
Holiday rentals in York
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Top-rated holiday rentals in York
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‘Fit For a King’ on King Street
This high end apartment has a private bedroom, full living room, Wi-Fi, smart tv and office space. Kitchen is fully equipped. Full bathroom with large walk-in shower, complete with a modern yet comfort feel. Located central to the beautiful town of Cayuga. Only steps away from the Grand River, Village Green Park, local bakery, pizza shops and pub sports bar. Just a short drive to the Toronto Motor Sports Speedway, Ruthven Park National Historic Site & more! Come relax and explore in Cayuga

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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JUNE 29-JULY 3 JULY 8-18 JULY 21-31 AUGUST 5-7 (2 nights/3 days) 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.

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".

Chic Basement Apartment with separate entrance
This newly renovated and stylishly furnished basement unit features a modern kitchen, in-house washer and dryer, and a new washroom. The cozy bedroom ensures relaxation after a busy day. Located in the quiet area of Stoney Creek, it’s a short walk to Cline Park and just a minutes' drive to stores like Walmart and Fortinos, as well as restaurants such as McDonald's, Popeyes, and Tim Hortons. Conveniently situated about 45 minutes from Niagara Falls and 1 hour from Toronto.

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

The White House: Cozy Escape w/Hot Tub
Escape to the White House Retreat, nestled in the serene farm fields of Caledonia. This newly renovated, modern getaway offers the perfect balance of luxury and rustic charm. Whether you're gathering with friends, family, or seeking solo relaxation, you’ll enjoy spacious rooms, stunning countryside views, and cozy evenings by the fire. Step away from everyday life and unwind in style. Book your stay today and experience true tranquility at the White House Retreat!

Summertime! Steam shower+breakfast+rooftop hottub
Nestled in a picturesque escarpment community overlooking the historic town of Dundas, The Hayloft is a charming getaway for anyone looking for an escape and a breath of fresh air. Relax in the steam shower inside or the hot tub on the fully private rooftop deck overlooking gardens. Take a nap on the lounge chairs. Visit with the chickens, make friends with the fish or the frogs. Unwind at night with a movie in bed, with breakfast (surcharge) in the morning.

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.

Somerset Cottage at West Avenue Cider House
Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. It’s light filled and spacious and we hope you will get to spend some time with us. The cidery can be a busy spot on weekends during the summer and fall, less busy for our winter guests.

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.

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.
Popular amenities for York holiday rentals
Other great holiday rentals in York

Alpaca farm stay and bunkie getaway.

The Grand River Retreat - Hot Tub & River Access

A Grand Adventure

Welcoming guest house on the vineyards

Grimsby Heritage House [B]

Quiet Countryside Getaway Near Lake Erie

Luxury Hayloft Near Turkey Point and Port Dover

Caledonia Modern Detached 3BR- Work Desk- Dual TVs
Destinations to explore
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Metro Toronto Convention Centre
- BMO Field
- Harbourfront Centre
- Niagara Falls State Park
- Exhibition Place
- Nike Square One Shopping Centre
- Niagara Falls
- Trinity Bellwoods Park
- Enercare Centre
- Coca Cola Coliseum
- Casino Niagara
- Fallsview Indoor Waterpark
- Wilfrid Laurier University
- Dufferin Grove Park
- The International Centre
- Brock University
- Toronto Congress Centre
- University of Waterloo
- Ripley's Aquarium of Canada
- Royal Botanical Gardens
- FirstOntario Centre





