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Cottage holiday rentals in Caledon

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Top-rated cottage rentals in Caledon

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Guest favourite
Cottage in Franschhoek
4.96 out of 5 average rating, 131 reviews

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.

Top guest favourite
An outdoor patio features built-in seating beneath a thatched roof, overlooking surrounding houses and a striking mountain in the distance. The open expanse offers clear views of the landscape, promoting a sense of tranquility and connection to nature.
Cottage in Pringle Bay
4.96 out of 5 average rating, 104 reviews

"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.

Top guest favourite
An outdoor area features a hexagonal hot tub surrounded by grassy space. A picnic table with benches is positioned beneath a large umbrella, while a braai area with a grill stands nearby, offering a scenic view of the surrounding landscape.
Cottage in Caledon
4.95 out of 5 average rating, 147 reviews

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

Top guest favourite
A serene outdoor area is showcased with a rim flow pool surrounded by manicured grass and blooming lavender. A large umbrella provides shade over two loungers, while rolling hills and vineyards create a scenic backdrop under a clear blue sky.
Cottage in Franschhoek
4.87 out of 5 average rating, 300 reviews

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.

Guest favourite
The open-plan lounge and dining area features a central wooden table surrounded by classic chairs. A cozy seating arrangement with woven chairs sits beside a rustic broom. Light enters through windowpanes, illuminating the clay-tiled floor and highlighting the textural elements of the thatched-roof interior.
Cottage in Greyton
4.86 out of 5 average rating, 277 reviews

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.

Top guest favourite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 135 reviews

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.

Top guest favourite
Majestic mountains rise prominently against a clear blue sky, framed by a variety of trees showcasing autumn foliage. The landscape conveys a sense of natural beauty and tranquility.
Cottage in Paarl
4.97 out of 5 average rating, 117 reviews

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.

Top guest favourite
An aerial view captures a spacious bungalow set against a coastal landscape. Ocean waves can be seen meeting rocky shores in the distance. Surrounding greenery and a dirt path lead towards the horizon, highlighting the serene natural environment.
Cottage in Rooi-Els
4.84 out of 5 average rating, 164 reviews

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.

Top guest favourite
The cottage is situated on a spacious lawn, surrounded by lush greenery and blooming flowers. A shaded terrace is visible, offering a comfortable sitting area. The building features large windows, allowing natural light to fill the interior, and a well-maintained exterior enhances the serene setting.
Cottage in Franschhoek
4.97 out of 5 average rating, 575 reviews

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.

Top guest favourite
A king-size bed is layered with neutral linens and accent pillows, creating a restful space. Two bedside lamps offer soft lighting. Large shuttered doors open to an outdoor area, providing natural light and a connection to nature.
Cottage in Stellenbosch
4.94 out of 5 average rating, 103 reviews

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.

Guest favourite
The exterior of a modern standalone home is displayed, featuring a white facade and a terracotta roof. Stone steps lead to the entry, flanked by wooden pergolas. Surrounding trees provide a natural backdrop, and a gravel pathway completes the setting.
Cottage in McGregor
4.92 out of 5 average rating, 166 reviews

"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).

Superhost
A private plunge pool is visible on a sunlit deck, surrounded by potted flowers and lush greenery. A shaded area with a thatched roof offers seating by the pool, creating a peaceful outdoor space overlooking the natural surroundings.
Cottage in Franschhoek
4.9 out of 5 average rating, 142 reviews

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

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!