
Cottage holiday rentals in Caledon
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Caledon holiday rentals start at $51 NZD per night before taxes and fees

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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.

Beautiful 120m² Cottage with Private Pool & Braai
This modern, spacious cottage offers all you need for a perfect holiday or quick break away. Stunning garden with pool. Indoor/outdoor braai room with dining room and lounge furniture. Fully fitted kitchen with modern built-in stove, Nespresso, coffee machine, dishwasher, washing machine and dryer. Bedroom with queen size bed and ample built-cupboards and on suite bathroom. Comfortable lounge. Large Smart TV, use your own streaming apps. Fast Wi-Fi. Less than 1km from centre of town & cliffpath.

"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.

Fisherman’s cottage by cliff path with solar power
Comfortable, secure, freshly renovated, centrally located Fisherman's cottage in East Cliff/Kwaaiwater with the scenic cliff paths, spectacular whale watching spots and the Hermanus golf club with restaurant on your doorstep. Walking distance to the nearest supermarket, the town centre and restaurants, Fernkloof Nature Reserve as well as Langbaai, Kammabaai and Voelklip beaches along the coastal path across the road right in front of the house. Solar power so not impacted by loadshedding.

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.

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 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.

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.

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.

DeUitzicht Country cottage in the winelands
A new cottage with a quaint old country feel. Situated on a beautiful smallholding close to Southern Paarl / Klapmuts. The setting is really peaceful with beautiful views of Simonsberg and the surrounding countryside. Should you need some entertainment, we're at the gateway to most well known wine routes and all the activities the winelands have to offer. The cottage is beautifully appointed with everything you'll need for a relaxing country get-away.

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. Dog friendly but unfenced.
Popular amenities for Caledon cottage rentals
Cottage rentals with a hot tub

Brunia farm cottage on award winning wine farm

La Galleria Cottage Retreat

Oak Cottage at Pat Busch Reserve

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

Nautical Nook (hot tub 5-8min walk to cliff path)

Kleijne Karu, McGregor

De Hoop Cottage

Amperbo Glamping
Pet-friendly cottage rentals

Swan Cottage

Cape Cuckoo Cottage: Magic 2 Bedroom Farm Cottage

Eastcliff cottage with pool, garden & solar power.

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

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

Krans Lodge - Stylish country escape

Gorgeous cottage with indoor fireplace

Beach cottage with unspoilt sundowner views.
Private cottage rentals

Maison Amahle

Luxury Studio Apartment in Stellenbosch with AC

Bird Song Cottage

Sugarland Cottage, Central Stellenbosch

Cabriere Cottage, Franschhoek Winelands escape

Gorgeous Cottage in the ❤️ of Town

Little Willow Brooke Franschhoekfireplacepoolbraai

Red Aloe Farm
Destinations to explore
- Cape Town Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Franschhoek Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- George Holiday rentals
- Hermanus Holiday rentals
- Knysna Holiday rentals
- Drakenstein Holiday 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





