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Cottage holiday rentals in Caledon

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Top-rated cottage rentals in Caledon

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Top guest favourite
Cottage in Franschhoek
4.96 out of 5 average rating, 133 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
Cottage
4.95 out of 5 average rating, 147 reviews

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.

Top guest favourite
An open living space is featured, combining the kitchen and living room. A dark leather sofa is positioned near a wooden coffee table. Industrial-style bar stools line a kitchen island, with pendant lights hanging above. A large window allows natural light to illuminate the area.
Cottage in Onrus
4.95 out of 5 average rating, 239 reviews

Cozy Corner Cottage

Our solar powered cottage is the ideal place to enjoy a relaxing getaway in Onrus. Mere minutes from Hermanus, the cottage is located within walking distance from the beach and various tidal pools in the area. Fitted with solar panels, battery and inverter, the cottage has back-up power and is ‘loadshedding proof’. The space is beautifully furnished & decorated, stylish enough to make it feel special, but informal enough to enjoy your time at the beach. We offer RELIABLE, FAST FIBER internet.

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, 152 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, 303 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 cottage is surrounded by a lush green lawn and tall trees, showcasing a two-story structure with a sloped roof and multiple windows. A spacious porch extends along the front, inviting relaxation and views of the garden.
Cottage in Hermanus
4.85 out of 5 average rating, 141 reviews

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.

Top 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
4.87 out of 5 average rating, 282 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, 138 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
A charming cottage is framed by green foliage and well-maintained gardens. A light-colored exterior complements a sloped roof, while large windows allow natural light to fill the interior. The inviting entrance features a door centered between two windows, enhancing the welcoming appearance.
Cottage in Franschhoek
4.98 out of 5 average rating, 125 reviews

Woodend Cottage with Private Garden & Pool

Woodend and its sister Orchard Cottage are situated on Le Vallon, a farm within easy walking distance of the quaint village of Franschhoek, the food and wine capital of South Africa. Each cottage is fully self-contained and perfect for families of all ages. They both have private pools in their good sized private cottage gardens. From the farm it is an easy stroll down into the village main street, but just far enough away to give you the peace and quiet of a rural setting.

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, 580 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, 167 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).

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!