
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$8,348 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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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.
LocationFamilyLong stay

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.
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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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Kleijne Karu, McGregor
Relax with the whole family at this peaceful place to stay. This cottage is well equipped, peaceful, beautifully styled and tranquil. Cool down in our round, rustic pool in the summer. Or light the fire in the indoor fireplace for a cozy night indoors. A braai area and firepit next to the pond, makes for a great family BBQ. Hiking trips, mountain biking, delicious deli's and cafes are but a small host of things to visit in Mc Gregor. Come see for yourself.
LocationFamilyParks

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).
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Swan Cottage
Self-Catering Cottage for 4 guests. Fully equipped in the spectacular Banhoek Valley. The Cottage is situated on a Berry farm, 7 km outside of Stellenbosch and is surrounded by mountains. The Swan Cottage is ideal for couples with kids, solo adventurers, business travelers and pet lovers. Enclosed area with dog kennel You need to book the whole apartment which sleeps 2 couples or a family with kids.
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Popular amenities for Caledon cottage rentals
Cottage rentals with a hot tub

1960 Cottages–Farm Stay with Hot Tub & Pizza Oven
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Hot Tub & Natural Bio-Pool Escape in Elgin Valley
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Blesberg cottage between mountain and sea
ValueFamilyNearby

La Galleria Cottage Retreat
LocationOutdoor spacesNearby

De Hoop Cottage
FamilyLocationCheck-in

Die Tuin Farm Escape with Hot Tub and Fire Pit
LocationHot tubKitchen

Oceanfront 3 br 2ba WiFi, fireplace, hottub, SOLAR
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EersteBosch Two Bedroom Luxury Cozy Cottage
ValueLocationCleanliness
Pet-friendly cottage rentals

Cosy quiet Cottage2, sea views, Sauna, Gym, Pool
ValueFamilyHeating

Under milkwoods
LocationValueHospitality

Eastcliff cottage with pool, garden & solar power.
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Rooiels Dream Cottage
LocationValueHospitality

Helderfontein Hemel en Aarde Valley Hermanus
ValueFamilyAmenities

"TROON BEACH COTTAGE" - 150 m Walk to the beaches!
ValueLocationBeach

Bali Cottage | Mountain Views | Pet Friendly
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Krans Lodge - Stylish country escape
LocationFamilyQuiet
Private cottage rentals

Cranberry Cottage - A place for the soul
ValueFamilyKitchen

Little Willow Brooke Franschhoekfireplacepoolbraai
ValueLocationWifi

Gorgeous Cottage in the ❤️ of Town
ValueFamilyCondition

Woodend Cottage with Private Garden & Pool
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Sugarland Cottage, Central Stellenbosch
LocationValueSleep quality

Beautiful 120m² Cottage with Private Pool & Braai
ValueFamilyBackyard

Fisherman’s cottage by cliff path with solar power
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Garden Cottage
LocationFamilyKitchen
Destinations to explore
- Cape Town Vacation rentals
- Overstrand Local Municipality Vacation rentals
- Stellenbosch Vacation rentals
- Saldanha Bay Local Municipality Vacation rentals
- Franschhoek 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
- Cavalli Estate
- Grotto Beach (Blue Flag)
- ATKV Goudini Spa
- Voëlklip Beach
- Waterkloof Wine Tasting Lounge
- Idiom Restaurant & Idiom Wine Tasting Centre
- Fernkloof Nature Reserve
- Hermanus Beach Club
- Rust en Vrede Wine Estate
- Babylonstoren Wine Estate
- La Motte Wine Farm & Restaurant
- Boschendal Wine Estate
- Kolkol Mountain Lodge
- Haute Cabrière - the home of Pierre Jourdan
- De Hollandsche Molen
- Kogelberg Nature Reserve
- Tokara Wine Estate
- Delaire Graff Estate
- De Zalze Golf Club
- Agulhas National Park
- Somerset Mall





