Holiday houses in York

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Top-rated holiday rentals in York

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Apartment in Cayuga

5 out of 5 average rating, 23 reviews

‘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

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Guest favourite

A patio area with a table and four chairs is visible, positioned directly beside the water. The tranquil lake extends into the horizon, with soft waves created by the gentle breeze. A muted sky adds to the serene atmosphere.

Home in Hamilton

4.9 out of 5 average rating, 262 reviews

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.

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Superhost

Home in St. Jacobs

4.89 out of 5 average rating, 103 reviews

Boho 3-Bed House Retreat: HotTub, Sauna Oasis &Spa

Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, and a child’s bed, plus a home office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

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Guest favourite

An exterior view showcases a modern tiny home with a combination of wooden and black siding. Large windows allow for ample natural light, and a small wooden deck is visible at the entrance. The surrounding landscape features open fields and a partly cloudy sky.

Tiny home in Cayuga

4.94 out of 5 average rating, 140 reviews

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.

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Top Guest favourite

A cozy living room features a sectional gray couch adorned with decorative pillows. A round coffee table sits at the center, complemented by a large area rug. A painting of a horse is displayed on the wall, and large windows offer views of the surrounding landscape.

Loft in Caledonia

5 out of 5 average rating, 106 reviews

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".

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Superhost

A modern living area is showcased with large windows, allowing natural light to fill the space. A colorful yellow sofa and blue chairs provide seating. An entertainment unit features a television against a vibrant mural of cacti. Wooden flooring adds warmth to the contemporary design.

Hotel room in Hamilton

4.78 out of 5 average rating, 379 reviews

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.

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Top Guest favourite

A rustic log cabin is nestled among trees, featuring a stack of firewood in front and warm light glowing from its windows. A simple wooden bench sits nearby on a forested ground covered with fallen leaves.

Place to stay in Cayuga

4.98 out of 5 average rating, 196 reviews

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

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Guest favourite

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

4.96 out of 5 average rating, 309 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 17 (1 night/2 days) JUNE 21-JULY 6 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

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Top Guest favourite

A unique double A-frame house is framed by lush greenery, with a spacious driveway leading to the entrance. The structure features a combination of wood and stone elements, while flower beds with emerging blooms add color to the natural surroundings.

Cottage in St. Jacobs

4.99 out of 5 average rating, 196 reviews

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.

ValueFamilyCleanliness

Top Guest favourite

A comfortable bedroom is furnished with a spacious king bed, surrounded by calming green walls. Natural light enters through two small windows, complemented by contemporary blinds. A nightstand is positioned next to the bed, and a fan sits in the corner, enhancing the room's functionality.

Home in Mount Hope

4.94 out of 5 average rating, 324 reviews

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.

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Top Guest favourite

Apartment in Caistor Centre

4.96 out of 5 average rating, 430 reviews

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.

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Top Guest favourite

A rustic cottage with wooden siding and a welcoming entry, features double French doors framed by vibrant red flowers. A spacious outdoor area includes a patio with seating and a partially shaded structure nearby. The surrounding landscape is well-maintained with green grass and shrubs.

Tiny home in Caledonia

5 out of 5 average rating, 198 reviews

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.

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