Top Holiday rentals in Caledon

Find the Top Holiday rentals in Caledon – 90+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 93 holiday rentals
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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
2 adults
1 bedroom
1 bed
From   US$ 523 /nightSelect
  • Exceptional ecological retreat experience
  • Pampering treatments at Milkwood Spa
  • Guided kayaking excursions on lagoon
  • Indoor Pool
  • Private Parking
  • Shared Kitchen
From   US$ 36 /nightSelect
  • Indoor swimming pool for year-round use
  • Variety of outdoor activities available
  • Shared kitchen for guest convenience
  • Mountain views
  • Family dining
  • Outdoor fireplace
From   US$ 159 /nightSelect
  • Mountain view terraces for all units
  • Family-friendly on-site dining options
  • Activities like fishing and hiking available
  • Vintage trailers
  • Outdoor pool
  • On-site restaurant
From   US$ 144 /nightSelect
  • Quirky themed vintage trailers
  • On-site spa and wellness centre
  • Diverse outdoor activities available
  • Wine Tasting
  • Gourmet Restaurant
  • Mountain Trails
From   US$ 116 /nightSelect
  • Award-winning wine tastings available
  • Gourmet restaurant with local ingredients
  • Picturesque mountain-view cottages
  • Wood-fired Hot Tub
  • Braai Facilities
  • Horse Riding
From   US$ 99 /nightSelect
  • Private outdoor wood-fired hot tubs
  • Dog-friendly glamping tents
  • Daily wine tastings available
Country house
  • Outdoor pool
  • Conference room
  • Beach access
From   US$ 190 /nightSelect
  • Whale watching from your room
  • Individually decorated luxury rooms
  • Serene outdoor pool area
From   US$ 1 180 /nightSelect
Located a mere 10 minutes' walk from Horse Riding Grootbos Private Nature Reserve, the Perivoli Lagoon House Villa Stanford offers a continental breakfast and features a year-round outdoor swimming pool.
  • 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
Apartment
  • Heated Pool
  • Private Parking
  • Outdoor Terrace
From   US$ 187 /nightSelect
  • Private entrance to five-star apartments
  • Heated outdoor swimming pool available
  • Access to golf and nature activities
  • 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
  • Gas BBQ
  • Air conditioning
  • Secure parking
From   US$ 223 /nightSelect
  • Luxurious self-catering units
  • Private balconies with BBQ facilities
  • Central location for exploring Hermanus
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
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
  • Outdoor pool
  • Braai area
  • Self-catering kitchens
From   US$ 249 /nightSelect
  • Breathtaking mountain views
  • Private self-catering cottages
  • Dog-friendly accommodations available
  • Patio
  • Fireplace
  • BBQ
From   US$ 140 /nightSelect
  • Fully-equipped kitchen with dishwasher
  • BBQ facilities for outdoor dining
  • Beach access and sun umbrellas
Apartment
  • Beach access
  • Private parking
  • Shared lounge
From   US$ 336 /nightSelect
  • Stunning sea-view balcony access
  • Private entrance for added privacy
  • Diverse on-site activities available
  • Private beach
  • Picnic area
  • Flat-screen TV
From   US$ 169 /nightSelect
  • Private beach access
  • Outdoor swimming pool
  • Hiking and diving activities
  • 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