Top Holiday rentals in Caledon

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

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22 Guests, 1 Room
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1-20 out of 78 holiday rentals
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2 adults
1 bedroom
1 bed
From   US$ 523 /nightSelect
  • Exceptional ecological retreat experience
  • Pampering treatments at Milkwood Spa
  • Guided kayaking excursions on lagoon
5 adults
1 bedroom
1 bed
From   US$ 235 /nightSelect
  • Diverse on-site spa treatments available
  • Year-round outdoor swimming pool
  • Well-equipped shared kitchen facilities
  • Rooftop Pool
  • Car Rental
  • Air Conditioning
From   US$ 75 /nightSelect
  • Rooftop pool with sea views
  • Air-conditioned units with streaming TV
  • Disabled access and car rental services
  • Outdoor pool
  • Braai area
  • Self-catering kitchens
From   US$ 183 /nightSelect
  • Breathtaking mountain views
  • Private self-catering cottages
  • Dog-friendly accommodations available
  • Gas BBQ
  • Air conditioning
  • Secure parking
From   US$ 223 /nightSelect
  • Luxurious self-catering units
  • Private balconies with BBQ facilities
  • Central location for exploring Hermanus
Country house
  • Saltwater Pool
  • Spacious Suites
  • On-site Spa
From   US$ 136 /nightSelect
  • Tranquil valley views and spacious suites
  • Saltwater pool and sun terrace access
  • On-site spa and wellness treatments
Apartment
  • Heated Pool
  • Private Parking
  • Outdoor Terrace
From   US$ 190 /nightSelect
  • Private entrance to five-star apartments
  • Heated outdoor swimming pool available
  • Access to golf and nature activities
  • Private Pool
  • Picnic Area
  • Terrace Views
From   US$ 78 /nightSelect
  • Private pool with garden views
  • Outdoor dining with mountain views
  • Picnic area for outdoor activities
  • Wine Tasting
  • Gourmet Restaurant
  • Mountain Trails
From   US$ 116 /nightSelect
  • Award-winning wine tastings available
  • Gourmet restaurant with local ingredients
  • Picturesque mountain-view cottages
  • Golf Course
  • Flat-screen TV
  • Electric Kettle
From   US$ 47 /nightSelect
  • On-site golf course available
  • Flat-screen TV in rooms
  • Electric kettle provided
Country house
  • Outdoor pool
  • Conference room
  • Beach access
From   US$ 92 /nightSelect
  • Whale watching from your room
  • Individually decorated luxury rooms
  • Serene outdoor pool area
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
  • Terrace
  • Barbecue facilities
  • Private parking
From   US$ 263 /nightSelect
  • Beachfront access with stunning sea views
  • Fully equipped kitchen for self-catering
  • Family-friendly with spacious terraces
  • Spa
  • Bike Tours
  • Hiking
From   US$ 92 /nightSelect
  • On-site bike tours and hiking activities
  • Electric kettle in every room
  • Outdoor dining area for relaxation
  • 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
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
Villa
  • 4 Bedrooms
  • Barbecue Facilities
  • Fireplace
From   US$ 94 /nightSelect
  • Mountain-view terrace for outdoor dining
  • Private entrance enhancing guest privacy
  • Billiards table for entertainment
  • Private beach
  • Picnic area
  • Flat-screen TV
From   US$ 169 /nightSelect
  • Private beach access
  • Outdoor swimming pool
  • Hiking and diving activities
  • Kitchenette
  • On-site Spa
  • Seating Area
From   US$ 62 /nightSelect
  • Cozy units with kitchenettes available
  • Relaxing on-site spa services offered
  • Free Wi-Fi throughout the property
  • Rooftop Pool
  • Outdoor Swimming
  • Beach Access
From   US$ 138 /nightSelect
  • Rooftop pool with sea views
  • Air-conditioned units with kitchenettes
  • Full-day security for safety