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Cottage vacation rentals in Caledon

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Top-rated cottage rentals in Caledon

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Guest favorite
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.

Guest favorite
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, 166 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.

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
4.95 out of 5 average rating, 141 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
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, 298 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 favorite
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
4.84 out of 5 average rating, 134 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 favorite
A vintage bicycle leans against a white cottage wall, showcasing its classic design. To the right, a green door invites entry, while vibrant pink and purple flowers are planted nearby, adding a touch of color to the stone-paved area.
Cottage in Hermanus
4.96 out of 5 average rating, 110 reviews

Chameleon Cottage. A hidden gem.

Chameleon Cottage is a hidden gem situated in the garden of our historic home. The cottage is a super cozy "home from home" with all amenities. Situated in the heart of Hermanus, it is a short walk to all the wonderful things on offer; Restaurants, entertainment, whale watching (in season), coastal walks, shopping & sightseeing. Chameleon Cottage is solar powered to supply electricity and hot water 24 hours a day. Netflix enabled TV and fast Wi-Fi to power your mobile devices.

Guest favorite
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, 268 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, 125 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 favorite
A scenic pathway leads up to a charming guest lodge, framed by vibrant foliage. The structure features a light-colored exterior, with a sloped roof and a welcoming sign. Mountains are visible in the background, complementing the rural setting.
Cottage in Cape Winelands
4.82 out of 5 average rating, 143 reviews

Happy Valley Guest Cottages: Lorraine

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.

Top guest favorite
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, 163 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 favorite
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, 560 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
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, 160 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 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!