Holiday houses in York

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 8-12 (4 nights/5 days) book 1 night or all 4 JUNE 14-18 (4 nights/5 days) book 1 night or all 4 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

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.

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".

1-bedroom Cottage on Beautiful Lake Erie

Take it easy at this tranquil cottage on Lake Erie! This comfortable cottage is ideal for those looking to escape the city and enjoy all that Haldimand-Norfolk has to offer, including fishing, delicious restaurants, hiking/biking trails, wineries, parks, and farmer's markets! With pristine lake views and a 1-minute walk to a public beach, you can make your lakeside dreams come true. Three people can stay = one bedroom with queen sized bed + sofa bed / pull out couch in living room

Whitetail Cabin *private forest spa*

Embrace the simplicity and romance of a wood burning adventure in style at our private off grid cabin enclosure. Nestled under oaks on 300 acres of farmland and forest this secret paradise is just 1 km down a dirt lane from the main house. Your luxury adventure is what you make of it! Choose to stay in camp and unwind in the basswood sauna, stargaze from the wood burning stock tank hot tub(available when not bloody cold) or explore the network of trails. Dog friendly

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

Nestled in the Carolinian forest on a privately managed tree farm in Simcoe, Norfolk County, this peaceful forest stay invites couples, friends, or solo travelers to slow down and reconnect with nature. Surrounded by towering trees and birdsong, the cozy space offers a simple escape from everyday life. Thoughtfully designed and open year-round, it’s a place to unplug, breathe in the forest air, and experience the beauty of the Carolinian woods in every season.

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

PRIVATE Apartment Mins to Hamilton Airport w/prkng

Prime Mount Hope location minutes from the Hamilton Airport & Warplane Heritage Museum. Full one bedroom private apartment in my home on a quiet dead-end street. Full Kitchen with amenities. On ground furnished living room w/sliding doors to outside deck. Cable, WiFi & parking space included. SERTA king bed. 50" smart TV in comfy living room with couch, loveseat and reclining rocker. Perfect for travelers. Pets are welcome upon request.

The Carriage House in the heart of Wine Country

Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.

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.

Cozy A-Frame Retreat in Niagara Wine Country

Escape to our restored 1950s A-frame tucked among sweeping vineyard and Escarpment views. With 3 bedrooms, 2 baths, and a fully renovated kitchen, it’s made for slow mornings with coffee, relaxed evenings by the fireplace, and days exploring world-class wineries and nearby trails. A peaceful, central retreat perfect for couples, families, and friends.

Tiny House with Nature Views and Swimming Pond

Escape the city without the long drive. Our Rustic Retreat is sitting on a 137 Acre Farm just south of Caledonia, Ontario. Only a 20-min drive from Hamilton. Enjoy a romantic getaway for 2 in our cozy cottage beside the pond. Take a dip in the swimming pond (natural cement pond with plants and fish), roam the farm, and take a walk through the forest.