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Holiday rentals in Caledon

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Top-rated holiday rentals in Caledon

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire cabin
  2. Caledon
Romantic Village retreat

Private retreat with outside fun and social distancing. No need to meet, and a chance to get away while still staying socially responsible, this cabin is close to beautiful hiking, walking and bicycling trails. Suitable for couples, business travellers or lone wolves. Less than an hour from Toronto, this cabin / studio is located in the beautiful village of Belfountain, nestled in the Caledon Hills. Artsy or not, you will enjoy the creative atmosphere and spectacular surroundings. .

SUPERHOST
  1. Entire guest suite
  2. Orangeville
Headwaters Retreat- Hot Tub & Private Suite

Cozy, rustic & modern. Our bright, queen bedroom suite with private entrance, and hot tub at your door overlooks our peaceful conservation area. This spacious fireplace suite with en-suite bathroom includes Apple TV, a 2nd bedroom with two twin beds and trails right from your door. Nestled in our quiet neighbourhood, minutes from town center this is a perfect location to relax whether travelling for work, hiking the trails, visiting art galleries, weddings, sporting events or just to getaway!

  1. Entire cabin
  2. Caledon
Belfountain Riverside Cabin in Caledon

A cosy cabin for one or two is surrounded by 20 acres of near wilderness next to the hamlet of Belfountain. Two-night minimum stay. $80/night, week long stays 25% discount, month long stays 50% discount. This private park-like setting is perfect for a retreat, hiking, cycling, snowshoeing, nature lovers, etc. Includes a kitchenette (toaster, microwave, coffee maker, kettle and bar fridge).

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Other great holiday rentals in Caledon

  1. Private room
  2. Caledon
Rustic Ensuite Apartment inCharming Heritage House
  1. Entire rental unit
  2. Caledon
Separate apartment with pool, on golf course.
  1. Entire guest suite
  2. Brampton
Brand New, Fully Furnished, Walkout Basement Apt.
  1. Private room
  2. Brampton
Comfortable Townhouse just for you!!
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  1. Private room
  2. Brampton
Clean, bright room with ravine view
SUPERHOST
  1. Entire guest house
  2. Orangeville
The Carriage House-Short Term Stays, Work @ Home!
SUPERHOST
  1. Entire home
  2. Brampton
Private basement suite in a beautiful corner house
SUPERHOST
  1. Entire rental unit
  2. Caledon
Basement for Rent Bolton South Hill
  1. Private room
  2. Brampton
Clean & spacious private room with queen size bed
  1. Entire rental unit
  2. Orangeville
Bright & charming century home, DT Orangeville.
SUPERHOST
  1. Entire bungalow
  2. Orangeville
The Gem of Orangeville-Main Floor of Bungalow
  1. Entire holiday home
  2. Brampton
Bright, fully furnished walkout basement apartment