
Bungalow holiday rentals in Caledon
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Top-rated bungalow rentals in Caledon
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Popular amenities for Caledon bungalow rentals
Beachfront bungalow rentals

Lakefront. Pool. Beach. Fire-pit.
Terri and Theo are top-notch hosts—super friendly, responsive, and accommodating. The cottage is beautifully designed with thoughtful details throughout. Great layout, stylish decor, spotless, and fully stocked with everything you might need. The outdoor space is stunning! We had our own private area with a dining table, BBQ, lounge seating, and a gas fire pit. We were also welcome to use the rest of the patio, which included more seating and loungers—all incredibly clean and well-kept. It really is like a little resort! The pool is gorgeous and just steps from the back door. Prefer the beach? Just a few steps past the yard and your toes are in the sand! It’s so private and peaceful, you’d never guess you are only minutes from anything you could possibly need! Many thanks to Terri and Theo for the chance to experience this little slice of paradise—truly a gem!

Beaverton Lake Simcoe
This is my second time at Crystal’s cottage because we loved it so much the first time around! Beautiful views, swimmable lake, and a comfortable space. The only suggestion is to bring extra big bowls and oven trays if you wanted to cook big meal portions for a large group! We were able to leave our garbage at the end of our stay which was nice. Thanks again Crystal!

Lake Simcoe Retreat
Akila was a great host and was always responsive. It was a wonderful place to stay

Cosy Bungalow, walking distance to water
Nice place to stay! The house was exactly as listed and had everything we needed for an enjoyable stay.

Vacation Escape~Lake~Sauna~Fireplace ~BBQ
We stayed at Natalya’s place for two nights with 5 adults and 3 kids. We really enjoyed the stay, the house is beautiful, you can tell it’s well loved and taken care of. It was very clean, spacious and comfortable. Natalya was responsive and kind, I’d definitely recommend this place for a peaceful getaway.

Cozy Beach Oasis in the Heart of Hamilton!
Private bungalow rentals

🏡Modern Mountain Brow Bungalow ⛰️Escarpment
This place was amazing! It was mid way from Niagara and Toronto. We enjoyed both places. These hosts are AMAZING! A previous guest caused a plumbing problem which manifested itself in a leak to the basement unit while we ran laundry. The hosts got a plumber to come by and fix it at Midnight, so we wouldn't be without water! Definitely with a family with kids it was greatly appreciated. The three bedrooms were just what we needed. The kitchen was perfect for the few meals that we ate at the house. Hamilton was an amazing town to explore. We definitely recommend this place!! I personally appreciated the coffee bar area with the Keurig. The kids enjoyed running around in the fenced in back yard! A++++

Stylish Apartment! Steam sauna! Free Parking!
Always responsive host, asking if we need anything at all. The place was clean and the shower was really cool! We did plenty of activities downtown and it was always about an easy 20 minute drive. Noise was minimal, although the ceilings were low it was still a really cute place and super clean. Love the heated floors.

Alba Cottage with a Beautiful Pool
This place is a GEM!! It’s SO peaceful, in a scenic location (we were watching the ice floes in the Niagara River), right along a fantastic walking/biking path, close to ALL the vineyards, and less than 10 minutes drive to Niaga-on-the-Lake. The house is really well setup for a big family, or even a couple families - the combo of the Queen bed and twin bed in each room is awesome - the master bedroom has two queen beds. There were three separate seating areas so you can spread out, but the design of the house is also good for a big group dinner or relaxing. We enjoyed the huge fenced in yard, and it was perfect to keep little ones and a puppy contained so they could run free in the snow. It was -14C, so we didn’t get to take advantage of the pool or gazebo, but it looks like it’d be a great place to spend a day when things warm up. In short, this AMAZING property is in a safe, peaceful, gorgeous area and will absolutely be our number one choice for a stay when we come back to town!

☆ Spacious 2 Beds Apt ❤ of Woodbridge Free Parking
Ann Marie was a great host🙏🏽 The apartment was exactly as described; central, clean, full working kitchen (we were able to cook everyday👏🏽), adequate sleeping accommodations, linens, toiletries, and and the availability of parking was extremely helpful. We have no hesitation in recommending to anyone ep. families looking for accommodation in the Woodbridge, Vaughan area.

NEW/MODERN - Downtown NOTL - Perfect Location!
Greg was super responsive and accommodating. Allowed us to check in early and helped with providing extra linens for the futon. Each bed had towels and glasses set up and rooms had their own phone chargers was a huge plus! Great location and walking distance to the local pubs and restaurants. Definitely recommend!

Niagara-on-the-Lake/Niagara Grapeview Cottage
Beautiful, modern house with a peaceful and charming backyard. Everything was well thought out. This was the cleanest house we have stayed in and had everything we needed. Kitchen was very modern and a dream. We loved feeding the chickens their snacks, collecting eggs every morning, and sitting in the hot tub and sauna. The backyard view of the vineyard was so peaceful. There are neighbors surrounding you, but it sure didn’t feel like it. The area is beautiful and felt very safe. We tried out some wineries and enjoyed eating at Bricks & Barley a few times. Margarita was so responsive and friendly - couldn’t have asked for a better hostess. I honestly can’t imagine this listing getting any less than 5 stars.

Newly renovated 3 bedroom Bungalow Free parking
This unit is playing in another league lets say if most of them are in premium league this one is definite champions league player, relaxing n classy! 👌🥃

Comfy Bungalow in Midtown TO
What a grande & relaxing time I had in Toronto and in Mike's abode. A dwelling just a half hour northwest of Toronto, it's in a neighborhood that's active during the day & quite still at night. I made myself right at home for 5 days. Clean, organized, cozy, the bare necessities, and an impressive collection of vinyl. The 90 bus is close but short in route. It does ferry you to the Saint Claire West Station where then the train system is at your disposal. A few convenient stores are around and the neighborhood is very pet- friendly. Got a chance to watch the Canadian/Provinces' news on the Roku Live app on the TV. Again, a great stay.
Quick stats about bungalow rentals in Caledon
Total rentals
20 properties
Nightly prices starting at
$34 NZD before taxes and fees
Total number of reviews
920 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens