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Cottage holiday rentals in Caledon

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Top-rated cottage rentals in Caledon

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite
An outdoor stoep features a fire pit surrounded by a stone enclosure and a comfortable sofa. Warm light from the fire contrasts with the evening sky, while glass doors offer a view into the open-plan kitchen and lounge area.
Cottage in Sandbaai
4.99 out of 5 average rating, 135 reviews

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.

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
4.94 out of 5 average rating, 157 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
Cottage in Franschhoek
4.87 out of 5 average rating, 307 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.

Top Guest favourite
A private pool is framed by greenery, surrounded by a landscaped area featuring various shrubs and trees. The pool area is enclosed by a low wall, offering a secluded setting. A paved path leads up to the pool, which has calm water reflecting surrounding nature.
Cottage in Greyton
4.87 out of 5 average rating, 291 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
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 154 reviews

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.

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
4.98 out of 5 average rating, 122 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
Cottage in Franschhoek
4.97 out of 5 average rating, 587 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.

Guest favourite
The cottage is set against a clear blue sky, surrounded by lush greenery and open fields. A simple, modern structure with a sloped roof features multiple windows that allow natural light to enter, providing a sense of spaciousness in the countryside.
Cottage in Western Cape
4.9 out of 5 average rating, 264 reviews

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.

Guest favourite
Cottage in Stellenbosch
4.95 out of 5 average rating, 111 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
4.93 out of 5 average rating, 174 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).

Guest favourite
The exterior of the cottage features a charming facade with wooden accents and large windows. A well-kept garden with lush green grass and a stone pathway leads to the entrance. In the foreground, a shaded seating area includes a table and chairs under an umbrella.
Cottage in Western Cape
4.97 out of 5 average rating, 269 reviews

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.

Top Guest favourite
An inviting outdoor area is presented, featuring a small plunge pool with soft lighting. Tables and chairs are arranged on the grass, with the cottage's rooms visible in the background, illuminated warmly. The serene surroundings are complemented by evening ambiance.
Cottage in Franschhoek
4.95 out of 5 average rating, 150 reviews

Cabriere Cottage, Franschhoek Winelands escape

A lovely self-catering cottage in the beautiful Franschhoek Wine Valley. Great location, in a quiet part of the village but within easy walking distance of all the fabulous restaurants, shops, art galleries. Great for a family or 2 couples travelling together. Newly installed battery inverters and solar panels ensure we are not affected by LOAD-SHEDDING 💡

Popular amenities for Caledon cottage rentals

Quick stats about cottage rentals in Caledon

  • Nightly prices starting at

    Caledon holiday rentals start at $51 NZD 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!