
Cottage holiday rentals in Caledon
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Caledon
Guests agree: these cottages are highly rated for location, cleanliness and more.

Maison Amahle
French-inspired, bespoke country home with plenty of open-plan living space and natural sunlight. This special home-from-home is conveniently located in a quiet part of the village and just short stroll from village and restaurants. There are two spacious, en-suite bedrooms which open up onto the outside verandah and another room with 2 single beds(not en suite). Perfect for entertaining as it boasts a large sitting area, swimming pool and private garden - ideal for 2 couples or a small family.

"The Roundhouse with a view"
The Roundhouse 1 hour from Cape Town is nestled in between fynbos and below the mountain. With 180 degrees views of the mountain and the sea, it is a stage set for tranquility and 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.

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

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.

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.

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.

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.

Rooiels Dream Cottage
Fully equipped 2 bedroom ‘Out-of-Africa’ bungalow. Self-catering. Sleeps 4 adults in 2-single beds, 1-queen/double. Loft area w/ skylight views of ocean and a full-size couch. Spacious lounge/dining/kitchen area connects to verandah. Separate bath/shower/toilet. Overlooks RE Nature Reserve with magnificent, unobstructed sunset views of False Bay. 150m to sea. Short walk to local pub/ beach. Braai, garage. Videos+ @ rooiels221 "dot" com. Dog friendly but unfenced.

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.

Sugarland Cottage, Central Stellenbosch
The popular Sugarland Cottage is walking distance from town and close to loads of coffee shops and wine bars. NO need for a car. Loadshedding solutions on site - solar panels, inverter and batteries 2 King Size Bedrooms with En-Suite Bathrooms. Spacious Lounge and kitchen area. Outside space. Very safe with electrified fencing and steel shutter doors. Off Street Parking behind automated gate for only 1 car. Unique interior and tastefully decorated.

"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).

Little Willow Brooke Franschhoekfireplacepoolbraai
Rustic farm style self catering cottage over looking Franschhoek river, squirrels, bird life. Private, plunge pool with deck and braai Fireplace in lounge, Heating panel in bedroom The village is approximately 2km from the cottage. Ten to 15 mins walk to centre of village, two minutes drive Daily, free, cleaning service Electric blankets on the bed
Popular amenities for cottage rentals in Caledon
Cottage rentals with a hot tub

Brunia farm cottage on award winning wine farm

Secret cottage in the heart of Hermanus and hottub

Orchard House - Winter Getaway @ Jackal River Farm

La Galleria Cottage Retreat

Oceanfront 3 br 2ba WiFi, fireplace, hottub, SOLAR

Boathouse Cottage

Cottage + woodfired hot tub | The Salene Cottage 1

Nautical Nook (hot tub 5-8min walk to cliff path)
Pet-friendly cottage rentals

River Cottage, Otters Creek - privacy and peace.

Swan Cottage

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

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

Willow Cottage: perfectly positioned in Stanford

Gorgeous cottage with indoor fireplace

Cozy 120m² cottage with a private braai and pool

The Pottery-cheerful & rustic 2 bedroom cottage
Private cottage rentals

Peak Cottage

Milkwood Cottage

Eastcliff cottage with pool, garden & solar power.

Mountain View Cottage

Four-sleeper Cottage- Karee Cottage

Cranberry Cottage - A place for the soul

Swansong cottage

Uitwaaien Beach Cottage - 250m from the beach!
Quick stats about cottage rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
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!
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
- Idiom Restaurant & Idiom Wine Tasting Centre
- Fernkloof Nature Reserve
- De Zalze Golf Club
- Rust en Vrede Wine Estate
- Greenways Golf Estate
- Delaire Graff Estate
- ATKV Goudini Spa
- Haute Cabrière - the home of Pierre Jourdan
- Babylonstoren Wine Estate
- De Hollandsche Molen
- Tokara Wine Estate
- Hermanus Beach Club
- Somerset Mall
- La Motte Wine Farm & Restaurant
- Kolkol Mountain Lodge
- Spice Route Destination
- Mont Rochelle Nature Reserve




