Top Holiday homes in Caledon

Find the Top Holiday homes in Caledon – 40+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-40 out of 47 holiday homes
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8.4
Great23 reviews
3 adults
1 bedroom
2 beds
From   US$ 36 /nightSelect
  • Indoor swimming pool for year-round use
  • Variety of outdoor activities available
  • Shared kitchen for guest convenience
From   US$ 181 /nightSelect
  • Private pool with mountain views
  • Family-friendly picnic area
  • On-site hot tub and jacuzzi
Holiday home
10.0
Perfect1 review
  • Garden
  • Fitness Room
  • Children's Playground
From   US$ 172 /nightSelect
  • Garden with outdoor fireplace
  • Private entrance to holiday home
  • Activities like snorkeling and cycling
  • Natural pool
  • Fynbos jungle gym
  • Outdoor dining
From   US$ 127 /nightSelect
  • Self-catering chalets with stunning views
  • Access to rock art heritage site
  • Guided walks through unique fynbos flora
  • Private Entrance
  • Garden Access
  • Barbecue Facilities
From   US$ 28 /nightSelect
  • Private entrance with full-day security
  • Close access to popular cycling routes
  • Mountain views from the patio
  • Private Pool
  • Tennis Court
  • Hot Tub
From   US$ 139 /nightSelect
  • Private pool with mountain views
  • On-site tennis court available
  • Hot tub for ultimate relaxation
Holiday home
  • Family rooms
  • Private entrance
  • BBQ garden
From   US$ 121 /nightSelect
  • Stunning sea view balconies
  • Private entrance for guests
  • On-site garden with barbecue
7.8
Very good7 reviews
  • Hot tub
  • Private beach
  • On-site spa
From   US$ 170 /nightSelect
  • Open-air bathrooms under milkwood trees
  • Exclusive accommodation in natural setting
  • On-site whale watching opportunities
  • Private Pool
  • Garden Area
  • Flat-screen TV
From   US$ 886 /nightSelect
  • Private pool in luxurious accommodation
  • Air-conditioned villa with fireplace
  • Garden area for relaxation
  • Outdoor Pool
  • Private Terrace
  • Beach Access
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  • Beachfront accommodation with stunning sea views
  • Year-round outdoor pool with mountain views
  • Private terrace for outdoor dining
Holiday home
  • Private pool
  • Outdoor dining
  • Saltwater pool
From   US$ 482 /nightSelect
  • Beachfront property with stunning sea views
  • Private pool and spacious outdoor area
  • Facilities for disabled guests available
  • Mountain views
  • Picnic area
  • Barbecue area
From   US$ 85 /nightSelect
  • Private terraces with mountain views
  • On-site barbecue and picnic areas
  • Pets allowed in accommodations
  • Private pool
  • Barbecue area
  • Flat-screen TV
From   US$ 493 /nightSelect
  • Private pool with mountain views
  • Five spacious bedrooms available
  • Outdoor barbecue facilities provided
  • Sea views
  • Outdoor fireplace
  • Beach access
From   US$ 431 /nightSelect
  • Beachfront access with stunning sea views
  • Two living rooms and outdoor fireplace
  • Barbecue facilities for outdoor dining
Holiday home
  • Glamping Tents
  • Wine Tasting
  • Historic Manor
From   US$ 158 /nightSelect
  • Award-winning wines crafted on-site
  • Luxurious glamping tents with hot tubs
  • Historic Manor House with modern comforts
Holiday home
  • Outdoor fireplace
  • Garden
  • BBQ facilities
From   US$ 175 /nightSelect
  • Mountain-view terrace with outdoor fireplace
  • Private beach access and barbecue facilities
  • Activities like snorkelling and windsurfing
  • Outdoor pool
  • Jacuzzi
  • Garden
From   US$ 233 /nightSelect
  • Mountain and sea views from terrace
  • Private villa with fully equipped kitchen
  • Outdoor swimming pool and jacuzzi
Holiday home
  • Electric vehicle charging
  • Shared kitchen
  • Garden area
From   US$ 94 /nightSelect
  • Mountain-view terrace with outdoor furniture
  • Private entrance for added privacy
  • Fully equipped shared kitchen available
Farm stay
  • Outdoor pool
  • Jacuzzi
  • Pet-friendly
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  • Scenic views of mountains and gardens
  • Outdoor fireplace and picnic area
  • Year-round pool with a view
  • Private Beach
  • Heated Pool
  • Shared Kitchen
From   US$ 158 /nightSelect
  • Private beach access for exclusive enjoyment
  • Heated swimming pool with scenic views
  • Shared kitchen for home-cooked meals