Top Holiday homes in Caledon

Find the Top Holiday homes in Caledon – 50+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-40 out of 57 holiday homes
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5 adults
1 bedroom
2 beds
From   US$ 48 /nightSelect
  • Outdoor swimming pool and sun loungers
  • BBQ facilities in a garden setting
  • On-site cycling and hiking options
2 adults
1 bedroom
3 beds
From   US$ 170 /nightSelect
  • Open-air bathrooms under milkwood trees
  • Exclusive accommodation in natural setting
  • On-site whale watching opportunities
  • Private pool
  • Picnic area
  • Jacuzzi
From   US$ 181 /nightSelect
  • Private pool with mountain views
  • Family-friendly picnic area
  • On-site hot tub and jacuzzi
  • Private Entrance
  • Barbecue Area
  • Flat-screen TV
From   US$ 74 /nightSelect
  • Mountain views from private holiday home
  • Barbecue facilities for outdoor dining
  • Fishing available nearby for guests
Farm stay
  • Family rooms
  • Private patio
  • Outdoor dining
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  • Mountain and garden views
  • Fully equipped kitchens in all units
  • Family-friendly accommodations available
  • 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 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
  • 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
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
  • 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
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
  • Private pool
  • Bowling alley
  • Saltwater pool
From   US$ 264 /nightSelect
  • Private pool and beachfront access
  • Bowling alley and game facilities
  • Salt-water pool with sun loungers
Holiday home
  • Garden
  • Barbecue
  • Patio
From   US$ 64 /nightSelect
  • Spacious holiday home with garden views
  • Private entrance for added privacy
  • Outdoor dining area with barbecue facilities
Holiday home
  • Barbecue
  • Garden
  • Fireplace
From   US$ 203 /nightSelect
  • Spacious holiday home with garden views
  • Outdoor terrace with mountain views
  • On-site barbecue and garden area
Lodge
  • Swimming Pool
  • Mountain Views
  • Self-Catering
From   US$ 64 /nightSelect
  • Luxurious suites with mountain views
  • Outdoor swimming pool for relaxation
  • Ideal base for Elgin wine tours
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
Holiday home
10.0
Perfect1 review
  • Garden
  • Fitness Room
  • Children's Playground
From   US$ 194 /nightSelect
  • Garden with outdoor fireplace
  • Private entrance to holiday home
  • Activities like snorkeling and cycling
  • 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
  • Private pool
  • Barbecue area
  • Flat-screen TV
From   US$ 493 /nightSelect
  • Private pool with mountain views
  • Five spacious bedrooms available
  • Outdoor barbecue facilities provided