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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

SuziRating, 5 stars1 month ago
Wow! This is certainly a piece of paradise! The peace which envelopes you as you walk in is incredible. You cannot get enough of that view - looks like a postcard. The rooms are spacious and beds are comfy. The kitchen is the most equipped one I have ever seen. Then to top it off Gwen is so friendly, accommodating and helpful. Glenda makes the holiday a treat. Thank you for sharing your home with us! We will be back.
Guest favorite

Home in Franschhoek

4.94 out of 5 average rating, 33 reviews

Village Vine & Stream | Walkable | Chic | Central

RobynRating, 5 stars4 days ago
Beautiful home in an amazing location. It was everything we needed and we would definitely stay there again!
Superhost

Home in Hermanus

4.8 out of 5 average rating, 46 reviews

The Mountainview Family Retreat

MeganRating, 5 stars1 month ago
What a beautiful location in walking distance (one road back) from the beach and lagoon with board walks along the coast. Very spacious and had everything we needed. We had a lovely time with our family and kids.
Guest favorite

Home in Betty's Bay

4.94 out of 5 average rating, 16 reviews

Sea Cottage on Agapanthus

MaritsaRating, 5 stars1 month ago
What a gem of a place! Perfect home away from home for a peaceful and relaxed family holiday. The most beautiful views from both decks. We loved watching the birds enjoy the back garden and flowers. We even made friends with one of the local birds - Toto. The house is perfectly situated to walk to Silversands beach and the penguin sanctuary. A nice easy walk, even for Ouma whi joined us. Annie is an amazing host and responded promptly to any requests or questions. The info she left of the area was very handy. We will definitely book again at this beautiful Sea Cottage.
Guest favorite

Home in Franschhoek

4.99 out of 5 average rating, 108 reviews

Pure opulence in a heavenly setting

SachaRating, 5 stars3 weeks ago
We thoroughly enjoyed our stay at Elsa’s house, it was very beautiful, spacious, clean, comfortable and exactly as described. It is super central and easy to walk to the Main Street. We were meet by the house keeper who was very informative and helpful and security was excellent.
Guest favorite

Home in Franschhoek

4.92 out of 5 average rating, 152 reviews

The heart of Franschhoek

KenRating, 5 stars3 weeks ago
Great place to stay walkable to bars and restaurants. Well equipped kitchen. Great host. Highly recommended.
Guest favorite

Home in Hermanus

4.84 out of 5 average rating, 31 reviews

Fynbos cottage - beach house with mountain views

HildaRating, 5 stars1 month ago
Great location and lovely living area space. Host was very helpful and quick to respond to any queries.
Guest favorite

Home in Greyton

4.93 out of 5 average rating, 71 reviews

At Nature's Door

EmmaRating, 5 stars1 month ago
We had a lovely stay in Greyton! Andrews home has beautiful views of the Greyton reserve. We so enjoyed sitting on the patio looking at the mountain! The pool was great for the kids!
Guest favorite

Guesthouse in Stanford

4.93 out of 5 average rating, 68 reviews

The Stanford Getaway 2 rooms PET FRIENDLY

CarolRating, 5 stars5 months ago
I had a fantastic stay at The Stanford getaway! The location is perfect - just a short walk from the center of town. The amenities were excellent, and the decor was absolutely beautiful, making it a truly cozy and inviting space. I hope to stay here again on my next visit. Highly recommend!
Guest favorite

Cabin in Hermanus

4.95 out of 5 average rating, 37 reviews

Picturesque Lagoon Cabin on Klein River Hermanus

DivanRating, 5 stars1 week ago
We were looking for a space to relax and find some peace, oh boy did we find it! Everything we needed was there. Catherine thought of everything! Meticulous detail. Loved every minute! Hope to come back soon!!! Thank you so much Catherine!
Guest favorite

Home in Franskraal

5 out of 5 average rating, 23 reviews

Breathtaking sea views

TracyRating, 5 stars1 week ago
What an incredible home. 7 adults and 2 children and not once did we feel cramped. So much space. The kitchen has everything you need and more... mot once did we miss a home comfort... everything we needed was there. I will be back... the best family holiday ever. Having 4 generations under one roof. location... perfect Franskraal... clean, beautiful and so friendly (like a village community) thank you Guy and Jen... we will be back. Tracy & Charl (Port Elizabeth)
Guest favorite

Chalet in Franschhoek

4.9 out of 5 average rating, 331 reviews

La Provence Cottages | Ostrich Cottage

MoniqueRating, 5 stars2 weeks ago
We were only one night and rather by chance at Carin's property and since we didn't have any expectations, we were all the more surprised how beautiful the place and the whole property is. We felt very comfortable and would definitely come back when we are back in Franschhoek.

Popular amenities for Caledon vacation rentals

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.

PaulaRating, 5 stars9 months ago
A very comfortable family beach house equipped with all one needs for a happy holiday! Nadine was very responsive. We had a super stay.
Superhost

Apartment in Strand

4.83 out of 5 average rating, 30 reviews

Back Up Power! 3-Bed Beachfront Apartment

MichelleRating, 5 stars1 month ago
The apartment was so well equipped and the complimentaries were just a cherry on the top. Fantastic location, great complex, helpful host...the stay was wonderful in every way
Guest favorite

Home in Strand

4.89 out of 5 average rating, 19 reviews

Spacious home with pool 200M from beach.

AdelRating, 5 stars4 months ago
It was such a nice space to stay for our wedding weekend. The most comfortable beds.
Guest favorite

Home in Somerset West

5 out of 5 average rating, 30 reviews

Eclectic Family Home near Wineries

VickiRating, 5 stars1 week ago
Carol was there to greet us and show us her lovely home. We also met Caroline who was in hand to help at check in and check out. The house suited us perfectly. Close to family but with easy access to restaurants, vineyards, shops and beaches. The four of us really enjoyed our stay and Carol had gone the extra mile in providing those little extras that make all the difference. A wonderful two weeks.
Superhost

Apartment in Strand

4.78 out of 5 average rating, 99 reviews

Beachfront Apartment Stunning Views St Tropez 604

SamanthaRating, 5 stars5 months ago
We really enjoyed our stay! Stunning view and the location is amazing!
Guest favorite

Home in Pringle Bay

4.86 out of 5 average rating, 21 reviews

Edible Shores Boathouse Cottage

CiaraRating, 5 stars1 week ago
Carmen’s place is just the most gorgeous tranquil place to stay, plus such an easy walk to the beach(Wich is stunning) and super easy walk to the shops and great restaurants. If you want the best coffee go to ‘The Book Club’. The air bnb is spacious, with a lovely patio and braai and stunning hot tub where you can star gaze! Carmen is the best host, so kind, friendly and helpful! Also super quick at responding with any questions or queries. She does amazing Foraging experiences too, so definitely worth booking if she’s hosting one while you’re there. We stayed a full week and could’ve stayed longer it was so great. No complaints 10 out of 10. And we’ll definitely be back! A stunning and highly recommended stay! 😊💛
Guest favorite

Villa in Stellenbosch

4.98 out of 5 average rating, 46 reviews

Villa Amour-Bonheur Luxury Mountain View Home

EmericRating, 5 stars4 weeks ago
The Villa was perfection. Nestled up on a hill amongst beautiful and intentional plantings, it stands out as one of our stays we’ll never forget. Beautifully decorated and well kept, we felt immediately at peace after lots of travel and events. Liebrecht was the consummate host, helpful, friendly and a joy to connect with. I would most definitely recommend people to stay here.
Superhost

Home in Hermanus

4.61 out of 5 average rating, 18 reviews

Beautiful relaxing Hermanus home

RogerRating, 5 stars3 weeks ago
Fantastic house for a family to relax. Walking distance from Voelklip beaches & restaurants. Comfortable lounge, dining room, deck & braai area. Well appointed.

Quick stats about vacation rentals in Caledon

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 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