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Vacation rentals in Caledon

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Caledon

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

Guest favorite

Farm stay in Stellenbosch

5.0 out of 5 average rating, 115 reviews

Stay on a Working Flower Farm in a Modern Home

Soak up the secluded splendor of this modern farmhouse in the Cape Winelands. A new expansive view awaits at every turn—admire one side of the mountain range in the light-filled entrance hall, and take in the other from the spacious sitting room that brings the outdoors in with a full-size maple tree and sliding glass doors. Colorful textiles and eclectic art objects collected from around the world enliven the farmhouse interiors, where leafy greens and flowers fill each room. Take a dip in the outdoor 15m pool, then enjoy a meal near a wood-burning fireplace on the outdoor patio. Modern house with farm interior. Access to all areas including own pool and garden. Open plan kitchen and living areas with access to verandah and vegetable garden. Will be welcome and greeted by myself ,always available by phone or text . The farmhouse is set in a secluded area just a short drive away from the quaint town of Stellenbosch, ripe with many fruit orchards and wine vineyards—some date as far back as the 1650s. Foodies would be wise to pit stop at Foliage, an award-winning restaurant listed as one of the “World’s 50 Best” restaurants. Own transport is recommended, but Uber is available if needed, guests use them often successfully. Gay friendly. Perfectly located.

Aug 21 – 28

€ 1,011 per night
Guest favorite

Farm stay in Stellenbosch

4.98 out of 5 average rating, 112 reviews

Hidden gem in the heart of the winelands..

A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

Oct 5 – 12

€ 127 per night
Guest favorite

Home in Franschhoek

4.99 out of 5 average rating, 124 reviews

Mongoose Manor, walk to wine estates and town.

This is the most perfect ever listing. Privacy, location, quality. FULLY SOLAR POWERED. Completed by a top designer, breathtaking views of the mountains and wine valley, next to Le Lude champagne estate and restaurant, on an equestrian estate. And under 10 minutes walk to the centre of town, 5 minutes to Le Lude or Haute Cabriere estates, the monument, museum etc. There is even a friendly water mongoose named Tilly who will come to visit! NO CHILDREN of any age allowed, including infants.  

Jun 14 – 21

€ 178 per night

Popular amenities for Caledon vacation rentals

Other great vacation rentals in Caledon

Guest favorite

Home in Franschhoek

4.96 out of 5 average rating, 224 reviews

De Villiers House

Jun 13 – 20

€ 199 per night
Guest favorite

Cottage in Caledon

4.94 out of 5 average rating, 84 reviews

Treyntjes River Cottages

Oct 11 – 18

€ 73 per night
Superhost

Place to stay in Rawsonville

4.79 out of 5 average rating, 152 reviews

Luxury Solace Cabin - River Cabin

Mar 26 – Apr 2

€ 110 per night
Guest favorite

Cottage in Caledon

4.96 out of 5 average rating, 48 reviews

Bird Song Cottage

Dec 30 – Jan 6

€ 29 per night
Guest favorite

Farm stay in Stanford

4.98 out of 5 average rating, 53 reviews

The Melkstal

Jun 23 – 30

€ 121 per night
Guest favorite

Earthen home in Stanford

5.0 out of 5 average rating, 48 reviews

Earthen Home | Offgrid | Panoramic views | Hot tub

Superhost

Farm stay in Caledon

5.0 out of 5 average rating, 4 reviews

The Cottage at Black Eagle

Guest favorite

Villa in Gansbaai

4.97 out of 5 average rating, 35 reviews

Luxury Private Beach Front Villa -with full backup

May 16 – 23

€ 376 per night
Guest favorite

Home in Caledon

4.9 out of 5 average rating, 49 reviews

The Pepper Tree

Apr 10 – 17

€ 31 per night
Guest favorite

Home in Gansbaai

5.0 out of 5 average rating, 24 reviews

Ocean Retreat, Romansbaai Beach & Fynbos Estate

Oct 8 – 15

€ 446 per night
Guest favorite

Home in Stellenbosch

5.0 out of 5 average rating, 12 reviews

Upper Blaauwklippen Keerweer Manor House

May 30 – Jun 6

€ 585 per night
Guest favorite

Shipping container in Villiersdorp

4.97 out of 5 average rating, 29 reviews

Exquisite panoramic one bedroom Mountain Eco Pod

Quick stats about vacation rentals in Caledon

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

720 reviews

Nightly prices starting at

€ 9 before taxes and fees

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 bed and breakfast rentals in Caledon have wireless internet?

    Absolutely! We offer over 10 bed and breakfast 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 20 vacation rentals in Caledon featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Caledon vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes 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 60 vacation rentals in Bergsig, over 60 vacation rentals in Caledon, and over 50 vacation rentals in Middleton.

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