Top Holiday rentals in Caledon

Find the Top Holiday rentals in Caledon – 70+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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41-60 out of 78 holiday rentals
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8 adults
4 bedrooms
4 beds
From   US$ 139 /nightSelect
  • Private pool with mountain views
  • On-site tennis court available
  • Hot tub for ultimate relaxation
6 adults
2 bedrooms
3 beds
From   US$ 64 /nightSelect
  • Mountain and lake views from units
  • Outdoor fireplace for relaxation
  • Direct access to Kleinmond Beach
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
  • 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 Entrance
  • Patio
  • Barbecue Facilities
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  • Mountain and sea views from terrace
  • Private entrance for added privacy
  • BBQ facilities for outdoor dining
  • Private pool
  • Golf course
  • Outdoor dining
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  • Private pool with lake view
  • Access to championship golf course
  • Outdoor dining area with mountain views
  • 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
  • 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
  • Family units
  • Garden
  • Barbecue area
From   US$ 74 /nightSelect
  • Family-friendly units with barbecue area
  • Diverse outdoor activities available nearby
  • Pets allowed for a welcoming stay
Apartment
  • Hot tub
  • Picnic area
  • Mountain views
From   US$ 163 /nightSelect
  • Hot tub and outdoor picnic area
  • Activities like cycling and fishing
  • Mountain views from private terraces
  • 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
Apartment
  • Fireplace
  • Garden
  • Barbecue
From   US$ 46 /nightSelect
  • Mountain-view soundproof apartment
  • Private entrance for added privacy
  • Scenic balcony with sea views
Apartment
  • Private Patio
  • Snack Bar
  • Outdoor BBQ
From   US$ 65 /nightSelect
  • Garden-view apartment with outdoor dining
  • Free private parking on-site
  • Adults-only accommodation option
  • Outdoor Dining
  • Squash Court
  • Beach Access
From   US$ 123 /nightSelect
  • Beachfront property with stunning sea views
  • Year-round outdoor swimming pool access
  • Squash court for active guests
  • 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
  • Outdoor pool
  • Private entrance
  • Table tennis
From   US$ 66 /nightSelect
  • Private entrance with garden views
  • Outdoor pool with sun terrace
  • Table tennis for fun activities
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