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Cottage vacation 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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Top guest favorite
A solar heated pool is framed by a wooden deck and a stone border. Lush green plants and trees provide shade around the pool area. A large umbrella stands nearby, and a neat green lawn complements the serene setting.
Cottage in Hermanus
4.95 out of 5 average rating, 152 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 favorite
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, 111 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.

Superhost
An open-plan lounge area features a wood-burning stove and a colorful striped rug. Light fills the space from large doors leading to an outdoor seating area with wooden furniture. A small dining table adds to the inviting atmosphere.
Cottage in Hermanus
4.84 out of 5 average rating, 178 reviews

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.

Guest favorite
Cottage in Sandbaai
4.99 out of 5 average rating, 134 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 favorite
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 favorite
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 favorite
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, 289 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 favorite
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, 152 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 favorite
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 favorite
Cottage in Franschhoek
4.97 out of 5 average rating, 586 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 favorite
Cottage in Stellenbosch
4.95 out of 5 average rating, 110 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 favorite
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, 173 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 Caledon cottage rentals

Quick stats about cottage rentals in Caledon

  • Nightly prices starting at

    Caledon vacation rentals start at ﺩ.ﺇ110 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!