
House vacation rentals in Caledonia
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Top-rated house rentals in Caledonia
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 Caledonia house rentals
House rentals with a pool

*5BR 4Bath Family GetAway near Lake & Harbor*
We had 5 retired women getting together to enjoy a 2 day visit with each other. The house had 5 well appointed bedrooms with great bathroom facilities. It was a very relaxing environment. The kitchen had everything we needed to heat up our take in food including glass wine glasses. A good location to visit Oakville and all it had to offer.

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

California Chic +Breathe +Unwind +Restore
Elizabeth is a lovely host. The location is amazing. We came in winter. Three days after our arrival there was a major snow storm. As soon as the snow subsided, Elizabeth and her partner were out front clearing all of the snow. We weren't able to really enjoy the backyard as everything (understandably) was covered in snow. We look forward to coming back in the summer to enjoy the amazing back yard and pool.

Holiday Retreat with Pool
Second time staying here, so that should say something. Place is perfect location wise and just easy to settle in and relax. Good common space to watch TV or hang out. Already planning next trip to Burlington and hope this place is open again!

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.

4 Bedrms, Indoor HotTub, Wineries & Niagara Falls
We had a wonderful stay at Angelo’s place. Everything was clean, cozy and perfect. Angelo was quick to respond to our questions and made sure we had everything we needed. Would recommend to anyone and hope to stay here again one day. Thanks, Angelo!

Under the Whispering Pines
We had a wonderful stay with family for my son’s graduation. Communication with Niki was prompt and helpful. The pool house was a wonderful surprise and we spent most of our time there although there were two other living areas. The home is warm, clean, and meticulously designed, with small touches throughout (soft sheets, candle light, dimmers, heated floor in master bath etc). Incredible fireplaces, plenty of glasses and dishes, and a Sonos sound system for the music lovers like us. All perfect for a celebratory weekend!

The Retreat
My family and I had the pleasure of staying here for two weeks recently, and we loved our time here. The interior design of this house is stunning and creates a very cozy and relaxing vibe as the light pours in through the many skylights. The kitchen is a chef’s dream while the outdoor space, bbq and patio sections are perfect for a summer family gathering. Taking a dip in the lagoon shaped pool while looking up at the forrest canopy makes you feel like you’re at a remote cottage. Highly recommended!
Weekly house rentals

New Fully Furnished 2 Comfy-Queen Beds Apartment
The place an clean and spotless. The host was very responsive. It's a single home. The basement is where was done up where we stayed. It was 5 minutes away from our place that we had to be. I will definitely rent with Patrick again. Very happy with the service and how cleaning it was.

Private 2Bed Basement Apt |Self-Check with Kitchn
Excellent place to stay if in the area

Private quiet one bedroom in basement.
Great Experience. One of the finest places yo stay. Thanks

The Cabin - Cottage Vibes & Close to the Action
Cute little cottage and great to deal with.

Beachfront 6BR Newly Finished Home - Prof Cleaned
A great location. the lake views were awesome. The kids loved the fire pit and the ability to have their own space. Great local restaurants and shops and easy access to Toronto and Niagara.

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

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

Modern 2BR Duplex | 3.0 GBPS internet | W. Parking
Mike was very helpful to answer our questions and quick to respond. The space was clean, looked like the pictures, and comfortable. I would recommend this place for future visits! It gave all the luxuries of being at home while away
Private house rentals

South Oakville Custom 5 bed 4500 sq ft Luxury
Beautiful home! My family of two adults and three teens was very comfortable here. Everything was new, clean and well kept. The kitchen was fully equipped with every appliance you could need, and a pantry of staples as well. The bedrooms were very comfortable, with ensuite bathrooms for everyone, and we appreciated the many thoughtful little touches like a clothes steamer, shampoo and conditioner in the showers, Xbox in the family room etc. My youngest loved the backyard trampoline and there is a nice outside sitting area as well. The location was ideal for day trips to Niagara Falls, Stratford and Canada's Wonderland and Oakville itself is lovely (Bronte, downtown Oakville for shopping etc). Neeraj was super helpful and responded quickly when we had questions. Overall highly recommend!

2 living rms | 3 TVs | Foosball | Family fun!
This was our home away from home through renovations and cannot be more thankful for Helena and Matt allowing us to use their home. We had two extensions and the team was more than accommodating - communication was quick and easy! Thank you so much again for opening your home to us! Happy Holidays!

Bungalow near Valley Park
We really had a great experience it was just like being at home .The house was immaculate had everything you need in the kitchen plus little extras laundry was included would stay there again actually we will be coming back and hope to book with them again !!! Deb and Ron Sadlier

Spacious & Clean family home
My family of 5 had such a great stay in this beautiful home and neighbourhood. There was more than enough space for our three children (two young adults and a 6’3” teen) to spread out and have their own privacy. The primary bedroom is huge, with two closets and a bright bathroom attached. There were plenty of towels and pillows for everyone too. I appreciated the visual reminders/notices around the house, which were supportive yet subtle, to help us get to know the space. We spent most of our time in downtown Toronto, and it was an easy, 40-minute commute. But coming back to Rachel’s place at the end of each full day felt like coming home. We were very comfortable, hung out in the loft for a movie, and even ate at the dining room table, grateful to be able to share a meal in the whirlwind of our weekend trip. Rachel was continually respectful and responsive in her communications, and took care of all our questions. We highly recommend this super home and host. Will surely stay again!

3 Bedroom with ensuites. Newly Renovated. Spacious
We had a great few nights at the house. The unit was perfect for the 6 of us to have our own space and also spend time together eating and enjoying conversations. Too cold to enjoy the fire pit but it looked lovely nestled among the vines. Definitely worth booking again if you’re wanting to explore the Bench.

Vintage Roost at Fleming Farms
My family of three generations had an exceptional stay at this charming Airbnb over the Family Day weekend. Josh was incredibly eager to help and always quick to respond to any questions, ensuring we were comfortable throughout our stay. It was clear Josh cared deeply about providing the best experience for their guests, down to the thoughtful details like separate heating elements for each room, ensuite laundry, plentiful blankets and towels, games and books, wide array of kitchenware, and making sure the driveway was timely plowed after each snow fall. Even the paper towel and toilet paper were of good quality, which is rare for Airbnb’s. There was ample space throughout the house—in fact, the photos didn’t do justice to how spacious the place actually was. The rooms were tastefully decorated with beautiful furnishings and spotlessly clean. Each piece of decor and furniture were carefully curated to fit the vintage ambiance and depict the historical significance of the property. I hi

The Luxe Retreat: Gorgeous Detached Guest House
We stayed at this cute guest house for a month and everything was as described. Nicole was very responsive. The house was very clean and had everything we needed. The location is a short drive (3-10 minutes) to everything you’d need.

My home, your home!
Lori-Ann and Dave were so incredibly gracious and accommodating for our wedding party and celebrations in their lovely home. We had everything we needed and more. Felt right at home, so comfortable and the space (both in and out) were lovely. A perfect get away in Dundas!
Quick stats about house rentals in Caledonia
Total rentals
10 properties
Total number of reviews
220 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Tim Hortons, Zehrs, and Caledonia Fairgrounds
Destinations to explore
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- Metro Toronto Convention Centre
- CF Toronto Eaton Centre
- Exhibition Place
- Whistle Bear Golf Club
- Massey Hall
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Clifton Hill
- Harbourfront Centre
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casino Niagara
- Royal Alexandra Theatre
- BMO Field
- Bayfront Park
- Dundas Valley Golf & Curling Club Ltd
- Royal Botanical Gardens