
Vacation rentals in Caledon
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Top-rated vacation rentals in Caledon
Guests agree: these stays are highly rated for location, cleanliness, and more.

Fijnbox eco-cabin
Enjoy the tranquil and peaceful environment with panoramic views over the Stranveld’s mountains and fynbos. Fijnbox is a 20ft eco container cabin situated on the mountain side overlooking Murasie and the small town, Baardskeerdersbos The cabin is perfectly suited for two adults, a great romantic gateway. This self-catering eco cabin is secluded and powered by solar and gas. It has a lovely braai lapa, with a wood fired hot tub on the patio. We provide all the luxuries you need during your stay.

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.

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

Whale Pad Sea Front Apartment
A bungalow directly overlooking the sea, rocks and gardens in a well maintained complex. Light, spacious with 3 double bedrooms each with en-suite bathroom. The gardens surround the bungalow on 3 sides with a private area for braaing. Well located for easy access to Hermanus centre, restaurants, beaches, golfing and Fernkloof Nature Reserve and a front row view of the ocean for whale watching in wintertime. There is a new log burning stove & portable heaters. There is no central heating.

Spectacular ocean views @ 38 on Penguin Studio
Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer

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.

Dassieshoek - Or Skool
Situated in the mountains of Robertson, this double volume, beautifully restored Old School is a tranquil getaway for the whole family. There is a gorgeous eco pool and plenty of amenities for children. Located next to the Marloth Nature Reserve, the house is at the beginning of the Arangieskop Hiking Trail. Mountain biking, hiking, birding and river and dam access mean that there are plenty of outdoor activities for the whole family.

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.

Dithe Rosemary Hut
Welcome to The Rosemary Hut, a charming rustic retreat nestled within an essential oils farm, offering panoramic views of the stunning Overberg in Western Cape. What sets this unit apart is its unique construction, with hay bales forming the inner walls, exuding rustic charm and warmth. This delightful cottage provides the perfect setting for a romantic escape like no other.

Private path to beach, back-up solar power
Modern, beachfront family home with breathtaking views, situated in the beautiful coastal village of De Kelders. Only 2 hours from Cape Town, this luxurious home will offer you a relaxing breakaway from everyday life. Our home also includes a modern backup power supply and continues to run normally in the eventually of a power cut.
Popular amenities for Caledon vacation rentals
Other great vacation rentals in Caledon

Amiel's Cottage

The Farm Loft

Hoop

Ocean Bay View Hermanus

Trinity Cabin

Countryside Container Home, Overberg

Lagoon View in Hermanus

MOS- Palmiet
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ206 | ﺩ.ﺇ198 | ﺩ.ﺇ198 | ﺩ.ﺇ206 | ﺩ.ﺇ217 | ﺩ.ﺇ202 | ﺩ.ﺇ206 | ﺩ.ﺇ206 | ﺩ.ﺇ239 | ﺩ.ﺇ242 | ﺩ.ﺇ242 | ﺩ.ﺇ261 |
| 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 vacation rentals in Caledon

Total vacation rentals
Explore 60 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Caledon vacation 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
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- Voëlklip Beach
- Stellenbosch University
- Babylonstoren
- Jonkershoek Nature Reserve
- Grotto Beach (Blue Flag)
- Cavalli Estate
- Waterkloof Wine Tasting Lounge
- Fernkloof Nature Reserve
- Idiom Restaurant & Idiom Wine Tasting Centre
- De Zalze Golf Club
- Rust en Vrede Wine Estate
- Greenways Golf Estate
- De Hollandsche Molen
- Delaire Graff Estate
- Haute Cabrière - the home of Pierre Jourdan
- Babylonstoren Wine Estate
- ATKV Goudini Spa
- Tokara Wine Estate
- Hermanus Beach Club
- La Motte Wine Farm & Restaurant
- Kolkol Mountain Lodge
- Somerset Mall
- Stark-Condé Wines
- Mont Rochelle Nature Reserve




