
House vacation rentals in Caledon
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Top-rated house rentals in Caledon
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caledon house rentals
House rentals with a pool

Four seasons Pool Retreat
My family and I spent a 5 night vacation in this house. I can only say one word "Awesome"

Stunning Large Character Family home
The house was easy to find. The lock was having trouble but then we were able to get in. The next day realized the lock on the house was malfunctioning and that was why we had trouble getting in. Texted the owner and someone was immediately sent to fix(replace the lock). Great customer service from the owners.

Toronto Pool Retreat
I enjoyed my stay and looking forwarding to staying here in the future . The home is fully equipped with everything you need . Felt like I was at home ☺️☺️

Sauna/POol/hot tub/Relax, have fun in Niagara
Great stay. Beautiful backyard. We will definitely return if we are ever in the Niagara Falls area.

Wine country Cottage 15 min drive to old Town NOTL
Hosts were very responsive and accommodating. The house was pristine and had amenities that were needed. We were a group of six and we were all comfortable and there was a lot of space.

Family Oasis with Pool and Hot Tub
We had a wonderful 11 day stay at Caitlin’s. Extremely well appointed in terms of comfort and amenities (you could quite easily just enjoy the beautiful backyard and stay home). House was very spacious and, if you are travelling with children, Caitlin had lots of games, books and toys for their entertainment. As a multigenerational group we all enjoyed our stay and very much hope we can return very soon. Caitlin is an excellent host who takes her guests’ needs and comfort very seriously.

Toronto Vacation DecemberPromotion/Park/Zoo/Casino
Great host! Great response time and services!

Stunning 3 Bdrm for 6 Guests - In-Ground Pool NOTL
We had a great stay at Shawn's house. The house was somehow even nicer in person than in the pictures. It was very clean and comfortable. We felt right at home and really enjoyed our time in Niagara-on-the-Lake. Would definitely come back!
Weekly house rentals

Niagara On The Lake Cottage
Our second stay at this property. The house is well equipped and in a great location. Really appreciate that they accept pets.

King Beds with Home Gym and Large Backyard Oasis
We had a great stay in Barrie! The place was clean, cozy, and exactly as described. The host was super responsive and made everything easy. Would definitely stay again!

Rare & Spacious massive home w 7 beds
Quoc’s place was as described! Nice neighborhood, not too far from the city (about 30 minutes). The place was spacious, very clean and had comfortable beds. Host checked in and was responsive but not bothersome. Would stay again!

3 bdr home + bsmt in Swansea/High Park
This place was exactly what we were looking for.

Relaxing House near the Lake
Sandy was a wonderful host. She was responsive and hospitable. The house was quiet and peaceful with the lake and great views of Toronto just a couple of steps away!

Country Retreat in Ancaster-5min to Hamilton Arprt
Had a great, comfortable stay. Quiet location, but very convenient and close to the major roads, supermarkets? farm shops etc. Suited our needs. Monica responded to any questions we had, very promptly

Luxurious 2 Bedroom in the heart of the city!
Throughly enjoyed our stay. Polite and welcoming host. Had everything we needed. Amazing location.

Beautiful home Mississauga
Enjoyed our stay at Andre (Ruotai)'s place.
Private house rentals

Near Ridley College
I highly recommend Cindy’s beautifully decorated and very clean home. She was very responsive to any questions asked. The house had everything we needed for cooking, very comfortable beds, modern bathroom with spacious shower, great TV, cute furniture and nice neighbors on the street. Cindy’s home exceeded our expectations and we were completely impressed with her professionalism and customer service! Thank you Cindy!

Garden House.
Edu is a great host and he provide us all the information about the area and showed us exact places to see and places for free parking, Really enjoyed his place with our guests also enjoyed a lot. Thank you Edu for everything you did for us.

Luxe Villa with Sauna and Hot Tub @ Lake Simcoe
We loved the place—cozy and perfect for a relaxing weekend getaway. I really appreciated the early check-in and later check-out. Thank you! I would definitely recommend this stay

All Season House
An incredible stay at an unbeatable price! The property was clean, well-equipped, and far exceeded our expectations for the cost. The host was friendly and responsive, making the experience seamless. Highly recommend for anyone looking for quality accommodation without breaking the bank!

Cozy Wine Chateau-Niagara on the lake W/Fire table
We had a fantastic stay at this cozy home in Niagara-on-the-Lake! The house was warm, inviting, and well-equipped with everything we needed for a comfortable stay. The location was perfect—peaceful yet close to wineries and the charming downtown area. Our host was incredibly friendly and accommodating, making sure we had all the information we needed for a great experience. From the thoughtful touches around the house to the excellent communication, we truly felt at home. Highly recommend this place for anyone looking for a relaxing getaway in Niagara-on-the-Lake! We’d love to come back.

Stylish Family Home Near Square One/Toronto Airprt
I really enjoyed my stay and the host is such a nice and friendly person. The appartment is so clean and nice. We even met some cookies to eat before thinking of what to cook 😁😁. I recommend Daiyan apartment for anyone coming to Ontario for relaxation

Cheerful 3 bedroom home with outdoor pool & hottub
We loved our time at Paige's beautiful home. Such a comfortable, cozy, unique home. The stone fireplace with the wrapping stairs is so pretty. You feel you are staying somewhere special. With being out of our home for a renovation Paige provided many staples to make day to day comfortable. We definitely will recommend staying here to our friends and family.

Red House 3 bedrooms cozy retreat in NOTL
We loved our stay at the Red House. The location is excellent in old town NOTL. There is so much to see and do in the area. The house was clean and well stocked. It was very comfortable for our family. Many thanks to the Kiki. She was very helpful
Quick stats about house rentals in Caledon
Total rentals
1.2K properties
Total number of reviews
13K reviews
Family-friendly rentals
400 properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
560 properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Blue Mountain Village
- Budweiser Stage
- Port Credit
- Horseshoe Resort
- University of Toronto
- Snow Valley Ski Resort
- CF Toronto Eaton Centre
- Toronto Zoo
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- Massey Hall
- Royal Woodbine Golf Club
- Yonge-Dundas Square
- Osler Bluff Ski Club
- Royal Ontario Museum
- Trinity Bellwoods Park
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Hockley Valley Resort - Golf, Spa and Ski
- Whistle Bear Golf Club
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