Holiday houses in Caledon

Explore 4BR 3BA Cottage Surrounded By Nature

Relax with the whole family at this peaceful luxury cottage with beautiful views of nature. Perfect getaway from the city. Enjoy the outdoors with hiking, biking, and walking at many trails. Minutes from Belfountain conservation area, and Caledon Ski Club. Enjoy the scenic drive on Forks of the Credit Rd with views of the river. Have a good time in the backyard with friends and family with just under 1 acre lot. Offers 4 Bedrooms and 3 washrooms. Fully Updated Cottage. Smart TV & Internet

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Country Cottage House, Cozy and Private

A peaceful and cozy 2 bedroom country retreat on 2 acres of maintained lawns and gardens. This tranquil property features peace, privacy and fresh air. Just minutes to Belfountain, Forks of the Credit trails, Alton Mills and quaint Erin. Take advantage of the Cataract Trail for walking, jogging or cycling. Enjoy fine dining, a trip to Goodlot Brewery and other great local amenities. Relax with a luxurious hot tub and expansive yard. A comfortable escape from the stress of today's reality.

Cozy newly renovated one bedroom apt

Bring the entire family to this wonderful location with plenty of space for relaxation. The Toronto Pearson International Airport is only 22 minutes away, and major highways are nearby. A family-friendly setting, side entrance, convenient location, and walking distance to SilverCity Cinemas, Metro Supermarket, TD Bank, CIBC Bank, and a number of restaurants (including MOntanas BBQ & Bar, Hakkalious, Brar's, and others), as well as a number of clothing stores, and many more establishments.

Separate apartment with pool, on golf course.

Enjoy a newly renovated studio apartment with a private entrance and exclusive access to a serene inground pool. This cozy space is furnished with Restoration Hardware pieces and features a fully equipped kitchen, high-speed WiFi, and a patio with an outdoor barbecue—perfect for remote workers or a peaceful getaway. Situated behind Caledon Woods Golf Course, it’s just 7 minutes from the Caledon Equestrian Park, 30 minutes from Pearson Airport, and close to highways leading to Toronto.

Rural Estate Coach House Apartment

Peaceful secluded guest house in forest property 5 minutes from Orangeville. We have three active dogs who often demand attention! Can be arranged as a two bedroom with privacy or a one bedroom with extra room. King bed in the large bedroom. Double futon in the sitting room. Fabulous bathroom with views. The guest house is 70 feet from main house. Quiet, nice forest walks. NOT a 'corporate Airbnb' - managed by owner. Near Bruce Trail and Hockley.

Casa Caledon-Secluded Suite Surrounded by Nature

Take it easy at this unique and tranquil getaway on 3 acres of land The suite is close to conservation areas Cheltenham Badlands, Fork of the Credit and Terra Cotta Bruce trail, golf courses, restaurants, bakeries, butchers, farm produce and city needs are close Each season is wonderful Spring/summer has lush forests, the pond and fire pit Fall walks with the beautiful colours Winter has a white blanket and access to winter sports

Caledon Getaway

Bring the whole family to this great place with lots of room for fun. This downstairs basement apartment is clean and quiet and has a fully functional kitchen. The bedrooms and the living room have newly installed windows allowing plenty of light, and the apartment is equipped with pot lights. This is a host-occupied property. We live in the upstairs unit, and guests have the lower apartment. We fully respect our guest's privacy.

Charming Log Home - 25 private acres in Caledon

Our home sits on the rolling hills of Caledon East surrounded by a serine ambiance of pure peace and quiet. Just 45 minutes from the GTA where you can make memories w/family and friends. Take a walk though the trails, enjoy sitting by the pond, or enjoy skating or snow shoeing during the winter months. We welcome all our guest(s) to take a deep breath, inhale peace and exhale happiness.