Holiday houses in Upper Canada Village

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Top-rated holiday rentals in Upper Canada Village

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Guest favourite

Guesthouse in Newington, Canada

4.92 out of 5 average rating, 356 reviews

Trees, open spaces, and the milky way at night

8 min. from 401 & St Lawrence River, at Ingleside, pet friendly, secluded studio guesthouse, tranquil and safe location for those seeking a road break or destination traveler's seeking the St Lawrence and its environs. Sit by a fire, take a hammock ride, listen to wind and and birds or watch the sky. Multi day guest have free use of kayaks and equipment. $50 cleaning fee per pet through extra fee request if necessary before arrival. Multi day guests have free access to kayaks and carrier.

27 Jun – 4 Jul

$143 NZD per night

Guest favourite

Guest suite in South Glengarry, Canada

4.96 out of 5 average rating, 226 reviews

River Retreat

This is a 1,000 square foot apartment in an architecturally designed home. Walking upstairs to the apartment, guests will be in awe of the panoramic views of the St Lawrence River through the floor-to-ceiling windows. The kitchen is equipped with everything that you need for cooking and entertaining. The apartment has in-floor heating and AC throughout. Guests will enjoy a private waterfront backyard with a BBQ, fire pit and dock. Boat docking is sometimes possible to accommodate upon request.

4–11 Oct

$308 NZD per night

Guest favourite

Treehouse in Chesterville, Canada

4.93 out of 5 average rating, 246 reviews

Tiny House Off-Grid Cabin & Wood Burning Sauna

Get away from the hustle at our off-grid oasis. A unique structure with a living roof. Pick your own veggies in our seasonal garden and cook outdoors with our wood fire earth oven or use the grill over a camp fire! Includes all cooking tools needed for a good meal. Cozy up in the cabin with your favourite book, take a walk on the trails, or heat up in our wood burning sauna. Hot water and Shower are seasonally in service from May 10th through to October 1st (depending on freezing temperatures)

4–11 Dec

$255 NZD per night

Guest favourite

Cabin in Rockland , Canada

4.89 out of 5 average rating, 114 reviews

The Nest - Nordic style tiny cabin

All booked up? Check out our other listings in the same area! Discover serenity in our 10x10 off grid wood cabin, nestled amidst the forest. Reconnect with the your partner cozying up by the fireplace or sip on coffee with a friend for a retreat. Savour the beauty from our hammock chairs on the porch or recline and relax on our loft net. Enjoy the glow of the campfire and wake up in our king size bed overlooking the trees. It's time to slow down and do less. Let moments become memories.

27 Nov – 4 Dec

$247 NZD per night

Guest favourite

Home in Morrisburg, Canada

4.92 out of 5 average rating, 200 reviews

StoneCropAcres Winery and Vineyard Guest Home

Our home is located at our StoneCropAcres Winery and Vineyard. Please check the Winery's website stonecropacres.ca for Winery hours of operation. Our Guest Home is a country style, spacious, bright and clean home with wonderful views of the rural surroundings including our vineyard, farm fields, the llama ranch across the road and the apple farm just around the corner. Both the Guest Home and the Winery are wheelchair accessible and there is an electric medical bed available for use.

15–22 Apr

$365 NZD per night

Guest favourite

Cabin in Lanark, Canada

4.93 out of 5 average rating, 127 reviews

The Owl's Nest Cabin, a peaceful retreat

Welcome to The Owl's Nest, a woody pine cabin overlooking beautiful fields and forests. This completely private cabin offers a cozy, clean, open concept design with large bright windows designed to let the natural beauty of the land inside. Spend days unwinding at the cabin, walking our nature trail, or explore nearby attractions. Hike to the lookout at Blueberry Mountain, or visit local boutique shops, restaurants & beaches around historic Perth. Come Be in nature, explore & relax!

11–18 Aug

$135 NZD per night

Guest favourite

Apartment in Prescott, Canada

4.96 out of 5 average rating, 168 reviews

Marion's Place - Vintage 2 Bedroom Full Apartment

The 2 bedroom apartment is located on the 2nd floor and can accommodate 4 guests. The suite is in the Mechanic Block and dates back to 1874. The apartment was restored while keeping the historical integrity in check. With vintage sink, clawfoot tub and 7' interior walls (not reaching ceiling as shown on photos) There is private parking and separate entrance. You get the entire apartment. The main level of this historical commercial building is operated by the building owner.

13–20 Feb

$169 NZD per night

Guest favourite

Home in Winchester, Canada

4.95 out of 5 average rating, 108 reviews

CUTE Tiny House + 2 BR + Free WiFi + 30m to Ottawa

Welcome to The Lofty Nest! Located 30 minutes south of Ottawa (Canada's Capital City) in the intimate village of Winchester. This 2-bedroom Century home was gutted and lovingly restored, using reclaimed materials, sweat and love. Visiting for work, play or just the experience of living in a tiny house, the Lofty Nest will charm you with its 'Instaworthy' decor and hotel standards. Perfect for 1 or 2 guests; can accommodate up to 4. Check us out at theloftynest dot ca.

19–26 Feb

$234 NZD per night

Guest favourite

Cabin in Plantagenet, Canada

4.91 out of 5 average rating, 375 reviews

PERCHED CABIN at Mariposa Farm

The Perched cabin is one of our three cabins. We also have the Apple Tree and the Poplar cabin. This is glamping at its best. Window walls letting light into every side. A sleeping loft. Built with logs. Well equipped for cooking. Heated with woodstove - firewood included. In the middle of the forest. A lot of trails to enjoy. No neighbours. The perfect spot to unwind. We are farmers, a precise time of arrival is important. You are welcome to visit the farm.

23–30 Dec

$200 NZD per night

Guest favourite

Condo in Cornwall, Canada

4.98 out of 5 average rating, 111 reviews

Waterfront|Modern|Central|Accessible

Accessible, luxury, tranquil waterfront home away from home! Enjoy glorious sunrises; boats and wildlife drifting by throughout the day; and tranquil nights gazing at the stars from your own private patio. We have provided all the necessities required to have a comfortable, relaxing stay, be it business or pleasure This waterfront property is steps from the recreation trail, shops, restaurants and of course the Tim Hortons!

27 May – 3 Jun

$246 NZD per night

Superhost

Cottage in Iroquois, Canada

4.83 out of 5 average rating, 118 reviews

✨CLUB HOUSE on the PENINSULA✨

Welcome to Clubhouse 10930, a unique heritage accommodation in Iroquois that offers the perfect blend of modern amenities and old-world charm from the 1800s. Our 7-bedroom home sits on its own private peninsula surrounded by the majestic St. Lawrence River, affording guests unparalleled panoramic views - an ideal getaway for discerning travellers! Follow us on I nstagram @clubhouse10930 for more pictures and videos!

11–18 Jan

$1,960 NZD per night

Guest favourite

Barn in Potsdam, New York, US

4.99 out of 5 average rating, 144 reviews

The Coop at Laing Family Farm

The Coop at LFF is a small and cozy cottage that sits on our 220 acre certified organic farm. It has a kitchen and living area, bedroom and full bath. There is Roku TV and Free WIFI. Enjoy hiking, snowshoeing or cross country skiing the trails around our farm. Relax in the rocking chairs on the porch. The fire pit in the front yard is perfect for s’mores or to stay warm while star gazing.

11–18 Jun

$157 NZD per night