Photo by ‎‎‎‎‎‎Princess Garcia

Search Cottages in Caledon

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Caledon and around

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

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

9.0 out of 10, Wonderful, (11)
"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

9.0 out of 10, Wonderful, (16)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Interior

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 €305
includes taxes & fees
10 Aug - 11 Aug
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Paradise Suites - Peaceful Getaway
Exterior

Paradise Suites - Peaceful Getaway

9.4 out of 10, Exceptional, (6)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is €638
includes taxes & fees
11 Aug - 12 Aug
Paradise Suites - Peaceful Getaway
Hockley Valley Cozy Cottage
Property grounds

Hockley Valley Cozy Cottage

10.0 out of 10, Exceptional, (22)
"We enjoyed the property a lot! Very relaxing and great getaway from cities."
Hockley Valley Cozy Cottage
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 €617
includes taxes & fees
31 Jul - 1 Aug
Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings
Large cottage with Water front, Heated Pool, sauna, 4 family rooms
Outdoor dining

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
The cottage on the Credit River, cast a line or float lazily down the river.
3 bedrooms, desk, iron/ironing board, free WiFi

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.
Hockley Riverside Cottage • Loft & Bunkie
Property grounds

Hockley Riverside Cottage • Loft & Bunkie

10.0 out of 10, Exceptional, (19)
"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
Cozy Farmhouse/Cottage Retreat
Fridge, microwave, oven, stovetop

Cozy Farmhouse/Cottage Retreat

Cozy Farmhouse/Cottage Retreat
That quiet cottage on the Credit River
Smart TV, fireplace

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
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
Living area

Luxury Guest House Bradford

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

THE WHITE HOUSE ON THE HILL - Beautiful Country Home

THE WHITE HOUSE ON THE HILL - Beautiful Country Home
Credit River Cottage Living
Microwave, oven, stovetop, dishwasher

Credit River Cottage Living

Credit River Cottage Living
The Big Happy Place
Indoor pool, outdoor pool

The Big Happy Place

The Big Happy Place
Mesmerising Cottage in Caledon
Smart TV

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
4 bedroom with sauna in Mulmur
Microwave, coffee/tea maker, cookware/dishes/utensils

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
ROOM in Resort Homestay with FOOD
Pool

ROOM in Resort Homestay with FOOD

ROOM in Resort Homestay with FOOD
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caledon Hotel Reviews

Best Western Plus Toronto Airport Hotel

Best Western Plus Toronto Airport Hotel

10/10 Excellent
"I like smy stay in this hotel. I had overall a great experience and definitely will stay there again."
Nefaur 1-night trip
Posted 19 hours ago
Best Western Plus Toronto Airport Hotel