
Cottage vacation rentals in Caledon
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Quick stats about cottage rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at G$8,368 GYD per night before taxes and fees

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Over 70 verified reviews to help you choose

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

5 Average rating
Caledon stays are highly rated by guests—averaging 5 out of 5!
Top-rated cottage rentals in Caledon
Guests agree: these cottages are highly rated for location, cleanliness, and more.

"The Roundhouse with a view" 180 degrees
The Roundhouse 1 hour from Cape Town airport, nestled in between fynbos and below the mountain. With 180 degrees views of mountain and sea, it is a stage set for tranquility, to unwind and experience the beauty of the area. The beach and a quaint village close by, offers everything you need. There are amazing walks. The area has the most beautiful coastline in the Western cape and also boasts with the richest floral kingdom in the world. Perfect for remote working with ± 30 MBPS Wi-Fi.
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Eastcliff cottage with pool, garden & solar power.
With a private garden and pool, this coastal cottage was dreamed into existence as a laid-back vacation getaway. We kept the simplicity of its original character, adding the modern conveniences that are expected for comfort now, including solar power. Discover this charming cottage filled with quirky vintage rustic finds. One of the original seaside cottages in conveniently central Eastcliff, it's only a short stroll to the cliff path, town, and sea- you can hear the nearby waves crashing!
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Cosy Seaside Cottage | Hot Tub & Fire Pit
A neat comfortable flat in a peaceful neighbourhood, a 500m walk away from the Onrus to Sandbaai coastal path. Great locations for swimming, surfing, diving or just catching some sun rays. If you like mountain biking or hiking the mountains are also just around the corner. The stoep features a wood fired hot tub and fire pit and looks towards the mountains and a stand of bluegums which attracts a lot of bird life. The flat is on our property but is completely separate with secure parking.
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Treyntjes Rivier 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
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Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.
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Charming cottage in the Hemel & Aarde Wine Valley
De Werf is in the Hemel en Aarde Valley - literally "Heaven on Earth". It sleeps 6 - large en suite bedroom (king bed or 2 singles) upstairs + a smaller bedroom downstairs (1 outside bedroom en suite on request). Fully equipped kitchen - dishwasher + gas hob opens onto the dining/lounge. Guests relax on the long shady patio with stunning views across to the mountains. A small private swimming pool is perfect for late drinks as the sun sets over the mountains. A birdwatchers paradise.
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Potato Patch Self Catering Cottage
This versatile thatched roofed cottage is centrally located in a private setting offering contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property with its own entrance and secluded garden. The cottage consists of 3 en suite bedrooms furnished with king sized beds. The rates are based on 2 people sharing a room. Using additional rooms comes with an additional charge. Pets are permitted on request at an additional charge.
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Heidi's Barn, 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.
ValueFamilyCleanliness

Woodend Cottage with Private Garden & Pool
Woodend and its sister Orchard Cottage are situated on Le Vallon, a farm within easy walking distance of the quaint village of Franschhoek, the food and wine capital of South Africa. Each cottage is fully self-contained and perfect for families of all ages. They both have private pools in their good sized private cottage gardens. From the farm it is an easy stroll down into the village main street, but just far enough away to give you the peace and quiet of a rural setting.
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Kimi's Self Catering Guest Cottage
Kimi's Cottage is set in the true heart of the Cape Winelands as it's surrounded by world renowned wine farms such as Vrede en Lust, Rupert & Rothschild, Backsberg and Glen Carlou. The cottage is a less than 20km to both the must-see towns of Franschhoek and Stellenbosch and a short 30min drive to Cape Town Int. Airport. So all in all, it's the PERFECT combination of beauty, convenience, comfort and serenity; perfect for families, business folk and lone-wolf travellers.
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Hanepoot Cottage on Franschhoek farm
Hanepoot Cottage is close to Franschhoek village. You’ll love the cottage because of the spacious, private, setting on a working wine and fruit farm nestled against the mountains of Franschhoek Valley. Good for couples, solo adventurers, business travelers, and families (with kids). You are welcome to explore the farm and even practice your chipping and putting skills on the green.There is an inverter to provide electricity during loadshedding periods.
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"Krans Cottage"
Located in upper McGregor, right on the edge of the Krans reserve with stunning views and easy access to walking trails. A relaxed 10 minute walk to Tebaldis and the main street in town. The property is a newly built standalone small home with off street parking, free WiFi, bedroom, bathroom, kitchen, living area and large patio areas to relax and enjoy the view anytime of the day. The cottage also has a Weber braai (BBQ).
ValueFamilyLong stay
Popular amenities for Caledon cottage rentals
Cottage rentals with a hot tub

Kleijne Karu, McGregor
LocationFamilyOutdoor spaces

1960 Cottages–Farm Stay with Hot Tub & Pizza Oven
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Nautical Nook (hot tub 5-8min walk to cliff path)
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Blesberg cottage between mountain and sea
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La Galleria Cottage Retreat
LocationAmenitiesOutdoor spaces

Hot Tub & Natural Bio-Pool Escape in Elgin Valley
LocationFamilyOutdoor spaces

Die Tuin Farm Escape with Hot Tub and Fire Pit
LocationCleanlinessSleep quality

De Hoop Cottage
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Pet-friendly cottage rentals

Rooiels Dream Cottage
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Cosy quiet Cottage2, sea views, Sauna, Gym, Pool
LocationFamilyWalkability

Swan Cottage
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Under milkwoods
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Helderfontein Hemel en Aarde Valley Hermanus
FamilyLocationBiking

"TROON BEACH COTTAGE" - 150 m Walk to the beaches!
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Bali Cottage | Mountain Views | Pet Friendly
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Krans Lodge - Stylish country escape
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Private cottage rentals

Sugarland Cottage, Central Stellenbosch
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Cranberry Cottage - A place for the soul
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Garden Cottage
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Beautiful 120m² Cottage with Private Pool & Braai
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Cozy Coastal Cottage
ValueFamilyLong stay

Gorgeous Cottage in the ❤️ of Town
ValueLocationHospitality

Fisherman’s cottage by cliff path with solar power
ValueFamilyOutdoor spaces

Bird Song Cottage
LocationFamilyWalkability
Destinations to explore
- Cape Town Vacation rentals
- Overstrand Local Municipality Vacation rentals
- Stellenbosch Vacation rentals
- Saldanha Bay Local Municipality Vacation rentals
- Greater Plettenberg Bay Vacation rentals
- Franschhoek Vacation rentals
- Langebaan Vacation rentals
- Plettenberg Bay Vacation rentals
- George Vacation rentals
- Hermanus Vacation rentals
- Knysna Vacation rentals
- Drakenstein Vacation rentals
- Stellenbosch University
- Jonkershoek Nature Reserve
- Cavalli Estate
- Grotto Beach (Blue Flag)
- ATKV Goudini Spa
- Waterkloof Wine Tasting Lounge
- Voëlklip Beach
- Fernkloof Nature Reserve
- Boschendal Wine Estate
- Haute Cabrière - the home of Pierre Jourdan
- Kolkol Mountain Lodge
- De Hollandsche Molen
- Kogelberg Nature Reserve
- Delaire Graff Estate
- Tokara Wine Estate
- Agulhas National Park
- Somerset Mall
- Stark-Condé Wines
- Spice Route Destination
- Afrikaans Language Monument
- Mont Rochelle Nature Reserve
- Harold Porter National Botanical Gardens
- Klein-Hangklip
- Hermanus Beach Club





