Vacation rentals in Caledon

4.93 out of 5 average rating, 235 reviews

A bright bedroom features a spacious bed adorned with neatly arranged blue towels. Large glass doors open to an outdoor area with scenic water views. Natural light enhances the room, while elegant curtains frame the windows, creating a serene atmosphere.

Home in Gordons Bay

Beach House with Jacuzzi Overlooking the Ocean

This self-catering, beach facing home is spread over two stories and 185 square meters. The home is equipped with a beautiful covered deck with uninterrupted views of the crystal blue waters of False Bay. Amenities include on-site laundry facilities with a washing machine, air-conditioning in every bedroom, a fully equipped kitchen with dish washer. Guests have full run of the entire property. I love entertaining and sharing my home. I will ensure that there is someone to welcome you and answer any questions you may have. This will either be me or my son Troy. We're only a SMS or (SENSITIVE CONTENTS HIDDEN) away and will respond promptly to any questions you may have. Gordons Bay is a picturesque seaside village situated between beautiful mountain ranges and the famous False Bay coast. There are many excellent restaurants and pubs. It's an easy drive to Stellenbosch, Franschhoek, Paarl, and the Cape Winelands. Daily maid service is provided every 2nd day of your stay (excludes Sunday and public holidays).

4.95 out of 5 average rating, 20 reviews

A bright, yellow tablecloth covers a small table set for two on a sunlit deck. Two white chairs, featuring vibrant green cushions, are positioned beside the table. A pitcher and bowls adorn the table, while the lush greenery and distant sea views provide a serene backdrop.

Home in Betty's Bay

Sea Cottage on Agapanthus

Sea Cottage on Agapanthus Unwind - Relax - Enjoy Sea Cottage is my very special cottage that I share with you when I am not there. You will be treated to amazing views of the Kogelberg mountains and the sea. Betty's Bay forms part of the UNESCO Kogelberg Biosphere, well known for its unspoilt nature, mountains, fynbos, beaches, lakes, and the protected African Penguin colony. You are 150m from the quaint Draad Baai which leads you to the majestic Silversands Beach to enjoy endless walks.

4.81 out of 5 average rating, 47 reviews

A spacious living area is shown, featuring a comfortable sofa facing large windows that provide natural light and views of the outdoors. A dining table is set with plates and cutlery, adjacent to a fireplace, enhancing the inviting ambiance.

Home in Hermanus

Mountainview Family Retreat

Discover our expansive 10-sleeper home, tailor-made for larger groups and families seeking a tranquil getaway. Enjoy breathtaking mountain views, refreshing ocean breezes, an outdoor braai area, and uninterrupted power during load-shedding. Relax in five spacious bedrooms, and three lounge areas, and unwind in elegantly designed living spaces and a fully equipped kitchen. Experience proximity to pristine beaches, scenic walking trails, and the best local attractions in Hermanus

4.84 out of 5 average rating, 32 reviews

A spacious living area features large windows with views of greenery. Comfortable seating arrangements include a white wicker sofa and chairs. A long wooden table is positioned nearby, with light-colored curtains softly framing the windows. Natural light fills the room, creating a welcoming ambiance.

Home in Hermanus

Fynbos cottage - beach house with mountain views

Well loved family beach home in Voelklip. Beautiful mountain views and flanked by cape fynbos. Walk out of the door onto the contour path, or join the mountain bikers onto the jeep track. A relaxed holiday home ideal for 2 families, fantastic living area with a 16 seater table ideal for get togethers or playing family games. A large wooden deck leads from the fold out doors extending the living space outdoors offering a great space for braais and sundowners

4.89 out of 5 average rating, 9 reviews

A cozy bedroom features a queen-size bed adorned with a decorative headboard. Two bedside lamps illuminate the space, complemented by a comfortable chair and side table. Large windows showcase mountain views, allowing natural light to brighten the room, set against a soft, neutral palette.

Apartment in Franschhoek

Close to Town With Great Views

This Modern and Stylish 2 bedroom apartment is situated a mere 700m stroll from the bustling Franschhoek town center. The apartment is located in the Le Bourgette Estate 1st floor apartment with stunning mountain views. 2 Bedrooms, 2 Bathrooms, patio with views and charcoal Weber bbq, Lounge, Wifi, Netflix, Large dining table perfect for friends & family , fully equipped kitchen with stove, oven, dish washer, washing machine, tumbler dryer.

4.92 out of 5 average rating, 75 reviews

Home in Greyton

At Nature's Door

This family home is situated in a uniquely beautiful location. It directly borders the Greyton Nature Reserve, boasting uninterrupted views into the reserve, and the magnificent Riviersonderend mountain range as it's backdrop. The abundance of hiking and bicycle trails are literally on your doorstep. The house is safe, privately situated and perfect for families or groups who want to enjoy everything outdoors that Greyton has to offer.

4.99 out of 5 average rating, 103 reviews

A tranquil pool area is depicted, set against a backdrop of mountains and a glowing sunset. The clear water reflects the warm hues of the evening sky, while the pool's steps lead into the serene surroundings filled with trees.

Farm stay in Hermanus

Great escape with breathtaking view

# Totally off grid Farm house, Situated on a mountain side with the best views of the Babilongstoring mountains, lagoon and Arabella golf estate - only 9km's from Hermanus central. On the Karwyderskraal road off the R320- with 14 wine estates for wine tasting on your doorstep. With plenty of fresh mountain, drinking water.Maximum 6 guests Children welcome Non-smoking villa NO PETS ALLOWED

4.97 out of 5 average rating, 32 reviews

Two wooden loungers are positioned on a terrace with a clear view of the ocean and surrounding coastline. A small table holds a bottle of sparkling wine, adding to the serene atmosphere. Soft blue and green towels are draped over the loungers.

Home in Franskraal

Breathtaking sea views

Uninterrupted ocean views over a peaceful secluded bay offer the perfect escape to relax and create those magical memories. Experience one of the most pristine stretches of coastline with whales (end of June to end of Nov), shark cage diving, nature hikes, mountain biking trails, park runs and beaches on your doorstep. All offering the perfect holiday stay with something for everyone.

4.88 out of 5 average rating, 50 reviews

A charming exterior view of the holiday home showcases a covered porch adorned with climbing vines. Comfortable seating is positioned to enhance outdoor enjoyment, while manicured greenery surrounds the space. The light-colored façade is complemented by tiled flooring, inviting relaxation in the peaceful atmosphere.

Home in Onrus

Mountian View Beach House

Lovely renovated holiday home with separate cottage facing beautiful mountain views. Situated in a quiet cul de sac, within walking distance of the Onrus beach and lagoon. Only 7 kms drive from world famous whale watching destination Hermanus. The main house sleeps six and the cottage with two large bedrooms, full bathroom, kitchen and lounge available at an extra cost sleeps four.

4.9 out of 5 average rating, 344 reviews

A serene spring water pool is surrounded by lush gardens and features a few lounge chairs under umbrellas. A guest floats on a colorful pool float, while majestic mountains rise in the background, enhancing the natural scenery.

Chalet in Franschhoek

La Provence Cottages | Ostrich Cottage

My place is close to parks, art and culture, restaurants and dining, and great views. You’ll love my place because of the location and atmosphere, the people, the neighborhood, and the outdoors space. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. Ostrich Cottage is one of 6 unique units set in scenic surroundings.

Apartment in Somerset West

A panoramic view captures a vast landscape filled with greenery and distant mountains. An infinity pool is visible beyond a wooden deck, framed by clear glass railing. Sunlight illuminates the area, highlighting the serene outdoor setting.

5 out of 5 average rating, 9 reviews

Villa style living with magnificient views

This modern 3 Bedroom Apartment offers you high-living standard with magnificent views, an infinity pool, Jacuzzi. High Standard appliances in a secure area. The apartment is equipped with a PV Solar System which means the main appliances and lights are still working during load shedding.

4.84 out of 5 average rating, 201 reviews

A bright living area features expansive windows offering views of the sea and rock pools. A cozy seating area is adorned with cushions, alongside a dining table with two chairs. Natural light fills the space, creating a welcoming ambiance throughout.

Home in Van Dyks Bay

Family beach cottage right on the sea

We've had happy holidays at our family beach house for 47 years. It's right on the sea with an easy walk to the harbour where the Great White Shark cage diving boats leave from. Lovely road along the sea to Danger Point lighthouse. Fireplace, child friendly and very relaxing!

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Other great vacation rentals in Caledon

4.87 out of 5 average rating, 38 reviews

A round table surrounded by four soft, upholstered chairs is positioned in a bright seating area, featuring floor-to-ceiling glass doors that frame stunning ocean views. Natural light floods the space, complemented by a woven area rug and a potted plant in the corner.

Apartment in Strand

Back Up Power! 3-Bed Beachfront Apartment

5 out of 5 average rating, 34 reviews

Home in Somerset West

Eclectic Family Home near Wineries

4.77 out of 5 average rating, 102 reviews

A panoramic view of a sandy beach stretches along the coastline, bordered by a road. Sunbathers and beachgoers can be seen enjoying the shore, with gentle waves lapping at the sand. Mountains rise in the background, enhancing the scenic landscape.

Apartment in Strand

Beachfront Apartment Stunning Views St Tropez 604

4.91 out of 5 average rating, 32 reviews

Home in Pringle Bay

Edible Shores Boathouse Cottage

4.98 out of 5 average rating, 50 reviews

The modern two-story home is set against a backdrop of mountains. Large glass windows and balconies are visible on each level, enhancing natural light throughout the structure. The entrance is framed by landscaped greenery and a gravel pathway leading to the front door.

Villa in Stellenbosch

Villa Amour-Bonheur Luxury Mountain View Home

Farm stay in Sir Lowry's Pass

Aerial view of the spacious modern farmhouse situated on a working olive oil farm. Lush green fields and a serene dam surround the property, which features a private pool and well-maintained gardens. The design integrates outdoor spaces with natural elements.

4.78 out of 5 average rating, 124 reviews

Gantouw Cottage

4.94 out of 5 average rating, 108 reviews

Home in De Kelders

Oceanfront Villa 4br/4ba pool wifi, solar power