
Vacation rentals in Caledon
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Top-rated vacation rentals in Caledon
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Gîte 1
Modern luxury, breath-taking views and space! Gîte 1 is perfect for the couple that would like a larger entertainment space and separate bedroom. Gite 1 has a full kitchen, dining area, TV area, separate bedroom and bathroom with walk-in shower and its own private patio with hot tub overlooking a mountain stream. 1 Bed-roomed self-catering suite Queen size bed En-suite bathroom with walk-in shower Swimming towels Fully equipped kitchen Open plan kitchen area, dining area and TV area with DSTV Private hot tub/Splash pool Private porch and garden overlooking a mountain stream Wi-Fi Air conditioning in living area

Ons C-Huis: Gansbaai Seafront Accommodation
This beautifully renovated seafront holiday house is situated between Gansbaai and De Kelders in the Overberg region of the Western Cape. Overlooking Walker Bay, the generous elevated deck allows for the best seaview and up close whale watching opportunities from August to November each year. There are two barbeque (braai ) areas, indoors and outdoors on the seaview deck. Enjoy uninterrupted seaviews from the lounge and wake-up to the soothing sounds of the ocean in the two seafront bedrooms.

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

Maison Bijoux 2 - Luxurious Wine Tram Apartment
Luxurious Apartment in the Heart of Franschhoek Welcome to your exquisite retreat in the charming village of Franschhoek, South Africa - a true haven for wine enthusiasts and food lovers alike. This stunning apartment combines modern elegance with the rustic charm of the Cape Winelands, making it the perfect short-term rental for an unforgettable getaway. 2 Maison Bijoux is next to 3 Maison Bijoux—an equally luxurious apartment—ideal for couples travelling together who want their own space.

Vineyard Cottage | Goodluck Homestead
Off-grid eco cottage situated on a working regenerative farm in the heart of the Overberg, with panoramic views towards Walker Bay and the Kleinriviersberg mountains. Surrounded by fynbos and vineyards, this cottage has pure spring fed water, a wood fired hot tub, solar power so is not affected by load shedding. Guests are welcome to wander around the farm, swim and fish in the dams, and meander through the veggie gardens We regret no babies, children or pets are allowed for safety reasons.

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.

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

Studio suite, kingsize bed, private garden
Escape to a wonderland of rural tranquility. The Bird House is perfect for a weekend getaway, Garden Route stopover or longer stay for touring the Overberg-Hermanus area. Nestled in its own private garden, the stylish suite offers a well-equipped kitchenette, cosy seating & table for eating/work. Relax in the private bird-filled garden, enjoy a braai & experience starlight quiet. Convenient proximity to wedding venues, wine & cheese farms & places for fine food.

COSY Kaleidoscope cottage, near beach and trials
Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.
Popular amenities for Caledon vacation rentals
Other great vacation rentals in Caledon

The Cottage at Black Eagle

Bird Song Cottage

The View Patio Hide-Away

Villa Verde, farm stay with views for days.

Rolling Hills Farmstead 2 BR Eco-Chalet

Twilight Glamp Tent

Meerenbosch - Riverfront Cabin in treed setting

Thuúla Hidden Haven
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,276 GYD | G$15,485 GYD | G$14,229 GYD | G$11,718 GYD | G$12,346 GYD | G$11,509 GYD | G$11,718 GYD | G$11,718 GYD | G$13,602 GYD | G$13,811 GYD | G$13,811 GYD | G$14,857 GYD |
| 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 guesthouse rentals in Caledon have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Caledon. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Caledon have free parking?
Absolutely! We offer over 10 house 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 wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Caledon

Total vacation rentals
Explore 70 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at G$2,093 GYD per night before taxes and fees

Verified guest reviews
Over 980 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
- Cape Town Vacation rentals
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- Stellenbosch Vacation rentals
- Franschhoek Vacation rentals
- Saldanha Bay Local Municipality Vacation rentals
- Greater Plettenberg Bay Vacation rentals
- Langebaan Vacation rentals
- Plettenberg Bay Vacation rentals
- George Vacation rentals
- Hermanus Vacation rentals
- Knysna Vacation rentals
- Drakenstein Vacation rentals
- Stellenbosch University
- Babylonstoren
- Jonkershoek Nature Reserve
- Grotto Beach (Blue Flag)
- Cavalli Estate
- Voëlklip Beach
- ATKV Goudini Spa
- Greenways Golf Estate
- Waterkloof Wine Tasting Lounge
- Fernkloof Nature Reserve
- Idiom Restaurant & Idiom Wine Tasting Centre
- Hermanus Beach Club
- Rust en Vrede Wine Estate
- Babylonstoren Wine Estate
- La Motte Wine Farm & Restaurant
- Boschendal Wine Estate
- Haute Cabrière - the home of Pierre Jourdan
- Kolkol Mountain Lodge
- De Zalze Golf Club
- De Hollandsche Molen
- Delaire Graff Estate
- Kogelberg Nature Reserve
- Somerset Mall
- Agulhas National Park





