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Cottage vacation rentals in Caledon

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Top-rated cottage rentals in Caledon

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Guest favourite
The open-plan living area features a comfortable sofa adorned with decorative pillows, a wooden coffee table, and two modern chairs. A well-equipped kitchen is visible in the background, with a refrigerator and natural light filtering through the windows. A staircase leads to the loft above.
Cottage in Onrus
4.93 out of 5 average rating, 182 reviews

Cozy Coastal 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.

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, 164 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 favourite
A serene view of the calm sea is presented, reflecting the soft morning light. The distant mountains are visible against the horizon, partially shrouded in clouds. The shoreline features gentle waves and rocky outcrops, enhancing the tranquil coastal landscape.
Cottage in Gordon's Bay
4.83 out of 5 average rating, 163 reviews

Under milkwoods

This house is built directly above a secluded beach in Gordon's Bay. It has five majestic milkwood trees and an indigenous garden. The sea is often calm and the sandy beach is suitable for children. There are rock pools and cormorants and seals in the bay. The harbour and the village are within walking distance. The house sleeps four people, but only one bedroom is fully enclosed; the rest of the house is open plan. Sam lives upstairs and will be there to welcome you on your arrival.

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, 262 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, 111 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.

Guest favourite
The entrance to the guest lodge is framed by lush greenery, with vibrant flowers adding color. A cobblestone path leads to the building, where a sign displays 'Happy Valley.' The mountains rise in the background, completing the serene setting.
Cottage in Franschhoek
4.77 out of 5 average rating, 142 reviews

Happy Valley Guest Cottages: Laragne

We are a family owned self catering guest lodge situated on a small citrus farm in the heart of the Franschhoek winelands. Two rivers border the farm, the smaller Kastaiings river and the Franschhoek river. We are surrounded by mountains and boast exceptional views. Happy Valley is situated 5kms from Franschhoek and is a stroll away from the famous La Motte and Môreson vineyards. Our swimming pool is in a secluded spot by the river with ancient oaks offering shade.

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
4.83 out of 5 average rating, 159 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.

Guest favourite
A charming cottage with a thatched roof is framed by a lush garden. A white-painted wall borders the entrance, which features a simple wooden gate. Well-maintained plants and trees enhance the natural setting, providing a serene atmosphere for guests.
Cottage in McGregor
4.83 out of 5 average rating, 161 reviews

Historic Sunflower Cottage, Tranquil and Romantic

Sunflower Cottage is a romantic self-catering cottage in McGregor, and is one of the oldest and most loved historical houses in the village. Originally built in the 1880’s, its thick adobe walls, original mud floors, reed ceilings and thatched roof are natural insulators against the heat and cold of the Little Karoo. Located in a quiet corner of the village, the cottage is perfect for couple getaways, to explore this historical town and surrounding winelands.

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, 549 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
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, 136 reviews

Treyntjes River Cottages

Treyntjes Rivier Cottages are about 9 km from Caledon and 25 km from Hermanus. The cottage offer accommodation for up to 4 guests. The cottage consist of 2 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, TV and WIFI Braai facilities are available in the garden. Please note: no day visitors are allowed

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, 156 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
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
4.93 out of 5 average rating, 132 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 Caledon cottage rentals

Quick stats about cottage rentals in Caledon

  • Nightly prices starting at

    Caledon vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 60 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!