Top Holiday homes in Caledon

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

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22 Guests, 1 Room
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1-20 out of 47 holiday homes
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8.4
Great7 reviews
2 adults
1 bedroom
1 bed
From   US$ 523 /nightSelect
  • Exceptional ecological retreat experience
  • Pampering treatments at Milkwood Spa
  • Guided kayaking excursions on lagoon
8.6
Great9 reviews
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
8.6
Great25 reviews
  • Outdoor pool
  • Braai area
  • Self-catering kitchens
From   US$ 183 /nightSelect
  • Breathtaking mountain views
  • Private self-catering cottages
  • Dog-friendly accommodations available
Country house
8.8
Great40 reviews
  • 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
8.0
Great15 reviews
  • Wine Tasting
  • Gourmet Restaurant
  • Mountain Trails
From   US$ 116 /nightSelect
  • Award-winning wine tastings available
  • Gourmet restaurant with local ingredients
  • Picturesque mountain-view cottages
Country house
8.2
Great106 reviews
  • 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
8.8
Great1 review
  • 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
7.8
Very good2 reviews
  • 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
8.4
Great15 reviews
  • 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
  • Outdoor Pool
  • BBQ Area
  • Garden Lounge
From   US$ 48 /nightSelect
  • Outdoor swimming pool and sun loungers
  • BBQ facilities in a garden setting
  • On-site cycling and hiking options
8.6
Great24 reviews
  • 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
8.4
Great26 reviews
  • Patio
  • Fireplace
  • BBQ
From   US$ 140 /nightSelect
  • Fully-equipped kitchen with dishwasher
  • BBQ facilities for outdoor dining
  • Beach access and sun umbrellas
Farm stay
  • Family rooms
  • Private patio
  • Outdoor dining
Select
  • Mountain and garden views
  • Fully equipped kitchens in all units
  • Family-friendly accommodations available
9.0
Perfect12 reviews
  • Beachfront access
  • Private parking
  • Outdoor terrace
From   US$ 66 /nightSelect
  • Stunning sea views from every unit
  • Private beach access for guests
  • Comfortable outdoor terrace seating
7.8
Very good5 reviews
  • Outdoor fireplace
  • Sun terrace
  • Fully equipped kitchen
From   US$ 201 /nightSelect
  • Beachfront property with sea views
  • Private outdoor dining area
  • Activities include fishing and hiking
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