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Vacation rentals in Caledon

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Top-rated vacation rentals in Caledon

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Gordons Bay

4.93 out of 5 average rating, 228 reviews

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).

Guest favorite

Home in Franschhoek

4.94 out of 5 average rating, 33 reviews

Village Vine & Stream | Walkable | Chic | Central

WALKABLE I CENTRAL | PICTURESQUE | PRIVATE AND SECURE Enjoy a blissful stay in the heart of Franschhoek renowned for its world-class restaurants, art galleries and exquisite wine estates. Our home is situated a stone's throw away from the most beautiful main street you'll ever find. Fully equipped with all the modern amenities providing an unforgettable stay and tucked away in a gated complex ensuring your privacy and security. Known as the Valley of Dreams, create memories to last a lifetime!

Superhost

Home in Hermanus

4.8 out of 5 average rating, 46 reviews

The 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, two 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 the idyllic coastal town.

Guest favorite

Home in Betty's Bay

4.94 out of 5 average rating, 16 reviews

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.

Guest favorite

Home in Franschhoek

4.99 out of 5 average rating, 108 reviews

Pure opulence in a heavenly setting

In an exquisite continuation of the splendour offered by Paloma in Camps Bay , comes our most ambitious and luxurious project to date. With 5* ratings from the most discerning of guests, now offers a luxurious space for larger groups in the heart of the idyllic village of Franschoek. 1) Location, location, location..., 2) With endless luxury, 3) Four ample bedrooms, all en-suite, 4) Beautiful communal areas, inside and out, including a large pool, 5) A beautiful established garden.

Guest favorite

Home in Franschhoek

4.92 out of 5 average rating, 152 reviews

The heart of Franschhoek

This stunning house is located in the heart of Franschhoek, perfect to explore the village and the surrounding area. It's a stones throw from some of the best restaurants and local attractions. The home is furnished to a very high specification and comes with a fully equipped Kitchen, Braai area, private swimming pool, Fibre Internet, TV (Netflix & Amazon), air-conditioning in every room and UPS power. We love Franschhoek and this house and hope you will too.

Guest favorite

Home in Hermanus

4.84 out of 5 average rating, 31 reviews

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

Guest favorite

Home in Greyton

4.93 out of 5 average rating, 71 reviews

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.

Guest favorite

Guesthouse in Stanford

4.93 out of 5 average rating, 68 reviews

The Stanford Getaway 2 rooms PET FRIENDLY

2 trendy spacious rooms, full of sunlight and stunning views. Egyptian cotton bedlinen and luxury towels to make your stay something special. Kitchenette available for self catering. Please note the cottage is completely independent but garden and pool are shared with the main house. Please request in advance if you require Single or King beds. Walking distance to all the village amenities, shops and river activities.

Guest favorite

Cabin in Hermanus

4.95 out of 5 average rating, 37 reviews

Picturesque Lagoon Cabin on Klein River Hermanus

Make some memories at this unique and family-friendly place. Very peaceful and relaxing with plenty of bird and marine life at your doorstep. A paddle in our double seated kayak is a must when the tide and weather conditions permit. Paddle a short distance across to the island and enjoy a picnic under one of our sun umbrellas and a dip in the mix of the fresh lagoon water and the Atlantic Ocean.

Guest favorite

Home in Franskraal

5 out of 5 average rating, 23 reviews

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.

Guest favorite

Chalet in Franschhoek

4.9 out of 5 average rating, 331 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Caledon vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great vacation rentals in Caledon

Guest favorite

Home in Betty's Bay

4.88 out of 5 average rating, 26 reviews

Maison du Bonheur.

Superhost

Apartment in Strand

4.83 out of 5 average rating, 30 reviews

Back Up Power! 3-Bed Beachfront Apartment

Guest favorite

Home in Strand

4.89 out of 5 average rating, 19 reviews

Spacious home with pool 200M from beach.

Guest favorite

Home in Somerset West

5 out of 5 average rating, 30 reviews

Eclectic Family Home near Wineries

Superhost

Apartment in Strand

4.78 out of 5 average rating, 99 reviews

Beachfront Apartment Stunning Views St Tropez 604

Guest favorite

Home in Pringle Bay

4.86 out of 5 average rating, 21 reviews

Edible Shores Boathouse Cottage

Guest favorite

Villa in Stellenbosch

4.98 out of 5 average rating, 46 reviews

Villa Amour-Bonheur Luxury Mountain View Home

Superhost

Home in Hermanus

4.61 out of 5 average rating, 18 reviews

Beautiful relaxing Hermanus home

Show all

Quick stats about vacation rentals in Caledon

  • Total rentals

    70 properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    760 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Frequently Asked Questions

  • How much does it cost to stay in guesthouse rentals in Caledon?

    Experience the best of Caledon with our guesthouse rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Caledon?

    Caledon has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Caledon have wireless internet?

    Absolutely! We offer over 10 apartment rentals with wireless internet in Caledon. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Caledon?

    Yes! Work meets play with ease at over 30 vacation rentals in Caledon featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Caledon bed and breakfast rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 bed and breakfast rentals with pools in Caledon, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Caledon?

    Make yourself at home in Caledon by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Caledon, over 80 vacation rentals in Middleton, and over 80 vacation rentals in Bergsig.

Destinations to explore