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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Caledon

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Property grounds

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

8.4 out of 10, Very good, (12)
"This is such a beautiful little house, it really feels like your deep in the woods but in reality you're down the street from grocery stores! Would absolutely book again, and hope to in the future!"
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Terrace/patio

La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland

9.4 out of 10, Exceptional, (16)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Hockley Riverside Cottage • Loft & Bunkie
Terrace/patio

Hockley Riverside Cottage • Loft & Bunkie

10.0 out of 10, Exceptional, (21)
"We had an excellent weekend stay at Hockley Riverside Cottage! This cottage was very clean and cozy and was fully stocked with all the amenities. We would definitely consider staying here again. Thanks Ashley. "
Hockley Riverside Cottage • Loft & Bunkie
Hockley Valley Cozy Cottage
Property grounds

Hockley Valley Cozy Cottage

10.0 out of 10, Exceptional, (24)
"Wonderful place . We will be back "
Hockley Valley Cozy Cottage
Large cottage with Water front, Heated Pool, sauna, 4 family rooms
Terrace/patio

Large cottage with Water front, Heated Pool, sauna, 4 family rooms

9.4 out of 10, Exceptional, (6)
"We were a group of 10 and had an amazing stay here! We loved that the main living space had such a large table, we ate and did puzzles there while others sat in the attached sitting area - was so nice to be in a beautiful space all together. We really enjoyed the pool and hot tub and the view from the deck was gorgeous. I appreciated that quick responses from the host when I booked. All in all a great spot!"
Large cottage with Water front, Heated Pool, sauna, 4 family rooms
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Exterior

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

9.8 out of 10, Exceptional, (9)
"Gorgeous spot to stay! Beautiful views from the kitchen/living room. Close to great restaurants/cafes. Owner was very quick to respond and the place was very clean. "
The price is AU$516
includes taxes & fees
26 Aug - 27 Aug
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings
Terrace/patio

Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings

8.0 out of 10, Very good, (2)
"Great space for events. Easy communication with the owners. The area is perfect and secluded "
The price is AU$858
includes taxes & fees
7 Sept - 8 Sept
Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings
The cottage on the Credit River, cast a line or float lazily down the river.
Exterior

The cottage on the Credit River, cast a line or float lazily down the river.

10.0 out of 10, Exceptional, (1)
The cottage on the Credit River, cast a line or float lazily down the river.
That quiet cottage on the Credit River
Property grounds

That quiet cottage on the Credit River

10.0 out of 10, Exceptional, (1)
"Beautiful location on the river, and lots of space to relax. Beautiful and comfortably decorated. Hope to stay again!"
That quiet cottage on the Credit River
Cozy Farmhouse/Cottage Retreat
Fridge, microwave, oven, stovetop

Cozy Farmhouse/Cottage Retreat

Cozy Farmhouse/Cottage Retreat
Kettleby Country Retreat On 2.5 Acres
Exterior

Kettleby Country Retreat On 2.5 Acres

9.8 out of 10, Exceptional, (6)
"We had a very pleasant stay here with lots of room for the the grandkids to run around and explore."
Kettleby Country Retreat On 2.5 Acres
Luxury Guest House Bradford
Exterior

Luxury Guest House Bradford

Luxury Guest House Bradford
THE WHITE HOUSE ON THE HILL - Beautiful Country Home
Exterior

THE WHITE HOUSE ON THE HILL - Beautiful Country Home

THE WHITE HOUSE ON THE HILL - Beautiful Country Home
The Big Happy Place
Indoor pool, outdoor pool

The Big Happy Place

The Big Happy Place
4BR Luxury cottage on 5 acres in King City W/hot tub, sauna, fire pit &pond.
Exterior

4BR Luxury cottage on 5 acres in King City W/hot tub, sauna, fire pit &pond.

4BR Luxury cottage on 5 acres in King City W/hot tub, sauna, fire pit &pond.
Credit River Cottage Living
Exterior

Credit River Cottage Living

Credit River Cottage Living
Mesmerising Cottage in Caledon
Exterior

Mesmerising Cottage in Caledon

2.0 out of 10, (1)
"I booked this place two weeks before my stay and didn’t hear anything from the renal manager. Now I’m literally on the small dirt road the day of trying to find the place and when I call the rental manager he tells me it’s actually not available. So instead of cancelling the request within the two weeks of me booking, he waits for me to actually call him, standing out in the cold the day of. Worst rental experience ever"
Mesmerising Cottage in Caledon
comfy and cozy
Interior

comfy and cozy

comfy and cozy
ROOM in Resort Homestay with FOOD
Pool

ROOM in Resort Homestay with FOOD

ROOM in Resort Homestay with FOOD
4 bedroom with sauna in Mulmur
Exterior

4 bedroom with sauna in Mulmur

10.0 out of 10, Exceptional, (1)
"We spent our first family (9 of us) mini-vacay here. What an unexpected surprise! The house is absolutely beautiful. Not once did we feel crowded. The rooms are spacious, nicely furnished, hardwood (some flagstone) throughout and large windows to take in various views of the outdoors. In addition to a lovely outdoor space, 2 outdoor patio areas, a new BBQ, the property has a large deep pond and amazing trails that led to a beautiful knee deep creek (great for skipping stones). There was a tennis...
4 bedroom with sauna in Mulmur
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Caledon Hotel Reviews

Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

10/10 Excellent
"Room was nice and bed was comfortable. "
Madyssen 1-night trip
Posted 23 hours ago
Sandman Signature Toronto Airport Hotel