golf Estate
- Delaire Graff Estate
- Haute Cabrière - the home of Pierre Jourdan
- ATKV Goudini Spa
- Tokara Wine Estate
- Babylonstoren Wine Estate
- De Hollandsche Molen
- Hermanus Beach Club
- La Motte Wine Farm & Restaurant
- Kolkol Mountain Lodge
- Somerset Mall
- Mont Rochelle Nature Reserve




