Top Holiday rentals in Caledon
Find the Top Holiday rentals in Caledon – 90+ Quality Options from Leading Providers
1-20 out of 93 holiday rentals
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
Country house
5 adults
1 bedroom
1 bed
From
US$ 235
/night
- Diverse on-site spa treatments available
- Year-round outdoor swimming pool
- Well-equipped shared kitchen facilities
Lodge
2 adults
1 bedroom
1 bed
From
US$ 523
/night
- Exceptional ecological retreat experience
- Pampering treatments at Milkwood Spa
- Guided kayaking excursions on lagoon
- Indoor Pool
- Private Parking
- Shared Kitchen
From
US$ 36
/night
- Indoor swimming pool for year-round use
- Variety of outdoor activities available
- Shared kitchen for guest convenience
Farm stay
- Mountain views
- Family dining
- Outdoor fireplace
From
US$ 159
/night
- Mountain view terraces for all units
- Family-friendly on-site dining options
- Activities like fishing and hiking available
Lodge
- Vintage trailers
- Outdoor pool
- On-site restaurant
From
US$ 144
/night
- Quirky themed vintage trailers
- On-site spa and wellness centre
- Diverse outdoor activities available
Country house
- Wine Tasting
- Gourmet Restaurant
- Mountain Trails
From
US$ 116
/night
- Award-winning wine tastings available
- Gourmet restaurant with local ingredients
- Picturesque mountain-view cottages
Chalet
- Wood-fired Hot Tub
- Braai Facilities
- Horse Riding
From
US$ 99
/night
- 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
/night
- Whale watching from your room
- Individually decorated luxury rooms
- Serene outdoor pool area
Villa
From
US$ 1 180
/night
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.
Apartment
- Rooftop Pool
- Car Rental
- Air Conditioning
From
US$ 75
/night
- 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
/night
- Private entrance to five-star apartments
- Heated outdoor swimming pool available
- Access to golf and nature activities
Holiday home
- Terrace
- Barbecue facilities
- Private parking
From
US$ 263
/night
- Beachfront access with stunning sea views
- Fully equipped kitchen for self-catering
- Family-friendly with spacious terraces
Apartment
- Gas BBQ
- Air conditioning
- Secure parking
From
US$ 223
/night
- 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
/night
- 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
/night
- Tranquil valley views and spacious suites
- Saltwater pool and sun terrace access
- On-site spa and wellness treatments
Farm stay
- Outdoor pool
- Braai area
- Self-catering kitchens
From
US$ 249
/night
- Breathtaking mountain views
- Private self-catering cottages
- Dog-friendly accommodations available
Holiday home
- Patio
- Fireplace
- BBQ
From
US$ 140
/night
- 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
/night
- Stunning sea-view balcony access
- Private entrance for added privacy
- Diverse on-site activities available
Apartment
- Private beach
- Picnic area
- Flat-screen TV
From
US$ 169
/night
- Private beach access
- Outdoor swimming pool
- Hiking and diving activities
Apartment
- Family units
- Garden
- Barbecue area
From
US$ 74
/night
- Family-friendly units with barbecue area
- Diverse outdoor activities available nearby
- Pets allowed for a welcoming stay
Saved
Save