Search results; 296 homes

Guest favorite
Apartment in Caledon
Romantic studio in a peaceful setting
10 min drive
Jul 21 – 26
R11,448 ZAR for 5 nights
4.94 out of 5 average rating, 47 reviews
Guest favorite
Room in Palgrave
Green Room in Caledon Hills
20 min drive
Jul 27 – Aug 1
R5,410 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in Caledon
Separate apartment with pool, on golf course.
20 min drive
Aug 4 – 9
R9,669 ZAR for 5 nights
4.94 out of 5 average rating, 87 reviews
Guest favorite
Guest suite in Orangeville
HotTub & Pool Getaway - Headwaters Retreat
30 min drive
Sep 14 – 19
R7,367 ZAR for 5 nights
4.92 out of 5 average rating, 774 reviews
Top guest favorite
Guesthouse in Brampton
Bright and Airy Guest Suite with Pool
40 min drive
Sep 5 – 10
R15,221 ZAR for 5 nights, originally R17,265 ZAR
5.0 out of 5 average rating, 60 reviews
Top guest favorite
Home in Alton
Stylish 3BR | Pool, Hot Tub, Firepit & River Relax
30 min drive
Jul 27 – Aug 1
R23,850 ZAR for 5 nights, originally R28,060 ZAR
4.97 out of 5 average rating, 96 reviews
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More stays available for your dates

Top guest favorite
Cabin in Mono
The Trails Retreat (Private Cabin)
40 min drive
Jul 27 – Aug 1
R18,034 ZAR for 5 nights
4.95 out of 5 average rating, 314 reviews
Home in Caledon
The Caledon Retreat
20 min drive
Jul 20 – 25
R47,884 ZAR for 5 nights
New place to stay
Guest favorite
Guesthouse in Erin
The Garden Loft at Willow Pond
40 min drive
Aug 31 – Sep 5
R23,405 ZAR for 5 nights
4.94 out of 5 average rating, 18 reviews
Guest favorite
Room in Mississauga
Manuel Rm - Single Bed, 5 min from YYZ Airport +
60 min drive
Jul 27 – Aug 1
R4,490 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Guesthouse in Orangeville
Sunny Pines Farm Studio Tennis Court/Bruce Trail
40 min drive
Aug 17 – 22
R18,693 ZAR for 5 nights
4.95 out of 5 average rating, 360 reviews
Home in Brampton
Cheerful 3 Bedrooms Available for Renting!
30 min drive
Jul 21 – 26
R29,058 ZAR for 5 nights
4.81 out of 5 average rating, 16 reviews
Room in Orangeville
Baloo Homestay
30 min drive
Jul 27 – Aug 1
R3,929 ZAR for 5 nights, originally R4,756 ZAR
New place to stay
Guest favorite
Home in Orangeville
Hockley Valley - Jazzy Pines - 4 BR with Pool
30 min drive
Aug 5 – 10
R66,992 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Guesthouse in Erin
The Captain's Cottage at Willow Pond
40 min drive
Aug 31 – Sep 5
R18,341 ZAR for 5 nights
4.98 out of 5 average rating, 126 reviews
Guest favorite
Guest suite in Orangeville
Your Peaceful Santuary in Nature
40 min drive
Jul 26 – 31
R10,130 ZAR for 5 nights
4.96 out of 5 average rating, 163 reviews
Tent in Palgrave
Starlight Shelter - Ready Tent
20 min drive
Jul 20 – 25
R6,078 ZAR for 5 nights, originally R7,356 ZAR
New place to stay
Guest favorite
Home in Caledon East
Caledon East Retreat
20 min drive
Aug 11 – 16
R120,937 ZAR for 5 nights
5.0 out of 5 average rating, 12 reviews