What are the top rated Cottage Rentals in Caledon?

There are a lot of options in Caledon. If you plan on staying in the Caledon area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Caledon: <a href="/property/stylish-3br-hot-tub-firepit-cozy-fall-early-winter-escape/HA-1279897058" class="class="static-page-link"">Stylish 3BR | Hot Tub Firepit Cozy Fall &amp; Early Winter Escape</a> <a href="/property/romantic-studio-hideaway-heated-pool-option/HA-1219342009" class="class="static-page-link"">Romantic Studio Hideaway Heated Pool Option</a> <a href="/property/charming-farmhouse-with-open-space/HA-12720122526" class="class="static-page-link"">Charming Farmhouse With Open Space</a> <a href="/property/fields-sunsets/HA-1279869117" class="class="static-page-link"">Fields &amp; Sunsets</a> <a href="/property/credit-river-cottage-a-rustic-4-season-sanctuary-in-inglewood-caledon/HA-12720223384" class="class="static-page-link"">Credit River Cottage, A rustic 4-season sanctuary in Inglewood, Caledon.</a> <a href="/property/5-bedroom-countryside-estate-in-northern-gta-ideal-for-gatherings-getaways/HA-12720169439" class="class="static-page-link"">5-Bedroom Countryside Estate in Northern GTA – Ideal for Gatherings &amp; Getaways</a> <a href="/property/large-estate-house-6br-and-4-5wr-sauna-games-pool-table-hot-tub-pool/HA-3213697169" class="class="static-page-link"">Large Estate House ~ 6BR and 4.5WR ~ Sauna ~ Games ~ Pool Table ~ Hot tub - Pool</a> <a href="/property/100-privacy-7-bedrooms-with-6-bathrooms-and-2-master-bedroom-with-2-king-beds/HA-12720215219" class="class="static-page-link"">100 % privacy 7 bedrooms with 6 bathrooms and 2 master bedroom with 2 king beds</a> <a href="/property/luxury-5-bed-home-w-office-5-baths-peaceful-caledon-escape/HA-12720209104" class="class="static-page-link"">Luxury 5-Bed Home w/Office &amp; 5 Baths | Peaceful Caledon Escape</a> <a href="/property/fall-nordic-cottage-retreat-with-hot-tub-60-minutes-from-city/HA-3214930012" class="class="static-page-link"">Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City</a>

How much does it cost to rent a cottage in Caledon?

The average cost for a cottage rental in Caledon is $365 per night. Treeforts has a wide list of great cottages near Caledon that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Caledon that allow pets?

Yes, here are the top cottage rentals in Caledon that allow you to bring your pet: Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf Mesmerising Cottage In Caledon Perfect 10 acres private quiet property for small events & family gatherings Cozy cottage home in the town of Belfountain Fields & Sunsets Luxurious Town Home in Bolton w. Hotub Mount Alverno Luxury Resorts Credit River Cottage, A rustic 4-season sanctuary in Inglewood, Caledon. <a href="/all/canada/ontario/caledon" class="class="static-page-link"">See all pet-friendly vacation rentals in Caledon on Treeforts</a>

Do you have any rental cottages in Caledon that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Caledon to find one that works for you.

Are there quality cottages in Caledon that have indoor swimming pools?

As of 2026, the data from Treeforts shows that there are Over 7 private swimming pools or cottages with indoor pools in the Caledon area along with other great amenities.

Caledon Cottage Rentals By Owner

Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

From US $295

10.0 (13 Reviews)

Cottage

Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

Air Conditioner
Parking
TV

Caledon Cottage Rentals & Holiday Homes

Find the best cottages in Caledon - We found 7 exact matches

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