Holiday rentals in Caledonia

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JULY 25-31 (6 nights/7 days) AUGUST 3-7 (4 nights/5 days) SEPTEMBER 1-17 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards and the Lake

Country Retreat in Ancaster-5min to Hamilton Arprt

Our century old farmhouse is located 5min from Hamilton Airport in the Ancaster countryside. Private, quiet and peaceful, surrounded by farmland and pasture fields. All amenities can be found in the beautiful historic village of Ancaster, just 9km away. A unique getaway to relax, recoup and reboot. Toronto and Niagara Falls just 1 hour drive. Close to McMaster Hospital & University, Redeemer Univ., Royal Botanical Gardens. ***WE ARE A LICENCED BnB; fire, electrical and property inspected***

Stunning Home on Lake Ontario

Welcome to this cozy lakeside getaway on the shores of Lake Ontario - a beautifully updated modern bungalow/cottage designed for comfort, relaxation with a bright open-concept living, dining, and kitchen. Enjoy breathtaking sunrise and stunning sunset views from the lakeside patio. Located near Fifty Point Conservation Area, an 80-hectare park with marina, as well as water park, Costco, and dinning options. Enjoy free unlimited high-speed internet and a Smart TV for a comfortable stay.

Luxury Tiny Home at the Farm - Botanical Oasis

Get away from it all, and enjoy time away. Spend time in the country, with all the comforts of home (and then some!). Pet / feed the animals, enjoy a campfire, walk the trails through the fields and the forest. Take an adventure outing at one of our suggested venues, or pick one of you own. Try it before you buy it! This tiny home is at the same location where True North Tiny Homes builds their homes. If you're lucky, you can tour some other tiny homes under construction while you're here.

Historic Attic Suite + Private Pool + River Views

Escape to this one-of-a-kind loft nestled in the attic of a historic character home, perched above the Grand River in the heart of Caledonia. Rated 4.99★ by over 90 guests and recognized as a Top 1% home on Airbnb. Climb the private 3-storey staircase and step into a bright, open-concept space with soaring vaulted ceilings & large picture windows framing picturesque views of the river & town below. Whether you’re here to unwind, explore, or work remotely this loft has everything you need.

Stylish 2 bed 2.5 bath loft

Relax in this stylish 2 bedroom suite on the second floor of this custom built home in the quaint town of Caledonia. The loft features one queen size and one king size bedroom suite, each with their own bathroom and tv. Enjoy the cozy living room area to watch Netflix or cable tv. There is a complimentary coffee station, microwave and mini fridge for use. Note this suite does NOT kitchen. Full kitchen and more space can be added through the "Luxury Listing in Haldimand listing".

Fully-Furnished Boutique 1 Bedroom Suites

The Laundry Rooms is situated on one of our favourite streets in Hamilton. Featuring cozy pubs, local coffee shops, and a 10-minute walk from the downtown core, Augusta Street has a small-town vibe in the heart of the city. Live like a local with all the comforts and amenities of home in our contemporary suites designed for the professional traveller. Pets are welcome and we can't wait to meet your dog (a deep cleaning fee applies (except for assistance animals))... and you, of course.

The Grand River Retreat - Hot Tub & River Access

Escape to this riverfront retreat in Caledonia. Enjoy a private dock for fishing and kayaking, spacious deck with hot tub, outdoor dining/lounging, and cozy indoor and outdoor fireplaces. Sleeps 8, with modern comforts, full kitchen, laundry, and parking for 7. Perfect for families or groups to relax, play games, or unwind under the stars. Minutes to local shops, trails & golf, with Hamilton nearby—your ideal blend of nature, comfort & convenience.

Animal Lovers Dream! Barn Loft in Burlington

Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

Caledonia Modern Detached 3BR- Work Desk- Dual TVs

Welcome to your home away from home! This bright and spacious 3BR, 2.5BA detached home in Caledonia offers comfort, privacy, and a relaxing stay in a peaceful family-friendly neighbourhood. Enjoy fully furnished rooms, a cozy living area, and a fully equipped kitchen perfect for families and groups. Conveniently located near local shops, restaurants, parks, and everyday essentials—everything you need for a comfortable and enjoyable getaway!

Oliver's Tiny Home In The Forest | Sauna & Hot Tub

Escape to the heart of a Carolinian forest in Simcoe, Norfolk County — a private tree farm sanctuary designed for those who crave stillness. Sink into the hot tub, warm your soul in the wood-burning sauna, or brave the cold plunge bucket on warm days. Surrounded by towering trees and birdsong, this cozy retreat welcomes couples, friends, and solo adventurers year-round. Unplug. Breathe. Belong to the forest.

The Porch

Relax and unwind at The Porch. Enjoy your romantic getaway. Watch the sunrise with a coffee on your private deck. You'll love this country escape with modern amenities. This 1830's Log Cabin has unique charm and warmth and is located on the Niagara escapment. Close to many golf courses and conservation areas. Dance and star gaze in this out of the city getaway. 420 and LGBTQ+ friends welcome.