Top Vacation homes in Caledon

Find the Top Vacation homes in Caledon – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 20 vacation homes
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8.4
Great23 reviews
3 adults
1 bedroom
2 beds
From   US$ 36 /nightSelect
  • Indoor swimming pool all year round
  • Billiards and table tennis available
  • Relaxing garden and terrace spaces
8.4
Great7 reviews
2 adults
1 bedroom
1 bed
From   US$ 523 /nightSelect
  • Whale watching near pristine coastline
  • On-site Milkwood Spa treatments
  • Family-style rooms with private hot tubs
8.0
Great15 reviews
  • Wine Tastings
  • Fine Dining
  • Cycling Trails
From   US$ 116 /nightSelect
  • Award-winning wine tastings and tours
  • On-site fine dining restaurant experience
  • Scenic mountain biking and hiking trails
8.6
Great41 reviews
  • Private pool
  • Outdoor fireplace
  • Barbecue facilities
From   US$ 357 /nightSelect
  • Private pool with ocean views
  • Proximity to scenic beaches
  • Activities like diving and windsurfing
8.6
Great13 reviews
  • Vintage Trailers
  • Outdoor Pool
  • On-site Restaurant
From   US$ 144 /nightSelect
  • Themed vintage trailers by local artists
  • On-site restaurant with homemade meals
  • Diverse activities including archery and fishing
  • Private Pool
  • On-site Spa
  • Heated Pool
From   US$ 1 180 /nightSelect
  • Private pool with stunning lagoon views
  • On-site spa with wellness services
  • Activities like fishing and canoeing
Country house
8.2
Great106 reviews
  • Outdoor pool
  • Private lounge
  • Event space
From   US$ 92 /nightSelect
  • Whale watching from guest room
  • Individually decorated rooms
  • Stunning ocean-facing outdoor pool
8.6
Great24 reviews
  • Wood-fired hot tubs
  • Glamping tents
  • On-site restaurant
From   US$ 99 /nightSelect
  • Private outdoor wood-fired hot tubs
  • Dog-friendly glamping tents available
  • Locally sourced breakfast and braai baskets
Holiday home
  • Outdoor fireplace
  • Private parking
  • Fully equipped kitchen
From   US$ 144 /nightSelect
  • 300 meters from Pringle Bay Beach
  • Private BBQ and garden for guests
  • Spacious living room with fireplace
8.6
Great9 reviews
  • Spa treatments
  • Outdoor pool
  • Bike rentals
From   US$ 235 /nightSelect
  • On-site spa with diverse treatment options
  • Outdoor pool with scenic views
  • In-house dining at Manor House
  • Garden Views
  • Outdoor Fireplace
  • Family Restaurant
From   US$ 159 /nightSelect
  • Mountain view terrace units
  • Family-friendly on-site dining
  • Activities include fishing and hiking
  • Private Pool
  • Flat-screen TV
  • Fireplace
From   US$ 886 /nightSelect
  • Private pool with stunning cliff views
  • Air-conditioned villa with fireplace
  • Spacious garden for relaxation
Holiday home
  • Private Pool
  • Outdoor Terrace
  • Saltwater Pool
From   US$ 482 /nightSelect
  • Private pool with ocean views
  • Spacious holiday home with 6 bedrooms
  • Outdoor fireplace and barbecue area
9.0
Perfect12 reviews
  • Private Beach
  • Mountain Views
  • Garden Access
From   US$ 66 /nightSelect
  • Stunning sea views from every unit
  • Direct access to private beach
  • Outdoor furniture on private balconies
8.8
Great1 review
  • Private balcony
  • BBQ area
  • Garden space
From   US$ 263 /nightSelect
  • Beachfront property with direct access
  • Fully equipped kitchen for dining
  • Activities like hiking and cycling available
7.8
Very good5 reviews
  • Outdoor dining
  • BBQ area
  • Fireplace
From   US$ 201 /nightSelect
  • Beachfront property with stunning sea views
  • Private outdoor dining area for guests
  • Multiple activities like cycling and fishing
  • Natural swimming pool
  • Guided walks
  • Self-catering chalets
From   US$ 127 /nightSelect
  • Self-catering chalets with stunning views
  • Guided walks at rock art heritage site
  • Natural swimming pool surrounded by nature
Holiday home
  • Private Patio
  • Salt-water Pool
  • Bowling Alley
From   US$ 264 /nightSelect
  • Private pool with mountain views
  • Beach access and outdoor dining area
  • Bowling and table tennis activities
Country house
8.8
Great40 reviews
  • Saltwater Pool
  • Outdoor Dining
  • Fishing Activities
From   US$ 136 /nightSelect
  • Spacious cottage bungalows with stunning views
  • Large year-round saltwater swimming pool
  • On-site spa with diverse treatments
8.4
Great26 reviews
  • Fireplace
  • BBQ Area
  • Patio
From   US$ 140 /nightSelect
  • Three-bedroom house with full kitchen
  • Close to beaches and activities
  • BBQ facilities and outdoor dining